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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (7)transporters (5) Show 12 proteins XML

enzymes (7)transporters (5) Show 12 proteins

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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-03-07 02:49:04 UTC

HMDB ID

HMDB0000607

Secondary Accession Numbers

HMDB0014263
HMDB00607
HMDB14263

Metabolite Identification

Common Name

Cyanocobalamin

Description

Cyanocobalamin (commonly known as Vitamin B12) is the most chemically complex of all the vitamins. Cyanocobalamin's structure is based on a corrin ring, which, although similar to the porphyrin ring found in heme, chlorophyll, and cytochrome, has two of the pyrrole rings directly bonded. The central metal ion is Co (cobalt). Cyanocobalamin cannot be made by plants or by animals, as the only type of organisms that have the enzymes required for the synthesis of cyanocobalamin are bacteria and archaea. Higher plants do not concentrate cyanocobalamin from the soil and so are a poor source of the substance as compared with animal tissues. Cyanocobalamin is naturally found in foods including meat (especially liver and shellfish), eggs, and milk products.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

  Mrv1652305231918462D          

 95106  0  0  1  0            999 V2000
   -0.6472   -1.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7591   -0.7620    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9518   -1.3667    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6231   -1.8463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3741   -1.5048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4538   -0.6837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7591    0.9361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6472    1.7396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3596    2.1164    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4780    2.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8302    3.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9487    4.2601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7149    4.5657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9518    1.5366    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5935    2.0551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7217    1.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3634    1.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1333    1.4621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7940    1.7396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9183    0.9361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7425    0.7870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1566    0.0870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7425   -0.6171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9183   -0.7620    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7940   -1.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5313   -1.9465    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6536   -2.7624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4214   -3.0643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5437   -3.8802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3114   -4.1822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1235   -1.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7616   -1.8896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8954   -1.0755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1235    1.5366    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7961    2.0143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5462    1.6707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2188    2.1484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1413    2.9697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5313    2.1164    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2821    2.4583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6106    2.9376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3614    3.2795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4408    4.1007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0900    2.1495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0900    2.9745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0900   -1.9797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0900   -2.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5708   -0.6171    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3677   -0.4036    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5708    0.8118    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3677    0.5983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0741   -3.1840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7885   -3.5965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5030   -3.1840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7885   -4.4215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5030   -4.8340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5030   -5.6590    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3280   -5.6590    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0741   -2.3590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3596   -1.9465    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3596   -2.7715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3008    4.7709    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0329    2.8002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9688    1.8048    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8983   -4.3941    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2353    2.5736    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0453   -1.9845    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5001   -5.6865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6751   -7.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6751   -5.6865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3694   -5.4090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2626   -6.4010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1231   -5.0734    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4556   -6.2294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9126   -6.4010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7376   -6.4010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5001   -7.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9126   -7.8299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1575   -6.7815    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0712   -7.6020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8249   -7.9375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9964   -8.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7811   -8.9994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9645   -6.6099    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3000   -5.8563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3770   -7.3244    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1974   -7.4107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8457   -7.2080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6780   -5.6590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5030   -6.4840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1984   -6.5819    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4419   -6.6140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0601    0.1366    0.0000 Co  0  0  0  0  0  0  0  0  0  0  0  0
   -0.4324    2.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0593    3.8036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 46  1  2  0  0  0  0
  1  2  1  0  0  0  0
 60  1  1  0  0  0  0
 48  2  1  0  0  0  0
  2 93  1  0  0  0  0
 48  3  1  0  0  0  0
 48 50  1  0  0  0  0
  3  4  1  1  0  0  0
  3 60  1  0  0  0  0
  4  5  1  0  0  0  0
  5 67  1  0  0  0  0
  5  6  2  0  0  0  0
 50  7  1  0  0  0  0
 50 14  1  0  0  0  0
  7  8  2  0  0  0  0
  9  8  1  0  0  0  0
  8 44  1  0  0  0  0
  9 10  1  6  0  0  0
 14  9  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 62  1  0  0  0  0
 12 13  2  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 66  1  0  0  0  0
 17 18  2  0  0  0  0
 44 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 39  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 34  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 31  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 31  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 65  1  0  0  0  0
 29 30  2  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 34 35  1  6  0  0  0
 34 39  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 64  1  0  0  0  0
 37 38  2  0  0  0  0
 39 40  1  6  0  0  0
 39 41  1  1  0  0  0
 41 42  1  0  0  0  0
 42 63  1  0  0  0  0
 42 43  2  0  0  0  0
 20 93  8  0  0  0  0
  7 93  8  0  0  0  0
 24 93  8  0  0  0  0
 44 45  1  0  0  0  0
 46 47  1  0  0  0  0
 48 49  1  1  0  0  0
 50 51  1  6  0  0  0
 59 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 55  1  0  0  0  0
 53 54  2  0  0  0  0
 56 55  1  0  0  0  0
 57 56  1  0  0  0  0
 57 89  1  1  0  0  0
 57 58  1  1  0  0  0
 57 90  1  0  0  0  0
 60 59  1  6  0  0  0
 60 61  1  1  0  0  0
 46 25  1  0  0  0  0
 68 70  2  0  0  0  0
 68 75  1  0  0  0  0
 72 69  2  0  0  0  0
 69 77  1  0  0  0  0
 70 73  1  0  0  0  0
 70 72  1  0  0  0  0
 71 74  1  0  0  0  0
 71 73  2  0  0  0  0
 74 72  1  0  0  0  0
 79 74  1  1  0  0  0
 77 75  2  0  0  0  0
 75 76  1  0  0  0  0
 77 78  1  0  0  0  0
 79 84  1  0  0  0  0
 79 80  1  0  0  0  0
 81 80  1  0  0  0  0
 86 81  1  0  0  0  0
 81 82  1  6  0  0  0
 82 83  1  0  0  0  0
 84 86  1  0  0  0  0
 84 85  1  1  0  0  0
 86 87  1  1  0  0  0
 91 87  1  0  0  0  0
 91 88  1  0  0  0  0
 91 89  1  0  0  0  0
 91 92  2  0  0  0  0
 93 94  1  0  0  0  0
 94 95  3  0  0  0  0
 73 93  8  0  0  0  0
M  STY  4   1 DAT   2 DAT   3 DAT   4 DAT
M  SAL   1  2  20  93
M  SDT   1 MRV_COORDINATE_BOND_TYPE                              
M  SDD   1     0.0000    0.0000    DR    ALL  0       0  
M  SED   1 59
M  SAL   2  2   7  93
M  SDT   2 MRV_COORDINATE_BOND_TYPE                              
M  SDD   2     0.0000    0.0000    DR    ALL  0       0  
M  SED   2 60
M  SAL   3  2  24  93
M  SDT   3 MRV_COORDINATE_BOND_TYPE                              
M  SDD   3     0.0000    0.0000    DR    ALL  0       0  
M  SED   3 61
M  SAL   4  2  73  93
M  SDT   4 MRV_COORDINATE_BOND_TYPE                              
M  SDD   4     0.0000    0.0000    DR    ALL  0       0  
M  SED   4 106
M  END

HMDB0000607
     RDKit          3D
Cyanocobalamin
182189  0  0  0  0  0  0  0  0999 V2000
   -7.4576    1.6606    1.7742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6966    1.2456    0.5852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0981    0.1317   -0.0324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0932   -0.6325   -0.6676 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5738   -1.6866   -1.2066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6632   -2.7652   -1.5425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5832   -3.0308   -0.8787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8595   -1.9424   -0.2594 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8132   -2.4247    0.3886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5483   -1.7108    0.5068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5524   -2.4835    1.3319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3301   -0.5492   -0.0271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1886    0.2515   -0.7687 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3080    0.4465   -2.2671 Co  0  0  0  0  0  2  0  0  0  0  0  0
   -2.9212   -0.7970   -3.4705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6708   -1.6278   -4.2449 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0815    1.6024   -0.0566 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9283    1.4355    0.8543 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2715    2.4531    1.5960 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3480    3.6595    1.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7555    3.4983   -0.3684 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5457    4.6817    1.5710 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1208    0.3562    0.1515 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2608    0.8137   -1.3033 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1616    0.0141    0.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9612   -0.9049   -0.1899 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3804   -0.9925    0.4856 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5066   -1.5587    1.4996 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2851   -0.2974   -0.3465 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1405    0.3535   -1.1218 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3943   -0.4563   -1.5312 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9087   -1.6547   -2.2582 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0887    0.3937   -2.4216 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2263    1.2886   -1.5871 P   0  0  0  0  0  5  0  0  0  0  0  0
    9.4136    1.5625   -2.5046 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5368    2.8312   -1.2570 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7253    0.6412   -0.1514 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3552   -0.5843   -0.2048 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.1218   -1.3897    1.0327 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.0823   -2.8593    0.7415 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0282   -3.0919   -0.1369 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

  Mrv1652305231918462D          

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 72 69  2  0  0  0  0
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 73 93  8  0  0  0  0
M  STY  4   1 DAT   2 DAT   3 DAT   4 DAT
M  SAL   1  2  20  93
M  SDT   1 MRV_COORDINATE_BOND_TYPE                              
M  SDD   1     0.0000    0.0000    DR    ALL  0       0  
M  SED   1 59
M  SAL   2  2   7  93
M  SDT   2 MRV_COORDINATE_BOND_TYPE                              
M  SDD   2     0.0000    0.0000    DR    ALL  0       0  
M  SED   2 60
M  SAL   3  2  24  93
M  SDT   3 MRV_COORDINATE_BOND_TYPE                              
M  SDD   3     0.0000    0.0000    DR    ALL  0       0  
M  SED   3 61
M  SAL   4  2  73  93
M  SDT   4 MRV_COORDINATE_BOND_TYPE                              
M  SDD   4     0.0000    0.0000    DR    ALL  0       0  
M  SED   4 106
M  END
> <DATABASE_ID>
HMDB0000607

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@](C)(CNC(=O)CC[C@]1(C)[C@@H](CC(N)=O)[C@@]2([H])N([Co]C#N)\C1=C(C)/C1=N/C(=C\C3=N\C(=C(C)/C4=N[C@]2(C)[C@@](C)(CC(N)=O)[C@@H]4CCC(N)=O)\[C@@](C)(CC(N)=O)[C@@H]3CCC(N)=O)/C(C)(C)[C@@H]1CCC(N)=O)OP(O)(=O)O[C@@H]1[C@@H](CO)O[C@@H]([C@@H]1O)N1C=NC2=CC(C)=C(C)C=C12

> <INCHI_IDENTIFIER>
InChI=1S/C62H90N13O14P.CN.Co/c1-29-20-39-40(21-30(29)2)75(28-70-39)57-52(84)53(41(27-76)87-57)89-90(85,86)88-31(3)26-69-49(83)18-19-59(8)37(22-46(66)80)56-62(11)61(10,25-48(68)82)36(14-17-45(65)79)51(74-62)33(5)55-60(9,24-47(67)81)34(12-15-43(63)77)38(71-55)23-42-58(6,7)35(13-16-44(64)78)50(72-42)32(4)54(59)73-56;1-2;/h20-21,23,28,31,34-37,41,52-53,56-57,76,84H,12-19,22,24-27H2,1-11H3,(H15,63,64,65,66,67,68,69,71,72,73,74,77,78,79,80,81,82,83,85,86);;/q;;+1/p-1/t31-,34-,35-,36-,37+,41-,52-,53-,56-,57+,59-,60+,61+,62+;;/m1../s1

> <INCHI_KEY>
SEKGMJVHSBBHRD-WZHZPDAFSA-M

> <FORMULA>
C63H89CoN14O14P

> <MOLECULAR_WEIGHT>
1356.3731

> <EXACT_MASS>
1355.575230332

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_ATOM_COUNT>
182

> <JCHEM_AVERAGE_POLARIZABILITY>
137.35801760477563

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
cyanocobalamin

> <ALOGPS_LOGP>
1.87

> <ALOGPS_LOGS>
-4.55

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.543213456546237

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.819545812188296

> <JCHEM_PKA_STRONGEST_BASIC>
13.567733469932064

> <JCHEM_POLAR_SURFACE_AREA>
487.61000000000007

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.84e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cyanocobalamin

$$$$

HMDB0000607
     RDKit          3D
Cyanocobalamin
182189  0  0  0  0  0  0  0  0999 V2000
   -7.4576    1.6606    1.7742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6966    1.2456    0.5852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0981    0.1317   -0.0324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0932   -0.6325   -0.6676 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5738   -1.6866   -1.2066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6632   -2.7652   -1.5425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5832   -3.0308   -0.8787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8595   -1.9424   -0.2594 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8132   -2.4247    0.3886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5483   -1.7108    0.5068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5524   -2.4835    1.3319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3301   -0.5492   -0.0271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1886    0.2515   -0.7687 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3080    0.4465   -2.2671 Co  0  0  0  0  0  2  0  0  0  0  0  0
   -2.9212   -0.7970   -3.4705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6708   -1.6278   -4.2449 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0815    1.6024   -0.0566 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9283    1.4355    0.8543 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2715    2.4531    1.5960 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3480    3.6595    1.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7555    3.4983   -0.3684 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5457    4.6817    1.5710 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1208    0.3562    0.1515 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2608    0.8137   -1.3033 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1616    0.0141    0.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9612   -0.9049   -0.1899 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3804   -0.9925    0.4856 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5066   -1.5587    1.4996 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2851   -0.2974   -0.3465 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1405    0.3535   -1.1218 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3943   -0.4563   -1.5312 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9087   -1.6547   -2.2582 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0887    0.3937   -2.4216 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2263    1.2886   -1.5871 P   0  0  0  0  0  5  0  0  0  0  0  0
    9.4136    1.5625   -2.5046 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

