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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-03-10 10:07:06 UTC

Update Date

2022-03-07 02:49:11 UTC

HMDB ID

HMDB0001903

Secondary Accession Numbers

HMDB01903

Metabolite Identification

Common Name

Calcitriol

Description

Calcitriol, also known as rocaltrol or 1a,25(OH)2D3, belongs to the class of organic compounds known as vitamin d and derivatives. Vitamin D and derivatives are compounds containing a secosteroid backbone, usually secoergostane or secocholestane. Thus, calcitriol is considered to be a secosteroid lipid molecule. Calcitriol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Calcitriol is a potentially toxic compound.

Structure

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

  Mrv0541 04191212032D          

 32 34  0  0  1  0            999 V2000
   -1.0890    1.2765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0890   -0.3735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4101   -0.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8950    0.4515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8035    0.8640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0890   -1.1985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8035    0.0390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8035   -1.6110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8035   -2.4360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0890   -2.8485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5179   -2.8485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3745   -2.4360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5179   -3.6735    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8035   -4.0860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2324   -4.0860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3044    2.3565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4101    1.9440    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1246    2.3565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8390    1.9440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9825    2.3565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2680    1.1190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5535    2.3565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4101    1.1190    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1246    1.5315    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3745    0.0390    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3745   -0.7860    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3745    0.8640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3745    1.6890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2680    1.9440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9825    1.5315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0890   -3.6735    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3745   -4.0860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 25 27  1  0  0  0  0
 27 23  1  0  0  0  0
 27  1  1  0  0  0  0
 25  2  1  0  0  0  0
 25  3  1  0  0  0  0
 23  4  1  0  0  0  0
  1  5  1  0  0  0  0
  2  6  2  0  0  0  0
  2  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 31  1  0  0  0  0
 10 12  2  0  0  0  0
 11 13  1  0  0  0  0
 31 14  1  0  0  0  0
 13 15  1  6  0  0  0
  3  4  1  0  0  0  0
  5  7  1  0  0  0  0
 13 14  1  0  0  0  0
 23 17  1  0  0  0  0
 17 16  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 22  1  0  0  0  0
 22 29  1  0  0  0  0
 29 20  1  0  0  0  0
 29 21  1  0  0  0  0
 23 24  1  6  0  0  0
 25 26  1  6  0  0  0
 27 28  1  1  0  0  0
 29 30  1  0  0  0  0
 31 32  1  1  0  0  0
M  END

HMDB0001903
     RDKit          3D
Calcitriol
 74 76  0  0  0  0  0  0  0  0999 V2000
   -4.2967   -0.6482   -1.9588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3101   -0.2032   -1.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3209   -0.5995    0.1925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2343   -0.4073    0.9330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0580    0.2065    0.3539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9303    0.3541    1.0715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8983   -0.1154    2.4513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5444   -0.2596    3.0425 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5672    0.4563    2.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5285    0.2979    0.8538 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3895   -1.1165    0.3900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8004    0.9776    0.4322 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6708    0.8094   -1.0584 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8264    1.0698   -1.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4191    1.1738    0.0769 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8916    0.9819    0.1633 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4891    2.0554   -0.7610 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3939   -0.3405   -0.2180 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8579   -0.5215   -0.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8001    0.3235   -0.8262 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2168   -0.2146   -0.4347 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3302   -1.6719   -0.8233 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3537   -0.1197    1.0646 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1640    0.5149   -1.1150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5915   -1.1847    0.7520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6527   -0.9757   -0.3052 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.9352   -1.1760    0.2136 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6324    0.4215   -0.8866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4219    0.6369   -1.7713 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.6595    0.3117   -3.0859 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5279   -1.2653   -1.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2451   -0.3702   -3.0069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3160   -0.7394    1.9656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0851    0.6190   -0.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4434   -1.1061    2.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4900    0.5615    3.1232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5463    0.0212    4.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2709   -1.3502    3.0323 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5363    0.1526    2.7872 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4535    1.5412    2.5557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7748   -1.8725    1.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7911   -1.2604   -0.6340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6973   -1.4233    0.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7052    2.0536    0.6589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3107    1.5383   -1.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9554   -0.1895   -1.4132 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8659    2.0374   -1.8519 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2767    0.2547   -1.9085 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2102    2.2360    0.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2251    1.2446    1.1800 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8956    1.6536   -1.6835 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6249    2.7184   -1.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1111    2.7786   -0.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1805   -0.5895   -1.3149 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9314   -1.1579    0.4108 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1551   -0.4786    1.0255 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1620   -1.6023   -0.3200 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8751    1.3873   -0.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7916    0.2512   -1.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0530   -2.3077    0.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4098   -1.8951   -1.0108 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7233   -1.9377   -1.6895 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7443    0.7174    1.4741 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4335    0.0153    1.2801 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0327   -1.0416    1.5923 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4886    0.0074   -1.8956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4924   -2.2714    0.9218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9051   -0.6495    1.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4526   -1.6986   -1.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2406   -2.0934   -0.0247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5728    1.1452   -0.0701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5693    0.5687   -1.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0582    1.6841   -1.7247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1326    1.0756   -3.5044 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  1
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
  3 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 29  2  1  0
 12  6  1  0
 15 10  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  5 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 11 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  6
 13 45  1  0
 13 46  1  0
 14 47  1  0
 14 48  1  0
 15 49  1  1
 16 50  1  1
 17 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  0
 18 55  1  0
 19 56  1  0
 19 57  1  0
 20 58  1  0
 20 59  1  0
 22 60  1  0
 22 61  1  0
 22 62  1  0
 23 63  1  0
 23 64  1  0
 23 65  1  0
 24 66  1  0
 25 67  1  0
 25 68  1  0
 26 69  1  6
 27 70  1  0
 28 71  1  0
 28 72  1  0
 29 73  1  6
 30 74  1  0
M  END