HEADER    PROTEIN                                 23-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-MAY-19         0                                  
HETATM    1  C   UNK     0      -1.208  -2.922   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      -1.417  -1.422   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      -3.643  -2.551   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.896  -3.446   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.298  -2.809   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -6.447  -1.276   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0      -1.417   1.747   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -1.208   3.247   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.538   3.951   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.759   5.475   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.550   6.428   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.771   7.952   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -3.201   8.523   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -3.643   2.868   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.841   3.836   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.081   2.315   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.278   3.283   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -7.715   2.729   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.482   3.247   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       1.714   1.747   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       3.253   1.469   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.026   0.162   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.253  -1.152   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       1.714  -1.422   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0       1.482  -2.922   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.858  -3.633   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.087  -5.156   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.520  -5.720   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.748  -7.243   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       6.181  -7.807   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       3.964  -2.551   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.155  -3.527   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.405  -2.008   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       3.964   2.868   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.219   3.760   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       6.620   3.119   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       7.875   4.010   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       7.730   5.543   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       2.858   3.951   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       4.260   4.589   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       3.006   5.484   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       4.408   6.122   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       4.556   7.655   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       0.168   4.012   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       0.168   5.552   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       0.168  -3.695   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       0.168  -5.235   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      -2.932  -1.152   0.000  0.00  0.00           C+0
HETATM   49  H   UNK     0      -4.420  -0.753   0.000  0.00  0.00           H+0
HETATM   50  C   UNK     0      -2.932   1.515   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      -4.420   1.117   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      -3.872  -5.943   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      -5.205  -6.713   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0      -6.539  -5.943   0.000  0.00  0.00           O+0
HETATM   55  N   UNK     0      -5.205  -8.253   0.000  0.00  0.00           N+0
HETATM   56  C   UNK     0      -6.539  -9.023   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      -6.539 -10.563   0.000  0.00  0.00           C+0
HETATM   58  H   UNK     0      -8.079 -10.563   0.000  0.00  0.00           H+0
HETATM   59  C   UNK     0      -3.872  -4.403   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      -2.538  -3.633   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      -2.538  -5.173   0.000  0.00  0.00           C+0
HETATM   62  N   UNK     0      -0.561   8.906   0.000  0.00  0.00           N+0
HETATM   63  N   UNK     0       5.661   5.227   0.000  0.00  0.00           N+0
HETATM   64  N   UNK     0       9.275   3.369   0.000  0.00  0.00           N+0
HETATM   65  N   UNK     0       3.543  -8.202   0.000  0.00  0.00           N+0
HETATM   66  N   UNK     0      -6.039   4.804   0.000  0.00  0.00           N+0
HETATM   67  N   UNK     0      -7.551  -3.704   0.000  0.00  0.00           N+0
HETATM   68  C   UNK     0       4.667 -10.615   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0       3.127 -13.282   0.000  0.00  0.00           C+0
HETATM   70  C   UNK     0       3.127 -10.615   0.000  0.00  0.00           C+0
HETATM   71  C   UNK     0       0.690 -10.097   0.000  0.00  0.00           C+0
HETATM   72  C   UNK     0       2.357 -11.949   0.000  0.00  0.00           C+0
HETATM   73  N   UNK     0       2.096  -9.470   0.000  0.00  0.00           N+0
HETATM   74  N   UNK     0       0.850 -11.628   0.000  0.00  0.00           N+0
HETATM   75  C   UNK     0       5.437 -11.949   0.000  0.00  0.00           C+0
HETATM   76  C   UNK     0       6.977 -11.949   0.000  0.00  0.00           C+0
HETATM   77  C   UNK     0       4.667 -13.282   0.000  0.00  0.00           C+0
HETATM   78  C   UNK     0       5.437 -14.616   0.000  0.00  0.00           C+0
HETATM   79  C   UNK     0      -0.294 -12.659   0.000  0.00  0.00           C+0
HETATM   80  O   UNK     0      -0.133 -14.190   0.000  0.00  0.00           O+0
HETATM   81  C   UNK     0      -1.540 -14.817   0.000  0.00  0.00           C+0
HETATM   82  C   UNK     0      -1.860 -16.323   0.000  0.00  0.00           C+0
HETATM   83  O   UNK     0      -3.325 -16.799   0.000  0.00  0.00           O+0
HETATM   84  C   UNK     0      -1.800 -12.338   0.000  0.00  0.00           C+0
HETATM   85  O   UNK     0      -2.427 -10.932   0.000  0.00  0.00           O+0
HETATM   86  C   UNK     0      -2.570 -13.672   0.000  0.00  0.00           C+0
HETATM   87  O   UNK     0      -4.102 -13.833   0.000  0.00  0.00           O+0
HETATM   88  O   UNK     0      -5.312 -13.455   0.000  0.00  0.00           O+0
HETATM   89  O   UNK     0      -4.999 -10.563   0.000  0.00  0.00           O+0
HETATM   90  C   UNK     0      -6.539 -12.103   0.000  0.00  0.00           C+0
HETATM   91  P   UNK     0      -4.104 -12.286   0.000  0.00  0.00           P+0
HETATM   92  O   UNK     0      -2.692 -12.346   0.000  0.00  0.00           O+0
HETATM   93 Co   UNK     0       0.112   0.255   0.000  0.00  0.00          Co+0
HETATM   94  C   UNK     0      -0.807   5.509   0.000  0.00  0.00           C+0
HETATM   95  N   UNK     0      -0.111   7.100   0.000  0.00  0.00           N+0
CONECT    1   46    2   60                                                  
CONECT    2    1   48   93                                                  
CONECT    3   48    4   60                                                  
CONECT    4    3    5                                                       
CONECT    5    4   67    6                                                  
CONECT    6    5                                                            
CONECT    7   50    8   93                                                  
CONECT    8    7    9   44                                                  
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   62   13                                                  
CONECT   13   12                                                            
CONECT   14   50    9   15   16                                             
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   66   18                                                  
CONECT   18   17                                                            
CONECT   19   44   20   39                                                  
CONECT   20   19   21   93                                                  
CONECT   21   20   22   34                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   31                                                  
CONECT   24   23   25   93                                                  
CONECT   25   24   26   46                                                  
CONECT   26   25   27   31                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   65   30                                                  
CONECT   30   29                                                            
CONECT   31   23   26   32   33                                             
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   21   35   39                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   64   38                                                  
CONECT   38   37                                                            
CONECT   39   19   34   40   41                                             
CONECT   40   39                                                            
CONECT   41   39   42                                                       
CONECT   42   41   63   43                                                  
CONECT   43   42                                                            
CONECT   44    8   19   45                                                  
CONECT   45   44                                                            
CONECT   46    1   47   25                                                  
CONECT   47   46                                                            
CONECT   48    2    3   50   49                                             
CONECT   49   48                                                            
CONECT   50   48    7   14   51                                             
CONECT   51   50                                                            
CONECT   52   59   53                                                       
CONECT   53   52   55   54                                                  
CONECT   54   53                                                            
CONECT   55   53   56                                                       
CONECT   56   55   57                                                       
CONECT   57   56   89   58   90                                             
CONECT   58   57                                                            
CONECT   59   52   60                                                       
CONECT   60    1    3   59   61                                             
CONECT   61   60                                                            
CONECT   62   12                                                            
CONECT   63   42                                                            
CONECT   64   37                                                            
CONECT   65   29                                                            
CONECT   66   17                                                            
CONECT   67    5                                                            
CONECT   68   70   75                                                       
CONECT   69   72   77                                                       
CONECT   70   68   73   72                                                  
CONECT   71   74   73                                                       
CONECT   72   69   70   74                                                  
CONECT   73   70   71   93                                                  
CONECT   74   71   72   79                                                  
CONECT   75   68   77   76                                                  
CONECT   76   75                                                            
CONECT   77   69   75   78                                                  
CONECT   78   77                                                            
CONECT   79   74   84   80                                                  
CONECT   80   79   81                                                       
CONECT   81   80   86   82                                                  
CONECT   82   81   83                                                       
CONECT   83   82                                                            
CONECT   84   79   86   85                                                  
CONECT   85   84                                                            
CONECT   86   81   84   87                                                  
CONECT   87   86   91                                                       
CONECT   88   91                                                            
CONECT   89   57   91                                                       
CONECT   90   57                                                            
CONECT   91   87   88   89   92                                             
CONECT   92   91                                                            
CONECT   93    2   20    7   24                                             
CONECT   93   94   73                                   
CONECT   94   93   95                                                       
CONECT   95   94                                                            
MASTER        0    0    0    0    0    0    0    0   95    0  212    0
END

COMPND    HMDB0000607
HETATM    1  C1  UNL     1      -7.458   1.661   1.774  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.697   1.246   0.585  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.098   0.132  -0.032  1.00  0.00           C  
HETATM    4  N1  UNL     1      -6.093  -0.632  -0.668  1.00  0.00           N  
HETATM    5  C4  UNL     1      -6.574  -1.687  -1.207  1.00  0.00           C  
HETATM    6  C5  UNL     1      -5.663  -2.765  -1.543  1.00  0.00           C  
HETATM    7  C6  UNL     1      -4.583  -3.031  -0.879  1.00  0.00           C  
HETATM    8  N2  UNL     1      -3.859  -1.942  -0.259  1.00  0.00           N  
HETATM    9  C7  UNL     1      -2.813  -2.425   0.389  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.548  -1.711   0.507  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.552  -2.483   1.332  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.330  -0.549  -0.027  1.00  0.00           C  
HETATM   13  N3  UNL     1      -2.189   0.251  -0.769  1.00  0.00           N  
HETATM   14 CO1  UNL     1      -3.308   0.447  -2.267  1.00  0.00          CO  
HETATM   15  C11 UNL     1      -2.921  -0.797  -3.470  1.00  0.00           C  
HETATM   16  N4  UNL     1      -2.671  -1.628  -4.245  1.00  0.00           N  
HETATM   17  C12 UNL     1      -2.081   1.602  -0.057  1.00  0.00           C  
HETATM   18  C13 UNL     1      -0.928   1.435   0.854  1.00  0.00           C  
HETATM   19  C14 UNL     1      -0.272   2.453   1.596  1.00  0.00           C  
HETATM   20  C15 UNL     1       0.348   3.660   1.044  1.00  0.00           C  
HETATM   21  N5  UNL     1       0.756   3.498  -0.368  1.00  0.00           N  
HETATM   22  O1  UNL     1       0.546   4.682   1.571  1.00  0.00           O  
HETATM   23  C16 UNL     1      -0.121   0.356   0.152  1.00  0.00           C  
HETATM   24  C17 UNL     1       0.261   0.814  -1.303  1.00  0.00           C  
HETATM   25  C18 UNL     1       1.162   0.014   0.645  1.00  0.00           C  
HETATM   26  C19 UNL     1       1.961  -0.905  -0.190  1.00  0.00           C  
HETATM   27  C20 UNL     1       3.380  -0.992   0.486  1.00  0.00           C  
HETATM   28  O2  UNL     1       3.507  -1.559   1.500  1.00  0.00           O  
HETATM   29  N6  UNL     1       4.285  -0.297  -0.346  1.00  0.00           N  
HETATM   30  C21 UNL     1       5.140   0.353  -1.122  1.00  0.00           C  
HETATM   31  C22 UNL     1       6.394  -0.456  -1.531  1.00  0.00           C  
HETATM   32  C23 UNL     1       5.909  -1.655  -2.258  1.00  0.00           C  
HETATM   33  O3  UNL     1       7.089   0.394  -2.422  1.00  0.00           O  
HETATM   34  P1  UNL     1       8.226   1.289  -1.587  1.00  0.00           P  
HETATM   35  O4  UNL     1       9.414   1.562  -2.505  1.00  0.00           O  
HETATM   36  O5  UNL     1       7.537   2.831  -1.257  1.00  0.00           O  
HETATM   37  O6  UNL     1       8.725   0.641  -0.151  1.00  0.00           O  
HETATM   38  C24 UNL     1       9.355  -0.584  -0.205  1.00  0.00           C  
HETATM   39  C25 UNL     1       9.122  -1.390   1.033  1.00  0.00           C  
HETATM   40  C26 UNL     1       9.082  -2.859   0.741  1.00  0.00           C  
HETATM   41  O7  UNL     1       8.028  -3.092  -0.137  1.00  0.00           O  
HETATM   42  O8  UNL     1      10.181  -1.029   1.916  1.00  0.00           O  
HETATM   43  C27 UNL     1      11.286  -0.992   1.113  1.00  0.00           C  
HETATM   44  N7  UNL     1      12.306  -0.126   1.662  1.00  0.00           N  
HETATM   45  C28 UNL     1      12.248   0.685   2.727  1.00  0.00           C  
HETATM   46  N8  UNL     1      13.420   1.326   2.785  1.00  0.00           N  
HETATM   47  C29 UNL     1      14.238   0.950   1.766  1.00  0.00           C  
HETATM   48  C30 UNL     1      15.496   1.324   1.354  1.00  0.00           C  
HETATM   49  C31 UNL     1      16.074   0.804   0.221  1.00  0.00           C  
HETATM   50  C32 UNL     1      17.445   1.131  -0.240  1.00  0.00           C  
HETATM   51  C33 UNL     1      15.331  -0.118  -0.501  1.00  0.00           C  
HETATM   52  C34 UNL     1      15.873  -0.688  -1.759  1.00  0.00           C  
HETATM   53  C35 UNL     1      14.079  -0.482  -0.073  1.00  0.00           C  
HETATM   54  C36 UNL     1      13.496   0.029   1.069  1.00  0.00           C  
HETATM   55  C37 UNL     1      10.863  -0.299  -0.166  1.00  0.00           C  
HETATM   56  O9  UNL     1      11.037   1.065  -0.125  1.00  0.00           O  
HETATM   57  C38 UNL     1      -3.375   2.044   0.459  1.00  0.00           C  
HETATM   58  C39 UNL     1      -3.672   1.590   1.864  1.00  0.00           C  
HETATM   59  N9  UNL     1      -4.478   1.466  -0.338  1.00  0.00           N  
HETATM   60  C40 UNL     1      -5.564   2.064   0.144  1.00  0.00           C  
HETATM   61  C41 UNL     1      -5.207   3.479   0.084  1.00  0.00           C  
HETATM   62  C42 UNL     1      -5.973   4.432   0.909  1.00  0.00           C  
HETATM   63  C43 UNL     1      -7.405   4.505   0.473  1.00  0.00           C  
HETATM   64  C44 UNL     1      -8.266   5.223   1.474  1.00  0.00           C  
HETATM   65  N10 UNL     1      -9.470   4.496   1.808  1.00  0.00           N  
HETATM   66  O10 UNL     1      -8.013   6.289   1.951  1.00  0.00           O  
HETATM   67  C45 UNL     1      -3.727   3.498   0.336  1.00  0.00           C  
HETATM   68  C46 UNL     1      -3.405   4.206   1.638  1.00  0.00           C  
HETATM   69  C47 UNL     1      -3.032   4.190  -0.783  1.00  0.00           C  
HETATM   70  C48 UNL     1      -3.476   5.618  -0.864  1.00  0.00           C  
HETATM   71  N11 UNL     1      -2.893   6.627  -0.043  1.00  0.00           N  
HETATM   72  O11 UNL     1      -4.385   5.981  -1.671  1.00  0.00           O  
HETATM   73  C49 UNL     1      -3.293  -3.746   0.808  1.00  0.00           C  
HETATM   74  C50 UNL     1      -3.946  -3.982   2.048  1.00  0.00           C  
HETATM   75  C51 UNL     1      -5.115  -3.249   2.593  1.00  0.00           C  
HETATM   76  C52 UNL     1      -4.820  -1.894   3.037  1.00  0.00           C  
HETATM   77  N12 UNL     1      -5.560  -0.840   3.467  1.00  0.00           N  
HETATM   78  O12 UNL     1      -3.495  -1.655   3.006  1.00  0.00           O  
HETATM   79  C53 UNL     1      -3.787  -4.236  -0.520  1.00  0.00           C  
HETATM   80  C54 UNL     1      -2.566  -4.206  -1.482  1.00  0.00           C  
HETATM   81  C55 UNL     1      -4.441  -5.547  -0.576  1.00  0.00           C  
HETATM   82  C56 UNL     1      -8.014  -1.470  -1.372  1.00  0.00           C  
HETATM   83  C57 UNL     1      -8.847  -2.552  -1.780  1.00  0.00           C  
HETATM   84  C58 UNL     1      -9.166  -3.820  -1.172  1.00  0.00           C  
HETATM   85  C59 UNL     1      -8.101  -4.778  -0.854  1.00  0.00           C  
HETATM   86  N13 UNL     1      -7.887  -5.892  -1.709  1.00  0.00           N  
HETATM   87  O13 UNL     1      -7.403  -4.589   0.174  1.00  0.00           O  
HETATM   88  C60 UNL     1      -8.355  -0.604  -0.235  1.00  0.00           C  
HETATM   89  C61 UNL     1      -8.585  -1.321   1.075  1.00  0.00           C  
HETATM   90  C62 UNL     1      -9.539   0.229  -0.634  1.00  0.00           C  
HETATM   91  C63 UNL     1      -9.307   1.001  -1.905  1.00  0.00           C  
HETATM   92  N14 UNL     1     -10.141   0.453  -3.024  1.00  0.00           N  
HETATM   93  O14 UNL     1      -8.600   1.922  -2.108  1.00  0.00           O  
HETATM   94  H1  UNL     1      -8.529   1.899   1.522  1.00  0.00           H  
HETATM   95  H2  UNL     1      -7.549   0.844   2.497  1.00  0.00           H  
HETATM   96  H3  UNL     1      -7.004   2.477   2.364  1.00  0.00           H  
HETATM   97  H4  UNL     1      -5.906  -3.393  -2.391  1.00  0.00           H  
HETATM   98  H5  UNL     1       0.034  -1.872   2.012  1.00  0.00           H  
HETATM   99  H6  UNL     1      -0.046  -3.250   0.754  1.00  0.00           H  
HETATM  100  H7  UNL     1      -1.132  -3.111   2.088  1.00  0.00           H  
HETATM  101  H8  UNL     1      -1.761   2.354  -0.815  1.00  0.00           H  
HETATM  102  H9  UNL     1      -1.440   0.777   1.721  1.00  0.00           H  
HETATM  103  H10 UNL     1       0.594   1.876   2.172  1.00  0.00           H  
HETATM  104  H11 UNL     1      -0.871   2.755   2.523  1.00  0.00           H  
HETATM  105  H12 UNL     1       0.141   3.730  -1.097  1.00  0.00           H  
HETATM  106  H13 UNL     1       1.720   3.144  -0.445  1.00  0.00           H  
HETATM  107  H14 UNL     1       0.181  -0.197  -1.854  1.00  0.00           H  
HETATM  108  H15 UNL     1       1.284   1.112  -1.409  1.00  0.00           H  
HETATM  109  H16 UNL     1      -0.491   1.414  -1.771  1.00  0.00           H  
HETATM  110  H17 UNL     1       1.773   1.010   0.517  1.00  0.00           H  
HETATM  111  H18 UNL     1       1.342  -0.076   1.740  1.00  0.00           H  
HETATM  112  H19 UNL     1       1.592  -1.932  -0.303  1.00  0.00           H  
HETATM  113  H20 UNL     1       2.180  -0.545  -1.198  1.00  0.00           H  
HETATM  114  H21 UNL     1       5.226  -0.442   0.616  1.00  0.00           H  
HETATM  115  H22 UNL     1       4.744   0.660  -2.165  1.00  0.00           H  
HETATM  116  H23 UNL     1       5.512   1.342  -0.678  1.00  0.00           H  
HETATM  117  H24 UNL     1       6.926  -0.601  -0.602  1.00  0.00           H  
HETATM  118  H25 UNL     1       4.826  -1.520  -2.550  1.00  0.00           H  
HETATM  119  H26 UNL     1       5.929  -2.599  -1.649  1.00  0.00           H  
HETATM  120  H27 UNL     1       6.464  -1.835  -3.212  1.00  0.00           H  
HETATM  121  H28 UNL     1       6.974   3.141  -1.982  1.00  0.00           H  
HETATM  122  H29 UNL     1       9.151  -1.093  -1.138  1.00  0.00           H  
HETATM  123  H30 UNL     1       8.158  -1.080   1.488  1.00  0.00           H  
HETATM  124  H31 UNL     1       8.827  -3.392   1.692  1.00  0.00           H  
HETATM  125  H32 UNL     1      10.010  -3.224   0.268  1.00  0.00           H  
HETATM  126  H33 UNL     1       8.335  -2.844  -1.064  1.00  0.00           H  
HETATM  127  H34 UNL     1      11.714  -2.000   0.911  1.00  0.00           H  
HETATM  128  H35 UNL     1      11.404   0.816   3.437  1.00  0.00           H  
HETATM  129  H36 UNL     1      16.074   2.056   1.934  1.00  0.00           H  
HETATM  130  H37 UNL     1      17.877   0.227  -0.751  1.00  0.00           H  
HETATM  131  H38 UNL     1      18.120   1.290   0.645  1.00  0.00           H  
HETATM  132  H39 UNL     1      17.411   1.968  -0.939  1.00  0.00           H  
HETATM  133  H40 UNL     1      16.407  -1.625  -1.570  1.00  0.00           H  
HETATM  134  H41 UNL     1      15.019  -0.910  -2.449  1.00  0.00           H  
HETATM  135  H42 UNL     1      16.518   0.084  -2.232  1.00  0.00           H  
HETATM  136  H43 UNL     1      13.490  -1.214  -0.654  1.00  0.00           H  
HETATM  137  H44 UNL     1      11.309  -0.747  -1.050  1.00  0.00           H  
HETATM  138  H45 UNL     1      11.742   1.412   0.406  1.00  0.00           H  
HETATM  139  H46 UNL     1      -3.722   0.475   1.866  1.00  0.00           H  
HETATM  140  H47 UNL     1      -4.686   1.953   2.101  1.00  0.00           H  
HETATM  141  H48 UNL     1      -2.984   1.885   2.644  1.00  0.00           H  
HETATM  142  H49 UNL     1      -5.388   3.790  -0.994  1.00  0.00           H  
HETATM  143  H50 UNL     1      -5.816   4.356   2.002  1.00  0.00           H  
HETATM  144  H51 UNL     1      -5.544   5.470   0.697  1.00  0.00           H  
HETATM  145  H52 UNL     1      -7.860   3.657   0.028  1.00  0.00           H  
HETATM  146  H53 UNL     1      -7.444   5.280  -0.426  1.00  0.00           H  
HETATM  147  H54 UNL     1     -10.339   4.517   1.281  1.00  0.00           H  
HETATM  148  H55 UNL     1      -9.424   3.867   2.671  1.00  0.00           H  
HETATM  149  H56 UNL     1      -3.852   3.709   2.537  1.00  0.00           H  
HETATM  150  H57 UNL     1      -3.799   5.253   1.674  1.00  0.00           H  
HETATM  151  H58 UNL     1      -2.321   4.339   1.695  1.00  0.00           H  
HETATM  152  H59 UNL     1      -1.944   4.277  -0.620  1.00  0.00           H  
HETATM  153  H60 UNL     1      -3.299   3.735  -1.787  1.00  0.00           H  
HETATM  154  H61 UNL     1      -1.878   6.701   0.116  1.00  0.00           H  
HETATM  155  H62 UNL     1      -3.514   7.313   0.417  1.00  0.00           H  
HETATM  156  H63 UNL     1      -2.296  -4.424   0.917  1.00  0.00           H  
HETATM  157  H64 UNL     1      -4.283  -5.082   2.096  1.00  0.00           H  
HETATM  158  H65 UNL     1      -3.195  -3.998   2.929  1.00  0.00           H  
HETATM  159  H66 UNL     1      -6.010  -3.206   1.975  1.00  0.00           H  
HETATM  160  H67 UNL     1      -5.422  -3.796   3.534  1.00  0.00           H  
HETATM  161  H68 UNL     1      -5.174   0.130   3.634  1.00  0.00           H  
HETATM  162  H69 UNL     1      -6.603  -0.894   3.687  1.00  0.00           H  
HETATM  163  H70 UNL     1      -1.677  -4.439  -0.840  1.00  0.00           H  
HETATM  164  H71 UNL     1      -2.688  -5.041  -2.195  1.00  0.00           H  
HETATM  165  H72 UNL     1      -2.486  -3.215  -1.931  1.00  0.00           H  
HETATM  166  H73 UNL     1      -4.894  -5.887   0.383  1.00  0.00           H  
HETATM  167  H74 UNL     1      -3.669  -6.332  -0.823  1.00  0.00           H  
HETATM  168  H75 UNL     1      -5.221  -5.624  -1.359  1.00  0.00           H  
HETATM  169  H76 UNL     1      -8.034  -0.725  -2.274  1.00  0.00           H  
HETATM  170  H77 UNL     1      -8.399  -2.857  -2.836  1.00  0.00           H  
HETATM  171  H78 UNL     1      -9.831  -2.104  -2.163  1.00  0.00           H  
HETATM  172  H79 UNL     1      -9.821  -4.381  -1.942  1.00  0.00           H  
HETATM  173  H80 UNL     1      -9.921  -3.770  -0.322  1.00  0.00           H  
HETATM  174  H81 UNL     1      -8.238  -6.834  -1.621  1.00  0.00           H  
HETATM  175  H82 UNL     1      -7.266  -5.666  -2.560  1.00  0.00           H  
HETATM  176  H83 UNL     1      -7.617  -1.310   1.678  1.00  0.00           H  
HETATM  177  H84 UNL     1      -9.315  -0.801   1.741  1.00  0.00           H  
HETATM  178  H85 UNL     1      -8.748  -2.405   0.978  1.00  0.00           H  
HETATM  179  H86 UNL     1     -10.026   0.799   0.149  1.00  0.00           H  
HETATM  180  H87 UNL     1     -10.329  -0.552  -0.905  1.00  0.00           H  
HETATM  181  H88 UNL     1      -9.839   0.642  -3.987  1.00  0.00           H  
HETATM  182  H89 UNL     1     -10.989  -0.083  -2.815  1.00  0.00           H  
CONECT    1    2   94   95   96
CONECT    2    3    3   60
CONECT    3    4   88
CONECT    4    5    5
CONECT    5    6   82
CONECT    6    7    7   97
CONECT    7    8   79
CONECT    8    9    9
CONECT    9   10   73
CONECT   10   11   12   12
CONECT   11   98   99  100
CONECT   12   13   23
CONECT   13   14   17
CONECT   14   15
CONECT   15   16   16   16
CONECT   17   18   57  101
CONECT   18   19   23  102
CONECT   19   20  103  104
CONECT   20   21   22   22
CONECT   21  105  106
CONECT   23   24   25
CONECT   24  107  108  109
CONECT   25   26  110  111
CONECT   26   27  112  113
CONECT   27   28   28   29
CONECT   29   30  114
CONECT   30   31  115  116
CONECT   31   32   33  117
CONECT   32  118  119  120
CONECT   33   34
CONECT   34   35   35   36   37
CONECT   36  121
CONECT   37   38
CONECT   38   39   55  122
CONECT   39   40   42  123
CONECT   40   41  124  125
CONECT   41  126
CONECT   42   43
CONECT   43   44   55  127
CONECT   44   45   54
CONECT   45   46   46  128
CONECT   46   47
CONECT   47   48   48   54
CONECT   48   49  129
CONECT   49   50   51   51
CONECT   50  130  131  132
CONECT   51   52   53
CONECT   52  133  134  135
CONECT   53   54   54  136
CONECT   55   56  137
CONECT   56  138
CONECT   57   58   59   67
CONECT   58  139  140  141
CONECT   59   60   60
CONECT   60   61
CONECT   61   62   67  142
CONECT   62   63  143  144
CONECT   63   64  145  146
CONECT   64   65   66   66
CONECT   65  147  148
CONECT   67   68   69
CONECT   68  149  150  151
CONECT   69   70  152  153
CONECT   70   71   72   72
CONECT   71  154  155
CONECT   73   74   79  156
CONECT   74   75  157  158
CONECT   75   76  159  160
CONECT   76   77   78   78
CONECT   77  161  162
CONECT   79   80   81
CONECT   80  163  164  165
CONECT   81  166  167  168
CONECT   82   83   88  169
CONECT   83   84  170  171
CONECT   84   85  172  173
CONECT   85   86   87   87
CONECT   86  174  175
CONECT   88   89   90
CONECT   89  176  177  178
CONECT   90   91  179  180
CONECT   91   92   93   93
CONECT   92  181  182
END