  Mrv0541 04191212032D          

 32 34  0  0  1  0            999 V2000
   -1.0890    1.2765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0890   -0.3735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4101   -0.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8950    0.4515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8035    0.8640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0890   -1.1985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8035    0.0390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8035   -1.6110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8035   -2.4360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0890   -2.8485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5179   -2.8485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3745   -2.4360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5179   -3.6735    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8035   -4.0860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2324   -4.0860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3044    2.3565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4101    1.9440    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1246    2.3565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8390    1.9440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9825    2.3565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2680    1.1190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5535    2.3565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4101    1.1190    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1246    1.5315    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3745    0.0390    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3745   -0.7860    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3745    0.8640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3745    1.6890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2680    1.9440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9825    1.5315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0890   -3.6735    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3745   -4.0860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 25 27  1  0  0  0  0
 27 23  1  0  0  0  0
 27  1  1  0  0  0  0
 25  2  1  0  0  0  0
 25  3  1  0  0  0  0
 23  4  1  0  0  0  0
  1  5  1  0  0  0  0
  2  6  2  0  0  0  0
  2  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 31  1  0  0  0  0
 10 12  2  0  0  0  0
 11 13  1  0  0  0  0
 31 14  1  0  0  0  0
 13 15  1  6  0  0  0
  3  4  1  0  0  0  0
  5  7  1  0  0  0  0
 13 14  1  0  0  0  0
 23 17  1  0  0  0  0
 17 16  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 22  1  0  0  0  0
 22 29  1  0  0  0  0
 29 20  1  0  0  0  0
 29 21  1  0  0  0  0
 23 24  1  6  0  0  0
 25 26  1  6  0  0  0
 27 28  1  1  0  0  0
 29 30  1  0  0  0  0
 31 32  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0001903

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@H](CCCC(C)(C)O)[C@@]1([H])CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)C[C@H](O)C1=C

> <INCHI_IDENTIFIER>
InChI=1S/C27H44O3/c1-18(8-6-14-26(3,4)30)23-12-13-24-20(9-7-15-27(23,24)5)10-11-21-16-22(28)17-25(29)19(21)2/h10-11,18,22-25,28-30H,2,6-9,12-17H2,1,3-5H3/b20-10+,21-11-/t18-,22-,23-,24+,25+,27-/m1/s1

> <INCHI_KEY>
GMRQFYUYWCNGIN-NKMMMXOESA-N

> <FORMULA>
C27H44O3

> <MOLECULAR_WEIGHT>
416.6365

> <EXACT_MASS>
416.329045274

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
51.02439043535808

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,3S,5Z)-5-{2-[(1R,3aS,4E,7aR)-1-[(2R)-6-hydroxy-6-methylheptan-2-yl]-7a-methyl-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexane-1,3-diol