HMDB0000607
     RDKit          3D
Cyanocobalamin
182189  0  0  0  0  0  0  0  0999 V2000
   -7.4576    1.6606    1.7742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6966    1.2456    0.5852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0981    0.1317   -0.0324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0932   -0.6325   -0.6676 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5738   -1.6866   -1.2066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6632   -2.7652   -1.5425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5832   -3.0308   -0.8787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8595   -1.9424   -0.2594 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8132   -2.4247    0.3886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5483   -1.7108    0.5068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5524   -2.4835    1.3319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3301   -0.5492   -0.0271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1886    0.2515   -0.7687 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3080    0.4465   -2.2671 Co  0  0  0  0  0  2  0  0  0  0  0  0
   -2.9212   -0.7970   -3.4705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6708   -1.6278   -4.2449 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0815    1.6024   -0.0566 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9283    1.4355    0.8543 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2715    2.4531    1.5960 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3480    3.6595    1.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7555    3.4983   -0.3684 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5457    4.6817    1.5710 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1208    0.3562    0.1515 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2608    0.8137   -1.3033 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1616    0.0141    0.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9612   -0.9049   -0.1899 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3804   -0.9925    0.4856 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5066   -1.5587    1.4996 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2851   -0.2974   -0.3465 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1405    0.3535   -1.1218 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3943   -0.4563   -1.5312 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9087   -1.6547   -2.2582 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0887    0.3937   -2.4216 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2263    1.2886   -1.5871 P   0  0  0  0  0  5  0  0  0  0  0  0
    9.4136    1.5625   -2.5046 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5368    2.8312   -1.2570 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7253    0.6412   -0.1514 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3552   -0.5843   -0.2048 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.1218   -1.3897    1.0327 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.0823   -2.8593    0.7415 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0282   -3.0919   -0.1369 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1805   -1.0289    1.9164 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2858   -0.9923    1.1131 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.3060   -0.1255    1.6617 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2480    0.6852    2.7271 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4198    1.3263    2.7853 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2377    0.9497    1.7657 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4965    1.3241    1.3536 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0736    0.8043    0.2208 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4453    1.1309   -0.2397 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3305   -0.1176   -0.5009 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8729   -0.6881   -1.7595 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0794   -0.4821   -0.0726 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4957    0.0290    1.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8630   -0.2990   -0.1656 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.0368    1.0653   -0.1246 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3748    2.0436    0.4592 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6718    1.5896    1.8638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4781    1.4661   -0.3383 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5638    2.0642    0.1438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2073    3.4795    0.0844 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9728    4.4321    0.9087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4053    4.5053    0.4726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2661    5.2232    1.4738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4703    4.4957    1.8082 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0133    6.2886    1.9510 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7270    3.4978    0.3365 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -3.4759    5.6184   -0.8639 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Anacobin	HMDB
Berubigen	HMDB
Betalin 12 crystalline	HMDB
Betaline-12	HMDB
Betolvex	HMDB
Bevidox	HMDB
Bevidox concentrate	HMDB
Biocobalamine	HMDB
Byladoce	HMDB
Cabadon m	HMDB
Cobadoce forte	HMDB
Cobalin	HMDB
Cobavite	HMDB
Copharvit 5000	HMDB
Covit	HMDB
Crystamin	HMDB
Crystamine	HMDB
Crystimin	HMDB
Crystwel	HMDB
Cyano-b12	HMDB
Cyanobalamin concentrate	HMDB
Cyanocob(III)alamin	HMDB
Cyanocobalamin (JP15/usp)	HMDB
Cyanocobalamine	HMDB
Cyanocobalmin	HMDB
Cycobemin	HMDB
Cycolamin	HMDB
Cykobemin	HMDB
Cykobeminet	HMDB
Cyomin	HMDB
Cyredin	HMDB
Cytacon	HMDB
Cytamen	HMDB
Cytobion	HMDB
Depinar	HMDB
Dicopac	HMDB
Dimethylbenzimidazoylcobamide	HMDB
Distivit	HMDB
Docemine	HMDB
Docibin	HMDB
Docivit	HMDB
Dodecabee	HMDB
Dodecavite	HMDB
Dodex	HMDB
Duodecibin	HMDB
Embiol	HMDB
Emociclina	HMDB
Eritrone	HMDB
Erycytol	HMDB
Erythrotin	HMDB
Euhaemon	HMDB
Extrinsic factor	HMDB
Factor II	HMDB
Fermin	HMDB
Fresmin	HMDB
Hemomin	HMDB
Hepagon	HMDB
Hepavis	HMDB
Hepcovite	HMDB
Hylugel plus	HMDB
Lactobacillus lactis dorner factor	HMDB
Macrabin	HMDB
Megabion	HMDB
Megalovel	HMDB
Milbedoce	HMDB
Millevit	HMDB
Nagravon	HMDB
Nascobal	HMDB
Normocytin	HMDB
Novidroxin	HMDB
Pernaemon	HMDB
Pernaevit	HMDB
Pernipuron	HMDB
Plecyamin	HMDB
Poyamin	HMDB
Rebramin	HMDB
Redamina	HMDB
Redisol	HMDB
Rhodacryst	HMDB
Rubesol	HMDB
Rubramin	HMDB
Rubripca	HMDB
Rubrocitol	HMDB
Sytobex	HMDB
Vibalt	HMDB
Vibisone	HMDB
Virubra	HMDB
Vita-rubra	HMDB
Vitamin b12	HMDB
Vitamin b12 complex	HMDB
Vitamin b12 preparation	HMDB
Vitarubin	HMDB
Vitral	HMDB

Chemical Formula

C₆₃H₈₉CoN₁₄O₁₄P

Average Molecular Weight

1356.3731

Monoisotopic Molecular Weight

1355.575230332

IUPAC Name

cyanocobalamin

Traditional Name

cyanocobalamin

CAS Registry Number

68-19-9

SMILES

[H][C@@](C)(CNC(=O)CC[C@]1(C)[C@@H](CC(N)=O)[C@@]2([H])N([Co]C#N)\C1=C(C)/C1=N/C(=C\C3=N\C(=C(C)/C4=N[C@]2(C)[C@@](C)(CC(N)=O)[C@@H]4CCC(N)=O)\[C@@](C)(CC(N)=O)[C@@H]3CCC(N)=O)/C(C)(C)[C@@H]1CCC(N)=O)OP(O)(=O)O[C@@H]1[C@@H](CO)O[C@@H]([C@@H]1O)N1C=NC2=CC(C)=C(C)C=C12

InChI Identifier

InChI=1S/C62H90N13O14P.CN.Co/c1-29-20-39-40(21-30(29)2)75(28-70-39)57-52(84)53(41(27-76)87-57)89-90(85,86)88-31(3)26-69-49(83)18-19-59(8)37(22-46(66)80)56-62(11)61(10,25-48(68)82)36(14-17-45(65)79)51(74-62)33(5)55-60(9,24-47(67)81)34(12-15-43(63)77)38(71-55)23-42-58(6,7)35(13-16-44(64)78)50(72-42)32(4)54(59)73-56;1-2;/h20-21,23,28,31,34-37,41,52-53,56-57,76,84H,12-19,22,24-27H2,1-11H3,(H15,63,64,65,66,67,68,69,71,72,73,74,77,78,79,80,81,82,83,85,86);;/q;;+1/p-1/t31-,34-,35-,36-,37+,41-,52-,53-,56-,57+,59-,60+,61+,62+;;/m1../s1

InChI Key

SEKGMJVHSBBHRD-WZHZPDAFSA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cobalamin derivatives. These are organic compounds containing a corrin ring, a cobalt atom, an a nucleotide moiety. Cobalamin Derivatives are actually derived from vitamin B12.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Tetrapyrroles and derivatives

Sub Class

Corrinoids

Direct Parent

Cobalamin derivatives

Alternative Parents

Substituents

Cobalamin
Metallotetrapyrrole skeleton
1-ribofuranosylbenzimidazole
Pentose phosphate
Glycosyl compound
N-glycosyl compound
Monosaccharide phosphate
Pentose monosaccharide
Benzimidazole
Phosphoethanolamine
Dialkyl phosphate
Monosaccharide
Fatty acyl
N-substituted imidazole
Organic phosphoric acid derivative
Fatty amide
Phosphoric acid ester
Benzenoid
Alkyl phosphate
Heteroaromatic compound
Imidazole
Azole
Pyrrolidine
Pyrroline
Tetrahydrofuran
Carboxamide group
Primary carboxylic acid amide
Ketimine
Secondary alcohol
Secondary carboxylic acid amide
Organic metal salt
Propargyl-type 1,3-dipolar organic compound
Azacycle
Oxacycle
Carboxylic acid derivative
Organic 1,3-dipolar compound
Transition metal cyanide salt
Organic transition metal salt
Organic salt
Hydrocarbon derivative
Organic transition metal moeity
Imine
Organometallic compound
Organic oxide
Organopnictogen compound
Organonitrogen compound
Organic oxygen compound
Organooxygen compound
Alcohol
Carbonyl group
Organic nitrogen compound
Primary alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 16988496)
Cerebrospinal Fluid (CSF) (HMDB: HMDB0000607)

Tissue

All Tissues (HMDB: HMDB0000607)

Epithelium

Epidermis (HMDB: HMDB0000607)

Muscle tissue

Skeletal muscle (HMDB: HMDB0000607)

Organ

Gland

Adrenal Gland (HMDB: HMDB0000607)
Thyroid gland (HMDB: HMDB0000607)

Organ substructure

Adrenal cortex (HMDB: HMDB0000607)
Adrenal medulla (HMDB: HMDB0000607)

Cell

Hematocyte

Platelet (HMDB: HMDB0000607)

Excreta

Biofluid or Excreta

Urine (PMID: 16392702)

Cellular substructure

Tissue substructure

Muscle (HMDB: HMDB0000607)

Source

Exogenous

Exogenous (HMDB: HMDB0000607)

Food

Meats (HMDB: HMDB0000607)

Milk and milk product

Dairy products (HMDB: HMDB0000607)

Other milk product

Fermented milk product

Unfermented milk

Milk (Other mammals) (FooDB: FOOD00690)
Milk (Human) (FooDB: FOOD00666)
Milk (Cow) (FooDB: FOOD00618)
Cow milk, pasteurized, vitamin A + D added, 0% fat (FooDB: FOOD00889)
Cow milk, pasteurized, vitamin A + D added, 1% fat (FooDB: FOOD00890)
Cow milk, pasteurized, vitamin A + D added, 2% fat (FooDB: FOOD00891)
Cow milk, pasteurized, vitamin D added, 3.25% fat (FooDB: FOOD00892)

Fermented milk

Egg

Eggs (HMDB: HMDB0000607)

Herb and spice

Herb

Spice

Herb and spice mixture

Curry powder (FooDB: FOOD00678)

Anchovy (FooDB: FOOD00566)
Blue whiting (FooDB: FOOD00567)
Carp bream (FooDB: FOOD00568)
Clupeinae (Herring, Sardine, Sprat) (FooDB: FOOD00520)
Burbot (FooDB: FOOD00313)
Sturgeon (FooDB: FOOD00570)
Charr (FooDB: FOOD00571)
Gadus (Common cod) (FooDB: FOOD00515)
Common dab (FooDB: FOOD00574)
Spiny dogfish (FooDB: FOOD00575)
Anguilliformes (FooDB: FOOD00577)
Flatfish (FooDB: FOOD00535)
Garfish (FooDB: FOOD00579)
Haddock (FooDB: FOOD00374)
Gadiformes (FooDB: FOOD00580)
Atlantic halibut (FooDB: FOOD00516)
Greenland halibut/turbot (FooDB: FOOD00370)
Lake trout (FooDB: FOOD00582)
Lemon sole (FooDB: FOOD00583)
Common ling (FooDB: FOOD00397)
Lumpsucker (FooDB: FOOD00585)
Scombridae (Bonito, Mackerel, Tuna) (FooDB: FOOD00586)
Norway haddock (FooDB: FOOD00588)
Norway pout (FooDB: FOOD00590)
Perciformes (FooDB: FOOD00527)
Northern pike (FooDB: FOOD00431)
Pikeperch (FooDB: FOOD00595)
Pleuronectidae (Dab, Halibut, Plaice) (FooDB: FOOD00596)
Pollock (FooDB: FOOD00513)
Rainbow trout (FooDB: FOOD00444)
Pacific ocean perch (FooDB: FOOD00598)
Salmonidae (Salmon, Trout) (FooDB: FOOD00493)
True sole (FooDB: FOOD00604)
Catfish (FooDB: FOOD00605)
Thunnus (FooDB: FOOD00607)
Turbot (FooDB: FOOD00364)
Whitefish (FooDB: FOOD00503)
Whiting (FooDB: FOOD00504)
Atlantic wolffish (FooDB: FOOD00296)
Atlantic menhaden (FooDB: FOOD00560)
European anchovy (FooDB: FOOD00362)
Percoidei (Bass and others) (FooDB: FOOD00526)
Striped bass (FooDB: FOOD00298)
Bluefish (FooDB: FOOD00306)
American butterfish (FooDB: FOOD00315)
Common carp (FooDB: FOOD00322)
Channel catfish (FooDB: FOOD00324)
Cisco (FooDB: FOOD00334)
Atlantic cod (FooDB: FOOD00338)
Pacific cod (FooDB: FOOD00337)
Atlantic croaker (FooDB: FOOD00345)
Cusk (FooDB: FOOD00346)
Dolphin fish (FooDB: FOOD00351)
Freshwater drum (FooDB: FOOD00352)
Freshwater eel (FooDB: FOOD00357)
Grouper (FooDB: FOOD00372)
Hippoglossus (Common halibut) (FooDB: FOOD00375)
Atlantic herring (FooDB: FOOD00292)
Pacific herring (FooDB: FOOD00424)
Lingcod (FooDB: FOOD00398)
Atlantic mackerel (FooDB: FOOD00293)
Pacific jack mackerel (FooDB: FOOD00383)
King mackerel (FooDB: FOOD00392)
Spanish mackerel (FooDB: FOOD00460)
Milkfish (FooDB: FOOD00408)
Monkfish (FooDB: FOOD00409)
Striped mullet (FooDB: FOOD00412)
Painted comber (FooDB: FOOD00294)
Ocean pout (FooDB: FOOD00417)
Walleye (FooDB: FOOD00496)
Atlantic pollock (FooDB: FOOD00295)
Alaska pollock (FooDB: FOOD00497)
Florida pompano (FooDB: FOOD00366)
Pacific rockfish (FooDB: FOOD00426)
Orange roughy (FooDB: FOOD00448)
Sablefish (FooDB: FOOD00449)
Atlantic salmon (FooDB: FOOD00455)
Chinook salmon (FooDB: FOOD00454)
Chum salmon (FooDB: FOOD00451)
Coho salmon (FooDB: FOOD00452)
Pink salmon (FooDB: FOOD00450)
Sockeye salmon (FooDB: FOOD00453)
Pacific sardine (FooDB: FOOD00461)
Scup (FooDB: FOOD00463)
Sea trout (FooDB: FOOD00468)
American shad (FooDB: FOOD00470)
Shark (FooDB: FOOD00471)
Sheepshead (FooDB: FOOD00474)
Rainbow smelt (FooDB: FOOD00443)
Snapper (FooDB: FOOD00477)
Spot croaker (FooDB: FOOD00557)
Greater sturgeon (FooDB: FOOD00483)
White sucker (FooDB: FOOD00484)
Pumpkinseed sunfish (FooDB: FOOD00486)
Swordfish (FooDB: FOOD00487)
Tilefish (FooDB: FOOD00490)
Northern bluefin tuna (FooDB: FOOD00305)
Skipjack tuna (FooDB: FOOD00476)
Albacore tuna (FooDB: FOOD00514)
Yellowfin tuna (FooDB: FOOD00511)
Yellowtail amberjack (FooDB: FOOD00512)
Cichlidae (Tilapia) (FooDB: FOOD00699)
Sheefish (FooDB: FOOD00472)
Smelt (FooDB: FOOD00519)

Crustacean

Fish product

Other fish product (FooDB: FOOD00665)

Amphibian

True frog (FooDB: FOOD00578)

Mollusk

Marine mussel (FooDB: FOOD00587)
Common octopus (FooDB: FOOD00339)
True oyster (FooDB: FOOD00592)
Snail (FooDB: FOOD00603)
Abalone (FooDB: FOOD00279)
Bivalvia (Clam, Mussel, Oyster) (FooDB: FOOD00531)
Cuttlefish (FooDB: FOOD00347)
Blue mussel (FooDB: FOOD00304)
Eastern oyster (FooDB: FOOD00356)
Pacific oyster (FooDB: FOOD00425)
Scallop (FooDB: FOOD00462)
Squid (FooDB: FOOD00532)
Whelk (FooDB: FOOD00500)
Conch (FooDB: FOOD00611)

Pinniped

Seaweed

Cetacean

Cetacea (Dolphin, Porpoise, Whale) (FooDB: FOOD00609)
Beluga whale (FooDB: FOOD00300)

Roe

Roe (FooDB: FOOD00698)

Other aquatic food

Jellyfish (FooDB: FOOD00565)
Green turtle (FooDB: FOOD00702)

Fruit

Pome

Drupe

Apricot (FooDB: FOOD00144)
Prunus (Cherry, Plum) (FooDB: FOOD00143)
Nectarine (FooDB: FOOD00229)
Peach (FooDB: FOOD00149)
European plum (FooDB: FOOD00147)
Sour cherry (FooDB: FOOD00146)
Sweet cherry (FooDB: FOOD00145)
Common chokecherry (FooDB: FOOD00562)

Tropical fruit

Berry

Bilberry (FooDB: FOOD00193)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Elderberry (FooDB: FOOD00358)
Gooseberry (FooDB: FOOD00157)
Grape (FooDB: FOOD00369)
Lingonberry (FooDB: FOOD00194)
Loganberry (FooDB: FOOD00400)
Strawberry (FooDB: FOOD00083)
Boysenberry (FooDB: FOOD00542)
American cranberry (FooDB: FOOD00192)
Common grape (FooDB: FOOD00204)
Strawberry guava (FooDB: FOOD00482)
Black mulberry (FooDB: FOOD00117)
Red raspberry (FooDB: FOOD00162)
Alaska blueberry (FooDB: FOOD00380)
Ohelo berry (FooDB: FOOD00419)

Other fruit

Date (FooDB: FOOD00135)
Fig (FooDB: FOOD00081)
Jujube (FooDB: FOOD00388)

Fruit product

Citrus

Grapefruit (FooDB: FOOD00256)
Lemon (FooDB: FOOD00054)
Lime (FooDB: FOOD00053)
Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Persian lime (FooDB: FOOD00543)
Pummelo (FooDB: FOOD00055)

Beverage

Distilled beverage

Spirit (FooDB: FOOD00276)
Gin (FooDB: FOOD00625)
Liquor (FooDB: FOOD00616)
Rum (FooDB: FOOD00629)
Vodka (FooDB: FOOD00622)
Whisky (FooDB: FOOD00623)

Fermented beverage

Beer (FooDB: FOOD00268)
Grape wine (FooDB: FOOD00612)
Sake (FooDB: FOOD00738)

Other beverage

Fortified wines

Water

Water (FooDB: FOOD00664)

Nutritional beverage

Nutritional drink (FooDB: FOOD00754)
Energy drink (FooDB: FOOD00703)

Alcoholic beverage

Cocktail (FooDB: FOOD00739)
Other alcoholic beverage (FooDB: FOOD00278)

Vegetable

Shoot vegetable

Fruit vegetable

Eggplant (FooDB: FOOD00174)
Avocado (FooDB: FOOD00130)
Groundcherry (FooDB: FOOD00371)
Olive (FooDB: FOOD00121)
Pepper (FooDB: FOOD00040)
Garden tomato (FooDB: FOOD00171)
Mexican groundcherry (FooDB: FOOD00491)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)

Root vegetable

Cabbage

Leaf vegetable

Lettuce (FooDB: FOOD00095)
Swiss chard (FooDB: FOOD00237)
Garden cress (FooDB: FOOD00099)
Endive (FooDB: FOOD00048)
Spinach (FooDB: FOOD00178)
Common beet (FooDB: FOOD00025)
Garland chrysanthemum (FooDB: FOOD00333)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
New Zealand spinach (FooDB: FOOD00415)
Swamp cabbage (FooDB: FOOD00091)
Rocket salad (ssp.) (FooDB: FOOD00077)
Yautia (FooDB: FOOD00510)
Romaine lettuce (FooDB: FOOD00888)
Corn salad (FooDB: FOOD00340)
Malabar spinach (FooDB: FOOD00404)
Ostrich fern (FooDB: FOOD00556)

Mushroom

Tuber

Onion-family vegetable

Leek (FooDB: FOOD00007)
Allium (FooDB: FOOD00005)
Wild leek (FooDB: FOOD00396)
Shallot (FooDB: FOOD00243)

Other vegetable

Okra (FooDB: FOOD00420)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Tree fern (FooDB: FOOD00797)
Chinese water chestnut (FooDB: FOOD00332)
Heart of palm (FooDB: FOOD00718)
Nopal (FooDB: FOOD00416)
Carob (FooDB: FOOD00321)
Agave (FooDB: FOOD00563)
Giant butterbur (FooDB: FOOD00314)
Sesbania flower (FooDB: FOOD00469)