> <ALOGPS_LOGP>
5.51

> <JCHEM_LOGP>
4.3507409966666675

> <ALOGPS_LOGS>
-4.80

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.288747760735944

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.392873609845417

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2544418727034898

> <JCHEM_POLAR_SURFACE_AREA>
60.69

> <JCHEM_REFRACTIVITY>
126.53249999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.67e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
calcitriol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001903
     RDKit          3D
Calcitriol
 74 76  0  0  0  0  0  0  0  0999 V2000
   -4.2967   -0.6482   -1.9588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3101   -0.2032   -1.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3209   -0.5995    0.1925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2343   -0.4073    0.9330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0580    0.2065    0.3539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9303    0.3541    1.0715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8983   -0.1154    2.4513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5444   -0.2596    3.0425 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5672    0.4563    2.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5285    0.2979    0.8538 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3895   -1.1165    0.3900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8004    0.9776    0.4322 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6708    0.8094   -1.0584 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8264    1.0698   -1.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4191    1.1738    0.0769 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8916    0.9819    0.1633 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4891    2.0554   -0.7610 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3939   -0.3405   -0.2180 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8579   -0.5215   -0.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8001    0.3235   -0.8262 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2168   -0.2146   -0.4347 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3302   -1.6719   -0.8233 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3537   -0.1197    1.0646 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1640    0.5149   -1.1150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5915   -1.1847    0.7520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6527   -0.9757   -0.3052 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.9352   -1.1760    0.2136 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6324    0.4215   -0.8866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4219    0.6369   -1.7713 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.6595    0.3117   -3.0859 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5279   -1.2653   -1.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2451   -0.3702   -3.0069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3160   -0.7394    1.9656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0851    0.6190   -0.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4434   -1.1061    2.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4900    0.5615    3.1232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5463    0.0212    4.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2709   -1.3502    3.0323 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5363    0.1526    2.7872 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4535    1.5412    2.5557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7748   -1.8725    1.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7911   -1.2604   -0.6340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6973   -1.4233    0.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7052    2.0536    0.6589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3107    1.5383   -1.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9554   -0.1895   -1.4132 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8659    2.0374   -1.8519 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2767    0.2547   -1.9085 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2102    2.2360    0.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2251    1.2446    1.1800 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8956    1.6536   -1.6835 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6249    2.7184   -1.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1111    2.7786   -0.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1805   -0.5895   -1.3149 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9314   -1.1579    0.4108 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1551   -0.4786    1.0255 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1620   -1.6023   -0.3200 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8751    1.3873   -0.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7916    0.2512   -1.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0530   -2.3077    0.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4098   -1.8951   -1.0108 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7233   -1.9377   -1.6895 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7443    0.7174    1.4741 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4335    0.0153    1.2801 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0327   -1.0416    1.5923 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4886    0.0074   -1.8956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4924   -2.2714    0.9218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9051   -0.6495    1.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4526   -1.6986   -1.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2406   -2.0934   -0.0247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5728    1.1452   -0.0701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5693    0.5687   -1.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0582    1.6841   -1.7247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1326    1.0756   -3.5044 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  1
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
  3 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 29  2  1  0
 12  6  1  0
 15 10  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  5 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 11 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  6
 13 45  1  0
 13 46  1  0
 14 47  1  0
 14 48  1  0
 15 49  1  1
 16 50  1  1
 17 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  0
 18 55  1  0
 19 56  1  0
 19 57  1  0
 20 58  1  0
 20 59  1  0
 22 60  1  0
 22 61  1  0
 22 62  1  0
 23 63  1  0
 23 64  1  0
 23 65  1  0
 24 66  1  0
 25 67  1  0
 25 68  1  0
 26 69  1  6
 27 70  1  0
 28 71  1  0
 28 72  1  0
 29 73  1  6
 30 74  1  0
M  END