Stalk vegetable

Garden rhubarb (FooDB: FOOD00154)

Vegetable product

Other vegetable product (FooDB: FOOD00671)

Baby food

Baby food (FooDB: FOOD00668)

Animal origin

Swine

Domestic pig (FooDB: FOOD00536)

Bovine

Cattle (Beef, Veal) (FooDB: FOOD00495)
Beefalo (FooDB: FOOD00530)

Poultry

Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Quail (FooDB: FOOD00541)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Turkey (FooDB: FOOD00494)

Lagomorph

Mountain hare (FooDB: FOOD00581)
Rabbit (FooDB: FOOD00528)

Venison

Deer (FooDB: FOOD00524)

Caprae

Domestic goat (FooDB: FOOD00529)

Cereal and cereal product

Other bread

Other bread (FooDB: FOOD00269)
Potato bread (FooDB: FOOD00811)

Other bread product (FooDB: FOOD00805)

Flat bread

Sweet bread

Raisin bread (FooDB: FOOD00817)

Baking good

Sugar

Sugar (FooDB: FOOD00651)

Dressing

Salad dressing (FooDB: FOOD00645)

Condiment

Substitute

Seasoning

Salt (FooDB: FOOD00647)
Vinegar (FooDB: FOOD00628)
Adobo (FooDB: FOOD00758)

Sauce

Sauce (FooDB: FOOD00646)

Lentils (FooDB: FOOD00098)

Pea

Other pulse

White lupine (FooDB: FOOD00403)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Unclassified food or beverage

Unclassified food or beverage (FooDB: FOOD00672)

Dish

Ground meat

Sausage (FooDB: FOOD00652)
Meatball (FooDB: FOOD00653)
Pate (FooDB: FOOD00655)
Meatloaf (FooDB: FOOD00737)
Cold cut (FooDB: FOOD00770)

Gefilte fish (FooDB: FOOD00833)

Tex-mex cuisine

Chili (FooDB: FOOD00707)
Burrito (FooDB: FOOD00704)
Nachos (FooDB: FOOD00710)
Taco (FooDB: FOOD00708)

Levantine cuisine

Hummus (FooDB: FOOD00845)

Sandwich

Berber cuisine

Couscous (FooDB: FOOD00740)

Mexican cuisine

Asian cuisine

Egg roll (FooDB: FOOD00717)
Rice cake (FooDB: FOOD00796)

Latin american cuisine

Tamale (FooDB: FOOD00795)
Empanada (FooDB: FOOD00830)
Pupusa (FooDB: FOOD00829)
Arepa (FooDB: FOOD00831)

Fat and oil

Vegetable fat

Margarine-like spread (FooDB: FOOD00844)
Margarine (FooDB: FOOD00843)
Shortening (FooDB: FOOD00783)

Animal fat

Fish oil (FooDB: FOOD00990)

Gourd

Chayote (FooDB: FOOD00325)
Cucumber (FooDB: FOOD00065)
Muskmelon (FooDB: FOOD00064)
Cucurbita (FooDB: FOOD00066)
Watermelon (FooDB: FOOD00052)
Bitter gourd (FooDB: FOOD00115)
Calabash (FooDB: FOOD00318)
Towel gourd (FooDB: FOOD00492)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Wax gourd (FooDB: FOOD00499)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)

Honey (FooDB: FOOD00626)
Marzipan (FooDB: FOOD00644)
Nougat (FooDB: FOOD00634)
Toffee (FooDB: FOOD00635)
Meringue (FooDB: FOOD00680)
Icing (FooDB: FOOD00700)

Frozen dessert

Spread

Chocolate spread (FooDB: FOOD00676)
Dulce de leche (FooDB: FOOD00714)

Milk dessert

Sweet custard (FooDB: FOOD00716)
Junket (FooDB: FOOD00726)

Cocoa and cocoa product

Cocoa product

Coffee and coffee product

Coffee

Coffee product

Coffee mocha (FooDB: FOOD00743)

Snack

Tea

Herbal tea

Hibiscus tea (FooDB: FOOD00723)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Adenosylcobalamin Salvage from Cobinamide (PathBank: SMP0122099)

Role

Biological role

Vitamin (HMDB: HMDB0000607)

Industrial application

Pharmaceutical industry

Biomarker

Vitamin B12 deficiency (MarkerDB: MDB00000199)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	> 300 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	12.5 mg/mL	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.2 g/L	ALOGPS
logP	1.87	ALOGPS
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	1.82	ChemAxon
pKa (Strongest Basic)	13.57	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	487.61 Å²	ChemAxon
Polarizability	137.36 Å³	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon

Predicted Chromatographic Properties

Predicted Kovats Retention Indices

Not Available

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanocobalamin 10V, Positive-QTOF	splash10-0002-2505000009-edb77b0741ab131f8e9c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanocobalamin 20V, Positive-QTOF	splash10-0002-2903000005-7209eb5b1abfc27349e2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanocobalamin 40V, Positive-QTOF	splash10-0002-2920000004-63934a026bb66dd6d2f5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanocobalamin 10V, Negative-QTOF	splash10-03dj-4319000001-284fb8fc72f8ccc63196	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanocobalamin 20V, Negative-QTOF	splash10-0002-0912000001-6cad42b357edecf06495	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanocobalamin 40V, Negative-QTOF	splash10-002b-7900000000-d146eb8a599bacc80954	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanocobalamin 10V, Negative-QTOF	splash10-0udi-0009000000-0fc6a488f1be9c417828	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanocobalamin 20V, Negative-QTOF	splash10-0zmi-2097000000-ff8aea846c78c61c8849	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanocobalamin 40V, Negative-QTOF	splash10-007a-9500000000-229e183ee286be69cc43	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanocobalamin 10V, Positive-QTOF	splash10-052s-0019000002-5c7fd3769fbb6bde0dd5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanocobalamin 20V, Positive-QTOF	splash10-08g0-1097000000-a17c21bdb2ecc6da8610	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyanocobalamin 40V, Positive-QTOF	splash10-01em-4890000011-4fe6c6d7508c45900ce6	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Blood
Cerebrospinal Fluid (CSF)
Urine

Tissue Locations

Adrenal Cortex
Adrenal Gland
Adrenal Medulla
All Tissues
Bladder
Brain
Epidermis
Fibroblasts
Intestine
Kidney
Liver
Neuron
Ovary
Pancreas
Placenta
Platelet
Prostate
Skeletal Muscle
Testis
Thyroid Gland

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	>0.000120 uM	Adult (>18 years old)	Both	Normal	28794205	details
Blood	Detected and Quantified	0.000316 +/- 0.000128 uM	Adult (>18 years old)	Both	Normal	17521468	details
Blood	Detected and Quantified	0.000316 +/- 0.00008790 uM	Adult (>18 years old)	Both	Normal	17521468	details
Blood	Detected and Quantified	0.000319 +/- 0.000168 uM	Adult (>18 years old)	Both	Normal	17521468	details
Blood	Detected and Quantified	0.000320 +/- 0.000192 uM	Adult (>18 years old)	Both	Normal	17521468	details
Blood	Detected and Quantified	0.000410 +/- 0.000160 uM	Adult (>18 years old)	Both	Normal	17378949	details
Blood	Detected and Quantified	0.000422 +/- 0.000179 uM	Adult (>18 years old)	Both	Normal	17378949	details
Blood	Detected and Quantified	0.000448 +/- 0.000164 uM	Adult (>18 years old)	Both	Normal	17378949	details
Blood	Detected and Quantified	0.000450 +/- 0.000283 uM	Adult (>18 years old)	Both	Normal	17378949	details
Blood	Detected and Quantified	0.000459 +/- 0.000355 uM	Adult (>18 years old)	Both	Normal	17378949	details
Blood	Detected and Quantified	0.000488 +/- 0.000445 uM	Adult (>18 years old)	Both	Normal	17378949	details
Blood	Detected and Quantified	0.000524 +/- 0.000623 uM	Adult (>18 years old)	Both	Normal	17378949	details
Blood	Detected and Quantified	0.000570 +/- 0.000641 uM	Adult (>18 years old)	Both	Normal	17378949	details
Blood	Detected and Quantified	0.000245 uM	Adult (>18 years old)	Female	Normal	17164826	details
Blood	Detected and Quantified	0.000281 uM	Adolescent (13-18 years old)	Female	Normal	9772134	details
Blood	Detected and Quantified	0.000349 uM	Adolescent (13-18 years old)	Female	Normal	9772134	details
Blood	Detected and Quantified	0.000399 uM	Adult (>18 years old)	Female	Normal	19027407	details
Blood	Detected and Quantified	0.000524 uM	Adult (>18 years old)	Female	Normal	19027407	details
Blood	Detected and Quantified	0.000276 +/- 0.000137 uM	Adult (>18 years old)	Female	Normal	8424386	details
Blood	Detected and Quantified	0.000294 +/- 0.000150 uM	Adult (>18 years old)	Female	Normal	8424386	details
Blood	Detected and Quantified	0.000312 uM	Adult (>18 years old)	Male	Normal	20502473	details
Blood	Detected and Quantified	0.000315 uM	Adult (>18 years old)	Male	Normal	20502473	details
Blood	Detected and Quantified	0.000318 uM	Adult (>18 years old)	Male	Normal	20502473	details
Blood	Detected and Quantified	0.000321 uM	Adult (>18 years old)	Male	Normal	20502473	details
Blood	Detected and Quantified	0.000346 uM	Adult (>18 years old)	Male	Normal	20502473	details
Blood	Detected and Quantified	0.000356 uM	Adult (>18 years old)	Male	Normal	20502473	details
Blood	Detected and Quantified	0.000358 uM	Adult (>18 years old)	Male	Normal	20502473	details
Blood	Detected and Quantified	0.000363 uM	Adult (>18 years old)	Male	Normal	20502473	details
Blood	Detected and Quantified	0.00038 uM	Adult (>18 years old)	Male	Normal	20502473	details
Blood	Detected and Quantified	0.000244 +/- 0.000132 uM	Adult (>18 years old)	Male	Normal	8424386	details
Blood	Detected and Quantified	0.000280 +/- 0.000151 uM	Adult (>18 years old)	Male	Normal	8424386	details
Blood	Detected and Quantified	0.000479 +/- 0.000234 uM	Adult (>18 years old)	Male	Normal	21346713	details
Blood	Detected and Quantified	0.00037 (0.00009-0.00155) uM	Newborn (0-30 days old)	Both	Normal	Geigy Scientific ...	details
Blood	Detected and Quantified	0.00025 +/- 0.00008 uM	Adult (>18 years old)	Both	Normal	16988496	details
Blood	Detected and Quantified	0.0002385 +/- 0.0000991 uM	Adult (>18 years old)	Both	Normal	16988496	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Blood	Detected and Quantified	0.00013 (0.00004-0.00050) uM	Children (1-13 years old)	Both	Normal	Geigy Scientific ...	details
Blood	Detected and Quantified	0.00028 +/- 0.00012 uM	Adult (>18 years old)	Female	Normal	Geigy Scientific ...	details
Blood	Detected and Quantified	0.0003 +/- 0.0001 uM	Adult (>18 years old)	Male	Normal	Geigy Scientific ...	details
Blood	Detected and Quantified	0.000142 - 0.000724 uM	Adult (>18 years old)	Both	Normal	Vancouver Co...	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.000016 +/- 0.0000057 uM	Adult (>18 years old)	Both	Normal	Geigy Scientific ...	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Detected and Quantified	0.000006 +/- 0.000002 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	16392702	details
Urine	Detected and Quantified	0.000001733 +/- 0.000001 umol/mmol creatinine	Children (1 - 13 years old)	Both	Normal	20576202	details
Urine	Detected and Quantified	0.000001867 +/- 0.000001200 umol/mmol creatinine	Children (1 - 13 years old)	Both	Normal	20576202	details
Urine	Detected and Quantified	0.000002267 +/- 0.000002333 umol/mmol creatinine	Children (1 - 13 years old)	Both	Normal	20576202	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	<0.000120 uM	Adult (>18 years old)	Both	Vitamin B12 deficiency	28794205	details
Blood	Detected and Quantified	0.00055 +/- 0.00041 uM	Adult (>18 years old)	Both	Homozygous sickle cell disease	9798656	details
Blood	Detected and Quantified	0.000198 +/- 0.00007299 uM	Adult (>18 years old)	Female	Pregnancy	22420377	details

Associated Disorders and Diseases

Disease References

Homozygous sickle cell disease
van der Dijs FP, Schnog JJ, Brouwer DA, Velvis HJ, van den Berg GA, Bakker AJ, Duits AJ, Muskiet FD, Muskiet FA: Elevated homocysteine levels indicate suboptimal folate status in pediatric sickle cell patients. Am J Hematol. 1998 Nov;59(3):192-8. [PubMed:9798656 ]
Pregnancy
Shiraishi M, Haruna M, Matsuzaki M, Murayama R, Sasaki S, Murashima S: Validity and reproducibility of folate and vitamin B(12) intakes estimated from a self-administered diet history questionnaire in Japanese pregnant women. Nutr J. 2012 Mar 15;11:15. doi: 10.1186/1475-2891-11-15. [PubMed:22420377 ]
Vitamin B12 deficiency
Brito A, Grapov D, Fahrmann J, Harvey D, Green R, Miller JW, Fedosov SN, Shahab-Ferdows S, Hampel D, Pedersen TL, Fiehn O, Newman JW, Uauy R, Allen LH: The Human Serum Metabolome of Vitamin B-12 Deficiency and Repletion, and Associations with Neurological Function in Elderly Adults. J Nutr. 2017 Aug 9. pii: jn.117.248278. doi: 10.3945/jn.117.248278. [PubMed:28794205 ]

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB013264

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C02823

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Cyanocobalamin

METLIN ID

5582

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

17439

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

MDB00000199

Good Scents ID

Not Available

References

Synthesis Reference

Gardner, N.; Champagne, C. P. Production of Propionibacterium shermanii biomass and vitamin B12 on spent media. Journal of Applied Microbiology (2005), 99(5), 1236-1245.