HEADER    PROTEIN                                 19-APR-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-12         0                                  
HETATM    1  C   UNK     0      -2.033   2.383   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.033  -0.697   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.766  -0.403   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.671   0.843   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.367   1.613   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.033  -2.237   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.367   0.073   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.367  -3.007   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.367  -4.547   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.033  -5.317   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.700  -5.317   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.699  -4.547   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.700  -6.857   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.367  -7.627   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -6.034  -7.627   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -0.568   4.399   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.766   3.629   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.099   4.399   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.433   3.629   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.434   4.399   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.100   2.089   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.767   4.399   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.766   2.089   0.000  0.00  0.00           C+0
HETATM   24  H   UNK     0       2.099   2.859   0.000  0.00  0.00           H+0
HETATM   25  C   UNK     0      -0.699   0.073   0.000  0.00  0.00           C+0
HETATM   26  H   UNK     0      -0.699  -1.467   0.000  0.00  0.00           H+0
HETATM   27  C   UNK     0      -0.699   1.613   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.699   3.153   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.100   3.629   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       7.434   2.859   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -2.033  -6.857   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -0.699  -7.627   0.000  0.00  0.00           O+0
CONECT    1   27    5                                                       
CONECT    2   25    6    7                                                  
CONECT    3   25    4                                                       
CONECT    4   23    3                                                       
CONECT    5    1    7                                                       
CONECT    6    2    8                                                       
CONECT    7    2    5                                                       
CONECT    8    6    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9   31   12                                                  
CONECT   11    9   13                                                       
CONECT   12   10                                                            
CONECT   13   11   15   14                                                  
CONECT   14   31   13                                                       
CONECT   15   13                                                            
CONECT   16   17                                                            
CONECT   17   23   16   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   22                                                       
CONECT   20   29                                                            
CONECT   21   29                                                            
CONECT   22   19   29                                                       
CONECT   23   27    4   17   24                                             
CONECT   24   23                                                            
CONECT   25   27    2    3   26                                             
CONECT   26   25                                                            
CONECT   27   25   23    1   28                                             
CONECT   28   27                                                            
CONECT   29   22   20   21   30                                             
CONECT   30   29                                                            
CONECT   31   10   14   32                                                  
CONECT   32   31                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

COMPND    HMDB0001903
HETATM    1  C1  UNL     1      -4.297  -0.648  -1.959  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.310  -0.203  -1.207  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.321  -0.600   0.193  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.234  -0.407   0.933  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.058   0.206   0.354  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.930   0.354   1.072  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.898  -0.115   2.451  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.544  -0.260   3.042  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.567   0.456   2.341  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.528   0.298   0.854  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.390  -1.116   0.390  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.800   0.978   0.432  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.671   0.809  -1.058  1.00  0.00           C  
HETATM   14  C14 UNL     1       0.826   1.070  -1.310  1.00  0.00           C  
HETATM   15  C15 UNL     1       1.419   1.174   0.077  1.00  0.00           C  
HETATM   16  C16 UNL     1       2.892   0.982   0.163  1.00  0.00           C  
HETATM   17  C17 UNL     1       3.489   2.055  -0.761  1.00  0.00           C  
HETATM   18  C18 UNL     1       3.394  -0.340  -0.218  1.00  0.00           C  
HETATM   19  C19 UNL     1       4.858  -0.521  -0.068  1.00  0.00           C  
HETATM   20  C20 UNL     1       5.800   0.324  -0.826  1.00  0.00           C  
HETATM   21  C21 UNL     1       7.217  -0.215  -0.435  1.00  0.00           C  
HETATM   22  C22 UNL     1       7.330  -1.672  -0.823  1.00  0.00           C  
HETATM   23  C23 UNL     1       7.354  -0.120   1.065  1.00  0.00           C  
HETATM   24  O1  UNL     1       8.164   0.515  -1.115  1.00  0.00           O  
HETATM   25  C24 UNL     1      -6.592  -1.185   0.752  1.00  0.00           C  
HETATM   26  C25 UNL     1      -7.653  -0.976  -0.305  1.00  0.00           C  
HETATM   27  O2  UNL     1      -8.935  -1.176   0.214  1.00  0.00           O  
HETATM   28  C26 UNL     1      -7.632   0.422  -0.887  1.00  0.00           C  
HETATM   29  C27 UNL     1      -6.422   0.637  -1.771  1.00  0.00           C  
HETATM   30  O3  UNL     1      -6.660   0.312  -3.086  1.00  0.00           O  
HETATM   31  H1  UNL     1      -3.528  -1.265  -1.576  1.00  0.00           H  
HETATM   32  H2  UNL     1      -4.245  -0.370  -3.007  1.00  0.00           H  
HETATM   33  H3  UNL     1      -4.316  -0.739   1.966  1.00  0.00           H  
HETATM   34  H4  UNL     1      -3.085   0.619  -0.636  1.00  0.00           H  
HETATM   35  H5  UNL     1      -2.443  -1.106   2.543  1.00  0.00           H  
HETATM   36  H6  UNL     1      -2.490   0.562   3.123  1.00  0.00           H  
HETATM   37  H7  UNL     1      -0.546   0.021   4.116  1.00  0.00           H  
HETATM   38  H8  UNL     1      -0.271  -1.350   3.032  1.00  0.00           H  
HETATM   39  H9  UNL     1       1.536   0.153   2.787  1.00  0.00           H  
HETATM   40  H10 UNL     1       0.454   1.541   2.556  1.00  0.00           H  
HETATM   41  H11 UNL     1       0.775  -1.872   1.126  1.00  0.00           H  
HETATM   42  H12 UNL     1       0.791  -1.260  -0.634  1.00  0.00           H  
HETATM   43  H13 UNL     1      -0.697  -1.423   0.285  1.00  0.00           H  
HETATM   44  H14 UNL     1      -0.705   2.054   0.659  1.00  0.00           H  
HETATM   45  H15 UNL     1      -1.311   1.538  -1.597  1.00  0.00           H  
HETATM   46  H16 UNL     1      -0.955  -0.189  -1.413  1.00  0.00           H  
HETATM   47  H17 UNL     1       0.866   2.037  -1.852  1.00  0.00           H  
HETATM   48  H18 UNL     1       1.277   0.255  -1.909  1.00  0.00           H  
HETATM   49  H19 UNL     1       1.210   2.236   0.407  1.00  0.00           H  
HETATM   50  H20 UNL     1       3.225   1.245   1.180  1.00  0.00           H  
HETATM   51  H21 UNL     1       3.896   1.654  -1.683  1.00  0.00           H  
HETATM   52  H22 UNL     1       2.625   2.718  -1.116  1.00  0.00           H  
HETATM   53  H23 UNL     1       4.111   2.779  -0.203  1.00  0.00           H  
HETATM   54  H24 UNL     1       3.180  -0.590  -1.315  1.00  0.00           H  
HETATM   55  H25 UNL     1       2.931  -1.158   0.411  1.00  0.00           H  
HETATM   56  H26 UNL     1       5.155  -0.479   1.026  1.00  0.00           H  
HETATM   57  H27 UNL     1       5.162  -1.602  -0.320  1.00  0.00           H  
HETATM   58  H28 UNL     1       5.875   1.387  -0.525  1.00  0.00           H  
HETATM   59  H29 UNL     1       5.792   0.251  -1.911  1.00  0.00           H  
HETATM   60  H30 UNL     1       7.053  -2.308   0.065  1.00  0.00           H  
HETATM   61  H31 UNL     1       8.410  -1.895  -1.011  1.00  0.00           H  
HETATM   62  H32 UNL     1       6.723  -1.938  -1.689  1.00  0.00           H  
HETATM   63  H33 UNL     1       6.744   0.717   1.474  1.00  0.00           H  
HETATM   64  H34 UNL     1       8.433   0.015   1.280  1.00  0.00           H  
HETATM   65  H35 UNL     1       7.033  -1.042   1.592  1.00  0.00           H  
HETATM   66  H36 UNL     1       8.489   0.007  -1.896  1.00  0.00           H  
HETATM   67  H37 UNL     1      -6.492  -2.271   0.922  1.00  0.00           H  
HETATM   68  H38 UNL     1      -6.905  -0.650   1.669  1.00  0.00           H  
HETATM   69  H39 UNL     1      -7.453  -1.699  -1.126  1.00  0.00           H  
HETATM   70  H40 UNL     1      -9.241  -2.093  -0.025  1.00  0.00           H  
HETATM   71  H41 UNL     1      -7.573   1.145  -0.070  1.00  0.00           H  
HETATM   72  H42 UNL     1      -8.569   0.569  -1.435  1.00  0.00           H  
HETATM   73  H43 UNL     1      -6.058   1.684  -1.725  1.00  0.00           H  
HETATM   74  H44 UNL     1      -7.133   1.076  -3.504  1.00  0.00           H  
CONECT    1    2    2   31   32
CONECT    2    3   29
CONECT    3    4    4   25
CONECT    4    5   33
CONECT    5    6    6   34
CONECT    6    7   12
CONECT    7    8   35   36
CONECT    8    9   37   38
CONECT    9   10   39   40
CONECT   10   11   12   15
CONECT   11   41   42   43
CONECT   12   13   44
CONECT   13   14   45   46
CONECT   14   15   47   48
CONECT   15   16   49
CONECT   16   17   18   50
CONECT   17   51   52   53
CONECT   18   19   54   55
CONECT   19   20   56   57
CONECT   20   21   58   59
CONECT   21   22   23   24
CONECT   22   60   61   62
CONECT   23   63   64   65
CONECT   24   66
CONECT   25   26   67   68
CONECT   26   27   28   69
CONECT   27   70
CONECT   28   29   71   72
CONECT   29   30   73
CONECT   30   74
END