Material Safety Data Sheet (MSDS)

Not Available

General References

Cupp MS, Zhang D, Cupp EW: Horn fly (Diptera: Muscidae) saliva targets thrombin action in hemostasis. J Med Entomol. 2000 May;37(3):416-21. [PubMed:15535586 ]
Waters RS, Bryden NA, Patterson KY, Veillon C, Anderson RA: EDTA chelation effects on urinary losses of cadmium, calcium, chromium, cobalt, copper, lead, magnesium, and zinc. Biol Trace Elem Res. 2001 Dec;83(3):207-21. [PubMed:11794513 ]
Reznichenko AM, Fesenko VP, Shestopalov DV, Tatarchuk PA: [Changes in cell immunity indexes under the influence of thymalin, thyroxine and fibronectin in patients with hyperplastic diseases of thyroid gland before and after the surgery]. Klin Khir. 2001 Dec;(12):31-3. [PubMed:11944270 ]
Hermann K, Rittweger R, Ring J: Urinary excretion of angiotensin I, II, arginine vasopressin and oxytocin in patients with anaphylactoid reactions. Clin Exp Allergy. 1992 Sep;22(9):845-53. [PubMed:1422942 ]
Nilsson-Ehle H, Jagenburg R, Landahl S, Lindstedt G, Swolin B, Westin J: Cyanocobalamin absorption in the elderly: results for healthy subjects and for subjects with low serum cobalamin concentration. Clin Chem. 1986 Jul;32(7):1368-71. [PubMed:3719947 ]
Sesso RM, Iunes Y, Melo AC: Myeloneuropathy following nitrous oxide anesthaesia in a patient with macrocytic anaemia. Neuroradiology. 1999 Aug;41(8):588-90. [PubMed:10447571 ]
Authors unspecified: No evidence of association between prothrombotic gene polymorphisms and the development of acute myocardial infarction at a young age. Circulation. 2003 Mar 4;107(8):1117-22. [PubMed:12615788 ]
Oh Y, Beukers MW, Pham HM, Smanik PA, Smith MC, Rosenfeld RG: Altered affinity of insulin-like growth factor II (IGF-II) for receptors and IGF-binding proteins, resulting from limited modifications of the IGF-II molecule. Biochem J. 1991 Aug 15;278 ( Pt 1):249-54. [PubMed:1715685 ]
Hoffer LJ, Saboohi F, Golden M, Barre PE: Cobalamin dose regimen for maximum homocysteine reduction in end-stage renal disease. Metabolism. 2005 Jun;54(6):835-40. [PubMed:15931623 ]
Hohlagschwandtner M, Unfried G, Heinze G, Huber JC, Nagele F, Tempfer C: Combined thrombophilic polymorphisms in women with idiopathic recurrent miscarriage. Fertil Steril. 2003 May;79(5):1141-8. [PubMed:12738509 ]
Pittock SJ, Payne TA, Harper CM: Reversible myelopathy in a 34-year-old man with vitamin B12 deficiency. Mayo Clin Proc. 2002 Mar;77(3):291-4. [PubMed:11888035 ]
Houeto P, Buneaux F, Galliot-Guilley M, Baud FJ, Levillain P: Determination of hydroxocobalamin and cyanocobalamin by derivative spectrophotometry in cyanide poisoning. J Anal Toxicol. 1994 May-Jun;18(3):154-8. [PubMed:8065126 ]
Manier JW, Beltaos E: Benign gastric ulcer in a patient with pernicious anemia. Gastroenterology. 1975 Sep;69(3):744-5. [PubMed:1158091 ]
Mayer G, Kroger M, Meier-Ewert K: Effects of vitamin B12 on performance and circadian rhythm in normal subjects. Neuropsychopharmacology. 1996 Nov;15(5):456-64. [PubMed:8914118 ]
Lao JI, Montoriol C, Morer I, Beyer K: Genetic contribution to aging: deleterious and helpful genes define life expectancy. Ann N Y Acad Sci. 2005 Dec;1057:50-63. [PubMed:16399887 ]
Baumann H, Muller-Eberhard U: Synthesis of hemopexin and cysteine protease inhibitor is coordinately regulated by HSF-II and interferon-beta 2 in rat hepatoma cells. Biochem Biophys Res Commun. 1987 Aug 14;146(3):1218-28. [PubMed:3304291 ]
Houeto P, Hoffman JR, Imbert M, Levillain P, Baud FJ: Relation of blood cyanide to plasma cyanocobalamin concentration after a fixed dose of hydroxocobalamin in cyanide poisoning. Lancet. 1995 Sep 2;346(8975):605-8. [PubMed:7651005 ]
van Asselt DZ, van den Broek WJ, Lamers CB, Corstens FH, Hoefnagels WH: Free and protein-bound cobalamin absorption in healthy middle-aged and older subjects. J Am Geriatr Soc. 1996 Aug;44(8):949-53. [PubMed:8708306 ]
Wu H, Bruley DF: Homologous human blood protein separation using immobilized metal affinity chromatography: protein C separation from prothrombin with application to the separation of factor IX and prothrombin. Biotechnol Prog. 1999 Sep-Oct;15(5):928-31. [PubMed:10514264 ]
Hall AH, Rumack BH: Hydroxycobalamin/sodium thiosulfate as a cyanide antidote. J Emerg Med. 1987;5(2):115-21. [PubMed:3295013 ]
Wickramasinghe SN: Morphology, biology and biochemistry of cobalamin- and folate-deficient bone marrow cells. Baillieres Clin Haematol. 1995 Sep;8(3):441-59. [PubMed:8534956 ]
Gilligan MA: Metformin and vitamin B12 deficiency. Arch Intern Med. 2002 Feb 25;162(4):484-5. [PubMed:11863489 ]
Andres E, Noel E, Goichot B: Metformin-associated vitamin B12 deficiency. Arch Intern Med. 2002 Oct 28;162(19):2251-2. [PubMed:12390080 ]
Sharabi A, Cohen E, Sulkes J, Garty M: Replacement therapy for vitamin B12 deficiency: comparison between the sublingual and oral route. Br J Clin Pharmacol. 2003 Dec;56(6):635-8. [PubMed:14616423 ]

Only showing the first 10 proteins. There are 12 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Methionine synthase

General function:: Involved in cobalamin binding
Specific function:: Catalyzes the transfer of a methyl group from methyl-cobalamin to homocysteine, yielding enzyme-bound cob(I)alamin and methionine. Subsequently, remethylates the cofactor using methyltetrahydrofolate (By similarity).
Gene Name:: MTR
Uniprot ID:: Q99707
Molecular weight:: 140525.91

References

Stover PJ: Vitamin B12 and older adults. Curr Opin Clin Nutr Metab Care. 2010 Jan;13(1):24-7. doi: 10.1097/MCO.0b013e328333d157. [PubMed:19904199 ]
Allen LH: Causes of vitamin B12 and folate deficiency. Food Nutr Bull. 2008 Jun;29(2 Suppl):S20-34; discussion S35-7. [PubMed:18709879 ]

Enzyme Details

2. Methylenetetrahydrofolate reductase

General function:: Involved in methylenetetrahydrofolate reductase (NADPH) activity
Specific function:: Catalyzes the conversion of 5,10-methylenetetrahydrofolate to 5-methyltetrahydrofolate, a co-substrate for homocysteine remethylation to methionine.
Gene Name:: MTHFR
Uniprot ID:: P42898
Molecular weight:: 74595.895

References

Nakamura T, Saionji K, Hiejima Y, Hirayama H, Tago K, Takano H, Tajiri M, Hayashi K, Kawabata M, Funamizu M, Makita Y, Hata A: Methylenetetrahydrofolate reductase genotype, vitamin B12, and folate influence plasma homocysteine in hemodialysis patients. Am J Kidney Dis. 2002 May;39(5):1032-9. [PubMed:11979347 ]
Erdogan MO, Yildiz SH, Solak M, Eser O, Cosar E, Eser B, Koken R, Buyukbas S: C677T polymorphism of the methylenetetrahydrofolate reductase gene does not affect folic acid, vitamin B12, and homocysteine serum levels in Turkish children with neural tube defects. Genet Mol Res. 2010 Jun 22;9(2):1197-203. doi: 10.4238/vol9-2gmr816. [PubMed:20589617 ]

Enzyme Details

3. Methylmalonyl-CoA mutase, mitochondrial

General function:: Involved in isomerase activity
Specific function:: Involved in the degradation of several amino acids, odd-chain fatty acids and cholesterol via propionyl-CoA to the tricarboxylic acid cycle. MCM has different functions in other species.
Gene Name:: MUT
Uniprot ID:: P22033
Molecular weight:: 83133.755

References

Worgan LC, Niles K, Tirone JC, Hofmann A, Verner A, Sammak A, Kucic T, Lepage P, Rosenblatt DS: Spectrum of mutations in mut methylmalonic acidemia and identification of a common Hispanic mutation and haplotype. Hum Mutat. 2006 Jan;27(1):31-43. [PubMed:16281286 ]
Brooks AJ, Vlasie M, Banerjee R, Brunold TC: Co-C bond activation in methylmalonyl-CoA mutase by stabilization of the post-homolysis product Co2+ cobalamin. J Am Chem Soc. 2005 Nov 30;127(47):16522-8. [PubMed:16305240 ]
Kozlowski PM, Andruniow T, Jarzecki AA, Zgierski MZ, Spiro TG: DFT analysis of co-alkyl and co-adenosyl vibrational modes in B12-cofactors. Inorg Chem. 2006 Jul 10;45(14):5585-90. [PubMed:16813422 ]
Moras E, Hosack A, Watkins D, Rosenblatt DS: Mitochondrial vitamin B12-binding proteins in patients with inborn errors of cobalamin metabolism. Mol Genet Metab. 2007 Feb;90(2):140-7. Epub 2006 Sep 29. [PubMed:17011224 ]
Stover PJ: Vitamin B12 and older adults. Curr Opin Clin Nutr Metab Care. 2010 Jan;13(1):24-7. doi: 10.1097/MCO.0b013e328333d157. [PubMed:19904199 ]

Enzyme Details

4. Methionine synthase reductase

General function:: Involved in oxidoreductase activity
Specific function:: Involved in the reductive regeneration of cob(I)alamin cofactor required for the maintenance of methionine synthase in a functional state.
Gene Name:: MTRR
Uniprot ID:: Q9UBK8
Molecular weight:: 77672.995

References

O'Leary VB, Mills JL, Pangilinan F, Kirke PN, Cox C, Conley M, Weiler A, Peng K, Shane B, Scott JM, Parle-McDermott A, Molloy AM, Brody LC: Analysis of methionine synthase reductase polymorphisms for neural tube defects risk association. Mol Genet Metab. 2005 Jul;85(3):220-7. Epub 2005 Mar 17. [PubMed:15979034 ]
Gueant-Rodriguez RM, Juilliere Y, Candito M, Adjalla CE, Gibelin P, Herbeth B, Van Obberghen E, Gueant JL: Association of MTRRA66G polymorphism (but not of MTHFR C677T and A1298C, MTRA2756G, TCN C776G) with homocysteine and coronary artery disease in the French population. Thromb Haemost. 2005 Sep;94(3):510-5. [PubMed:16268464 ]
Miriuka SG, Langman LJ, Evrovski J, Miner SE, D'Mello N, Delgado DH, Wong BY, Ross HJ, Cole DE: Genetic polymorphisms predisposing to hyperhomocysteinemia in cardiac transplant patients. Transpl Int. 2005 Jan;18(1):29-35. [PubMed:15612980 ]
Berkun Y, Abou Atta I, Rubinow A, Orbach H, Levartovsky D, Aamar S, Arbel O, Dresner-Pollak R, Friedman G, Ben-Yehuda A: 2756GG genotype of methionine synthase reductase gene is more prevalent in rheumatoid arthritis patients treated with methotrexate and is associated with methotrexate-induced nodulosis. J Rheumatol. 2007 Aug;34(8):1664-9. Epub 2007 Jul 1. [PubMed:17611986 ]
van der Linden IJ, den Heijer M, Afman LA, Gellekink H, Vermeulen SH, Kluijtmans LA, Blom HJ: The methionine synthase reductase 66A>G polymorphism is a maternal risk factor for spina bifida. J Mol Med (Berl). 2006 Dec;84(12):1047-54. Epub 2006 Oct 6. [PubMed:17024475 ]