HMDB0001903
     RDKit          3D
Calcitriol
 74 76  0  0  0  0  0  0  0  0999 V2000
   -4.2967   -0.6482   -1.9588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3101   -0.2032   -1.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3209   -0.5995    0.1925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2343   -0.4073    0.9330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0580    0.2065    0.3539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9303    0.3541    1.0715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8983   -0.1154    2.4513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5444   -0.2596    3.0425 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5672    0.4563    2.3411 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5285    0.2979    0.8538 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3895   -1.1165    0.3900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8004    0.9776    0.4322 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6708    0.8094   -1.0584 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8264    1.0698   -1.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4191    1.1738    0.0769 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8916    0.9819    0.1633 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4891    2.0554   -0.7610 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3939   -0.3405   -0.2180 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8579   -0.5215   -0.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8001    0.3235   -0.8262 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2168   -0.2146   -0.4347 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3302   -1.6719   -0.8233 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3537   -0.1197    1.0646 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1640    0.5149   -1.1150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5915   -1.1847    0.7520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6527   -0.9757   -0.3052 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.9352   -1.1760    0.2136 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6324    0.4215   -0.8866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4219    0.6369   -1.7713 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.6595    0.3117   -3.0859 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5279   -1.2653   -1.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2451   -0.3702   -3.0069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3160   -0.7394    1.9656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0851    0.6190   -0.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4434   -1.1061    2.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4900    0.5615    3.1232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5463    0.0212    4.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2709   -1.3502    3.0323 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5363    0.1526    2.7872 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4535    1.5412    2.5557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7748   -1.8725    1.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7911   -1.2604   -0.6340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6973   -1.4233    0.2852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7052    2.0536    0.6589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3107    1.5383   -1.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9554   -0.1895   -1.4132 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8659    2.0374   -1.8519 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2767    0.2547   -1.9085 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2102    2.2360    0.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2251    1.2446    1.1800 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8956    1.6536   -1.6835 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6249    2.7184   -1.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1111    2.7786   -0.2026 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1805   -0.5895   -1.3149 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9314   -1.1579    0.4108 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1551   -0.4786    1.0255 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1620   -1.6023   -0.3200 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8751    1.3873   -0.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7916    0.2512   -1.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0530   -2.3077    0.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4098   -1.8951   -1.0108 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7233   -1.9377   -1.6895 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7443    0.7174    1.4741 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4335    0.0153    1.2801 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0327   -1.0416    1.5923 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4886    0.0074   -1.8956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4924   -2.2714    0.9218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9051   -0.6495    1.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4526   -1.6986   -1.1264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2406   -2.0934   -0.0247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5728    1.1452   -0.0701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5693    0.5687   -1.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0582    1.6841   -1.7247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1326    1.0756   -3.5044 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  1
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
  3 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 29  2  1  0
 12  6  1  0
 15 10  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  5 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 11 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  6
 13 45  1  0
 13 46  1  0
 14 47  1  0
 14 48  1  0
 15 49  1  1
 16 50  1  1
 17 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  0
 18 55  1  0
 19 56  1  0
 19 57  1  0
 20 58  1  0
 20 59  1  0
 22 60  1  0
 22 61  1  0
 22 62  1  0
 23 63  1  0
 23 64  1  0
 23 65  1  0
 24 66  1  0
 25 67  1  0
 25 68  1  0
 26 69  1  6
 27 70  1  0
 28 71  1  0
 28 72  1  0
 29 73  1  6
 30 74  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(1alpha,3beta,5Z,7E)-9,10-Secocholesta-5,7,10(19)-triene-1,3,25-triol	ChEBI
(1S,3R,5Z,7E)-9,10-Secocholesta-5,7,10-triene-1,3,25-triol	ChEBI
(5Z,7E)-(1S,3R)-9,10-Secocholesta-5,7,10(19)-triene-1,3,25-triol	ChEBI
1,25-DHCC	ChEBI
1-alpha-25-Dihydroxyvitamin D3	ChEBI
1alpha,25(OH)2D3	ChEBI
1alpha,25-Dihydroxycholecalciferol	ChEBI
1alpha,25-Dihydroxyvitamin D3	ChEBI
5-{2-[1-(5-hydroxy-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-4-ylidene]-ethylidene}-4-methylene-cyclohexane-1,3-diol	ChEBI
Calcijex	ChEBI
Calcitriolum	ChEBI
Decostriol	ChEBI
Rocaltrol	ChEBI
(1S,3R,5Z,7E)-9,10-Seco-5,7,10(19)-cholestatriene-1,3,25-triol	Kegg
(1a,3b,5Z,7E)-9,10-Secocholesta-5,7,10(19)-triene-1,3,25-triol	Generator
(1Α,3β,5Z,7E)-9,10-secocholesta-5,7,10(19)-triene-1,3,25-triol	Generator
1-a-25-Dihydroxyvitamin D3	Generator
1-Α-25-dihydroxyvitamin D3	Generator
1a,25(OH)2D3	Generator
1Α,25(OH)2D3	Generator
1a,25-Dihydroxycholecalciferol	Generator
1Α,25-dihydroxycholecalciferol	Generator
1a,25-Dihydroxyvitamin D3	Generator
1Α,25-dihydroxyvitamin D3	Generator
(3b,5Z,7E)-9,10-Secocholesta-5,7,10(19)-trienetriol	HMDB
1,25 Dihydroxycholecalciferol	HMDB
1,25-Dihydroxycholecalciferol	HMDB
1,25-Dihydroxyvitamin D	HMDB
1,25-Dihydroxyvitamin D3	HMDB
1-alpha,25-Dihydroxyvitamin D3	HMDB
1a,25-(OH)2D3	HMDB
25-Dihydroxycholecalciferol	HMDB
Dihydroxyvitamin D3	HMDB
Ro 21-5535	HMDB
Silkis	HMDB
Soltriol	HMDB
Topitriol	HMDB
Toptriol	HMDB
1 alpha, 25-Dihydroxy-20-epi-vitamin D3	HMDB
1 alpha,25-Dihydroxycholecalciferol	HMDB
1,25(OH)2-20EPi-D3	HMDB
Bocatriol	HMDB
Calcitriol alphapharm brand	HMDB
Calcitriol kyramed	HMDB
Calcitriol-nefro	HMDB
Hoffmann-la roche brand OF calcitriol	HMDB
KyraMed, calcitriol	HMDB
Tirocal	HMDB
alpha,25-Dihydroxyvitamin D3, 1	HMDB
1,25-Dihydroxy-20-epi-vitamin D3	HMDB
20 Epi 1alpha,25 dihydroxycholecaliferol	HMDB
Abbott brand OF calcitriol	HMDB
Calcitriol galderma brand	HMDB
Calcitriol jenapharm brand	HMDB
Calcitriol leo brand	HMDB
Cryopharma brand OF calcitriol	HMDB
Medice brand OF calcitriol	HMDB
Renatriol	HMDB
Roche brand OF calcitriol	HMDB
1 alpha,25 Dihydroxycholecalciferol	HMDB
1 alpha,25-Dihydroxyvitamin D3	HMDB
20-Epi-1alpha,25-dihydroxycholecaliferol	HMDB
Calcitriol gry brand	HMDB
Calcitriol kyramed brand	HMDB
Calcitriol medice brand	HMDB
Calcitriol nefro	HMDB
Calcitriol renacare brand	HMDB
Calcitriol roche brand	HMDB
D3, 1,25-Dihydroxyvitamin	HMDB
D3, 1,25-Dihydroxy-20-epi-vitamin	HMDB
Galderma brand OF calcitriol	HMDB
Hoffmann la roche brand OF calcitriol	HMDB
KyraMed brand OF calcitriol	HMDB
Leo brand OF calcitriol	HMDB
RenaCare brand OF calcitriol	HMDB
Sitriol	HMDB
1 alpha, 25 Dihydroxy 20 epi vitamin D3	HMDB
1 alpha,25 Dihydroxyvitamin D3	HMDB
1,25 Dihydroxyvitamin D3	HMDB
1,25 Dihydroxy 20 epi vitamin D3	HMDB
Alphapharm brand OF calcitriol	HMDB
Calcitriol abbott brand	HMDB
Calcitriol cryopharma brand	HMDB
CalcitriolNefro	HMDB
D3, 1 alpha,25-Dihydroxyvitamin	HMDB
Gry brand OF calcitriol	HMDB
Jenapharm brand OF calcitriol	HMDB
Osteotriol	HMDB
1a,25-Dihydroxyvitamin D3 / 1a,25-dihydroxycholecalciferol / calcitriol	HMDB
1Α,25-dihydroxyvitamin D3 / 1α,25-dihydroxycholecalciferol / calcitriol	HMDB
Calcitriol	MeSH