Enzyme Details

5. Cob(I)yrinic acid a,c-diamide adenosyltransferase, mitochondrial

General function:: Involved in ATP binding
Specific function:: Not Available
Gene Name:: MMAB
Uniprot ID:: Q96EY8
Molecular weight:: 27387.975

References

Zhang J, Dobson CM, Wu X, Lerner-Ellis J, Rosenblatt DS, Gravel RA: Impact of cblB mutations on the function of ATP:cob(I)alamin adenosyltransferase in disorders of vitamin B12 metabolism. Mol Genet Metab. 2006 Apr;87(4):315-22. Epub 2006 Jan 24. [PubMed:16439175 ]
Lerner-Ellis JP, Gradinger AB, Watkins D, Tirone JC, Villeneuve A, Dobson CM, Montpetit A, Lepage P, Gravel RA, Rosenblatt DS: Mutation and biochemical analysis of patients belonging to the cblB complementation class of vitamin B12-dependent methylmalonic aciduria. Mol Genet Metab. 2006 Mar;87(3):219-25. Epub 2006 Jan 10. [PubMed:16410054 ]

Enzyme Details

6. Methylmalonic aciduria type A protein, mitochondrial

General function:: Involved in nucleotide binding
Specific function:: Probable GTPase. May function as chaperone. May be involved in the transport of cobalamin (Cbl) into mitochondria for the final steps of adenosylcobalamin (AdoCbl) synthesis
Gene Name:: MMAA
Uniprot ID:: Q8IVH4
Molecular weight:: 46537.9

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Lerner-Ellis JP, Dobson CM, Wai T, Watkins D, Tirone JC, Leclerc D, Dore C, Lepage P, Gravel RA, Rosenblatt DS: Mutations in the MMAA gene in patients with the cblA disorder of vitamin B12 metabolism. Hum Mutat. 2004 Dec;24(6):509-16. [PubMed:15523652 ]
Dobson CM, Gradinger A, Longo N, Wu X, Leclerc D, Lerner-Ellis J, Lemieux M, Belair C, Watkins D, Rosenblatt DS, Gravel RA: Homozygous nonsense mutation in the MCEE gene and siRNA suppression of methylmalonyl-CoA epimerase expression: a novel cause of mild methylmalonic aciduria. Mol Genet Metab. 2006 Aug;88(4):327-33. Epub 2006 May 11. [PubMed:16697227 ]

Enzyme Details

7. Methylmalonic aciduria and homocystinuria type C protein

General function:: Involved in cobalamin binding
Specific function:: May be involved in the binding and intracellular trafficking of cobalamin (vitamin B12)
Gene Name:: MMACHC
Uniprot ID:: Q9Y4U1
Molecular weight:: 31728.1

References

Chandler RJ, Aswani V, Tsai MS, Falk M, Wehrli N, Stabler S, Allen R, Sedensky M, Kazazian HH, Venditti CP: Propionyl-CoA and adenosylcobalamin metabolism in Caenorhabditis elegans: evidence for a role of methylmalonyl-CoA epimerase in intermediary metabolism. Mol Genet Metab. 2006 Sep-Oct;89(1-2):64-73. Epub 2006 Jul 14. [PubMed:16843692 ]
Ben-Omran TI, Wong H, Blaser S, Feigenbaum A: Late-onset cobalamin-C disorder: a challenging diagnosis. Am J Med Genet A. 2007 May 1;143A(9):979-84. [PubMed:17431913 ]
Morel CF, Lerner-Ellis JP, Rosenblatt DS: Combined methylmalonic aciduria and homocystinuria (cblC): phenotype-genotype correlations and ethnic-specific observations. Mol Genet Metab. 2006 Aug;88(4):315-21. Epub 2006 May 22. [PubMed:16714133 ]
Lerner-Ellis JP, Tirone JC, Pawelek PD, Dore C, Atkinson JL, Watkins D, Morel CF, Fujiwara TM, Moras E, Hosack AR, Dunbar GV, Antonicka H, Forgetta V, Dobson CM, Leclerc D, Gravel RA, Shoubridge EA, Coulton JW, Lepage P, Rommens JM, Morgan K, Rosenblatt DS: Identification of the gene responsible for methylmalonic aciduria and homocystinuria, cblC type. Nat Genet. 2006 Jan;38(1):93-100. Epub 2005 Nov 27. [PubMed:16311595 ]

Transporters

Enzyme Details

1. Transcobalamin-2

General function:: Involved in cobalamin binding
Specific function:: Primary vitamin B12-binding and transport protein. Delivers cobalamin to cells
Gene Name:: TCN2
Uniprot ID:: P20062
Molecular weight:: 47534.5

References

Chen X, Remacha AF, Sarda MP, Carmel R: Influence of cobalamin deficiency compared with that of cobalamin absorption on serum holo-transcobalamin II. Am J Clin Nutr. 2005 Jan;81(1):110-4. [PubMed:15640468 ]
Alessio AC, Hoehr NF, Siqueira LH, Bydlowski SP, Annichino-Bizzacchi JM: Polymorphism C776G in the transcobalamin II gene and homocysteine, folate and vitamin B12 concentrations. Association with MTHFR C677T and A1298C and MTRR A66G polymorphisms in healthy children. Thromb Res. 2007;119(5):571-7. Epub 2006 Jul 3. [PubMed:16820193 ]
Bowen RA, Drake SK, Vanjani R, Huey ED, Grafman J, Horne MK 3rd: Markedly increased vitamin B12 concentrations attributable to IgG-IgM-vitamin B12 immune complexes. Clin Chem. 2006 Nov;52(11):2107-14. [PubMed:17068171 ]
Bosco P, Gueant-Rodriguez RM, Anello G, Spada R, Romano A, Fajardo A, Caraci F, Ferri R, Gueant JL: Association of homocysteine (but not of MTHFR 677 C>T, MTR 2756 A>G, MTRR 66 A>G and TCN2 776 C>G) with ischaemic cerebrovascular disease in Sicily. Thromb Haemost. 2006 Aug;96(2):154-9. [PubMed:16894458 ]
Al-Alami JR, Tanner SM, Tayeh MK, de la Chapelle A, El-Shanti H: Homozygous AMN mutation in hereditary selective intestinal malabsorption of vitamin B12 in Jordan. Saudi Med J. 2005 Jul;26(7):1061-4. [PubMed:16047053 ]

Enzyme Details

2. Transcobalamin-1

General function:: Involved in cobalamin binding
Specific function:: Vitamin B12-binding protein. Transports cobalamin into cells
Gene Name:: TCN1
Uniprot ID:: P20061
Molecular weight:: 48206.3

References

Carmel R: Haptocorrin (transcobalamin I) and cobalamin deficiencies. Clin Chem. 2007 Feb;53(2):367-8; author reply 368-9. [PubMed:17259255 ]
Al-Alami JR, Tanner SM, Tayeh MK, de la Chapelle A, El-Shanti H: Homozygous AMN mutation in hereditary selective intestinal malabsorption of vitamin B12 in Jordan. Saudi Med J. 2005 Jul;26(7):1061-4. [PubMed:16047053 ]

Enzyme Details

3. Gastric intrinsic factor

General function:: Involved in cobalamin binding
Specific function:: Promotes absorption of the essential vitamin cobalamin (Cbl) in the ileum by specific receptor-mediated endocytosis
Gene Name:: GIF
Uniprot ID:: P27352
Molecular weight:: 45415.7

References

Fedosov SN, Fedosova NU, Berglund L, Moestrup SK, Nexo E, Petersen TE: Composite organization of the cobalamin binding and cubilin recognition sites of intrinsic factor. Biochemistry. 2005 Mar 8;44(9):3604-14. [PubMed:15736970 ]
He Q, Madsen M, Kilkenney A, Gregory B, Christensen EI, Vorum H, Hojrup P, Schaffer AA, Kirkness EF, Tanner SM, de la Chapelle A, Giger U, Moestrup SK, Fyfe JC: Amnionless function is required for cubilin brush-border expression and intrinsic factor-cobalamin (vitamin B12) absorption in vivo. Blood. 2005 Aug 15;106(4):1447-53. Epub 2005 Apr 21. [PubMed:15845892 ]
Moestrup SK: New insights into carrier binding and epithelial uptake of the erythropoietic nutrients cobalamin and folate. Curr Opin Hematol. 2006 May;13(3):119-23. [PubMed:16567952 ]

Enzyme Details

4. Cubilin

General function:: Involved in calcium ion binding
Specific function:: Cotransporter which plays a role in lipoprotein, vitamin and iron metabolism, by facilitating their uptake. Binds to ALB, MB, Kappa and lambda-light chains, TF, hemoglobin, GC, SCGB1A1, APOA1, high density lipoprotein, and the GIF-cobalamin complex. The binding of all ligands required calcium. Serves as important transporter in several absorptive epithelia, including intestine, renal proximal tubules and embryonic yolk sac. Interaction with LRP2 mediates its trafficking throughout vesicles and facilitates the uptake of specific ligands like GC, hemoglobin, ALB, TF and SCGB1A1. Interaction with AMN controls its trafficking to the plasma membrane and facilitates endocytosis of ligands. May play an important role in the development of the peri-implantation embryo through internalization of APOA1 and cholesterol. Binds to LGALS3 at the maternal-fetal interface
Gene Name:: CUBN
Uniprot ID:: O60494
Molecular weight:: 398672.8

References

Fedosov SN, Fedosova NU, Berglund L, Moestrup SK, Nexo E, Petersen TE: Composite organization of the cobalamin binding and cubilin recognition sites of intrinsic factor. Biochemistry. 2005 Mar 8;44(9):3604-14. [PubMed:15736970 ]
He Q, Madsen M, Kilkenney A, Gregory B, Christensen EI, Vorum H, Hojrup P, Schaffer AA, Kirkness EF, Tanner SM, de la Chapelle A, Giger U, Moestrup SK, Fyfe JC: Amnionless function is required for cubilin brush-border expression and intrinsic factor-cobalamin (vitamin B12) absorption in vivo. Blood. 2005 Aug 15;106(4):1447-53. Epub 2005 Apr 21. [PubMed:15845892 ]
Moestrup SK: New insights into carrier binding and epithelial uptake of the erythropoietic nutrients cobalamin and folate. Curr Opin Hematol. 2006 May;13(3):119-23. [PubMed:16567952 ]

Enzyme Details

5. Protein amnionless

General function:: Involved in multicellular organismal development
Specific function:: Necessary for efficient absorption of vitamin B12. May direct the production of trunk mesoderm during development by modulating a bone morphogenetic protein (BMP) signaling pathway in the underlying visceral endoderm
Gene Name:: AMN
Uniprot ID:: Q9BXJ7
Molecular weight:: 47753.9

References

Al-Alami JR, Tanner SM, Tayeh MK, de la Chapelle A, El-Shanti H: Homozygous AMN mutation in hereditary selective intestinal malabsorption of vitamin B12 in Jordan. Saudi Med J. 2005 Jul;26(7):1061-4. [PubMed:16047053 ]

Only showing the first 10 proteins. There are 12 proteins in total.

Show all enzymes and transporters

Showing metabocard for Cyanocobalamin (HMDB0000607)

MOL for HMDB0000607 (Cyanocobalamin)

3D MOL for HMDB0000607 (Cyanocobalamin)

3D SDF for HMDB0000607 (Cyanocobalamin)

3D-SDF for HMDB0000607 (Cyanocobalamin)

PDB for HMDB0000607 (Cyanocobalamin)

3D PDB for HMDB0000607 (Cyanocobalamin)

SMILES for HMDB0000607 (Cyanocobalamin)

INCHI for HMDB0000607 (Cyanocobalamin)

Structure for HMDB0000607 (Cyanocobalamin)

3D Structure for HMDB0000607 (Cyanocobalamin)

Predicted Kovats Retention Indices

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

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Transporters

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