Chemical Formula

C₂₇H₄₄O₃

Average Molecular Weight

416.6365

Monoisotopic Molecular Weight

416.329045274

IUPAC Name

(1R,3S,5Z)-5-{2-[(1R,3aS,4E,7aR)-1-[(2R)-6-hydroxy-6-methylheptan-2-yl]-7a-methyl-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexane-1,3-diol

Traditional Name

calcitriol

CAS Registry Number

32222-06-3

SMILES

C[C@H](CCCC(C)(C)O)[C@@]1([H])CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)C[C@H](O)C1=C

InChI Identifier

InChI=1S/C27H44O3/c1-18(8-6-14-26(3,4)30)23-12-13-24-20(9-7-15-27(23,24)5)10-11-21-16-22(28)17-25(29)19(21)2/h10-11,18,22-25,28-30H,2,6-9,12-17H2,1,3-5H3/b20-10+,21-11-/t18-,22-,23-,24+,25+,27-/m1/s1

InChI Key

GMRQFYUYWCNGIN-NKMMMXOESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as vitamin d and derivatives. Vitamin D and derivatives are compounds containing a secosteroid backbone, usually secoergostane or secocholestane.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Vitamin D and derivatives

Direct Parent

Vitamin D and derivatives

Alternative Parents

Substituents

Triterpenoid
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

triol (CHEBI:17823 )
D3 vitamins (CHEBI:17823 )
hydroxycalciol (CHEBI:17823 )
Steroid hormones (C01673 )
Vitamin D3 and derivatives (LMST03020258 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 6892691)

Organ substructure

Adrenal medulla (HMDB: HMDB0001903)

Organ

Cell

Fibroblasts (HMDB: HMDB0001903)

Tissue

Muscle tissue

Skeletal muscle (HMDB: HMDB0001903)

Epithelium

Epidermis (HMDB: HMDB0001903)

Excreta

Biofluid or Excreta

Feces (PMID: 23210743)

Cellular substructure

Membrane (HMDB: HMDB0001903)
Extracellular (HMDB: HMDB0001903)

Organelle

Mitochondrion (HMDB: HMDB0001903)

Tissue substructure

Muscle (HMDB: HMDB0001903)

Stratum Corneum (HMDB: HMDB0001903)

Source

Exogenous

Exogenous (HMDB: HMDB0001903)

Food

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

Endogenous

Endogenous (HMDB: HMDB0001903)

Process

Not Available

Role

Biological role

Human metabolite (HMDB: HMDB0001903)
Vitamin (HMDB: HMDB0001903)
Metabolite (HMDB: HMDB0001903)
Calcium channel agonist (HMDB: HMDB0001903)

Molecular messenger

Hormone (HMDB: HMDB0001903)

Modulator

Immunomodulator (HMDB: HMDB0001903)
Calcium channel modulator (HMDB: HMDB0001903)

Industrial application

Bone density conservation agent (HMDB: HMDB0001903)
Antineoplastic agent (HMDB: HMDB0001903)
Nutraceutical (HMDB: HMDB0001903)
Antipsoriatic (HMDB: HMDB0001903)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	113 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0067 g/L	ALOGPS
logP	5.51	ALOGPS
logP	4.35	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	14.39	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	60.69 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	126.53 m³·mol⁻¹	ChemAxon
Polarizability	51.02 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	202.622	31661259
DarkChem	[M-H]-	196.778	31661259
AllCCS	[M+H]+	208.615	32859911
AllCCS	[M-H]-	206.875	32859911
DeepCCS	[M-2H]-	235.448	30932474
DeepCCS	[M+Na]+	209.638	30932474
AllCCS	[M+H]+	208.6	32859911
AllCCS	[M+H-H2O]+	206.5	32859911
AllCCS	[M+NH4]+	210.6	32859911
AllCCS	[M+Na]+	211.1	32859911
AllCCS	[M-H]-	206.9	32859911
AllCCS	[M+Na-2H]-	209.0	32859911
AllCCS	[M+HCOO]-	211.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Calcitriol	C[C@H](CCCC(C)(C)O)[C@@]1([H])CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)C[C@H](O)C1=C	3862.7	Standard polar	33892256
Calcitriol	C[C@H](CCCC(C)(C)O)[C@@]1([H])CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)C[C@H](O)C1=C	3335.7	Standard non polar	33892256
Calcitriol	C[C@H](CCCC(C)(C)O)[C@@]1([H])CC[C@@]2([H])\C(CCC[C@]12C)=C\C=C1\C[C@@H](O)C[C@H](O)C1=C	3536.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Calcitriol,1TMS,isomer #1	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)CCCC(C)(C)O[Si](C)(C)C)C[C@@H](O)C[C@@H]1O	3529.7	Semi standard non polar	33892256
Calcitriol,1TMS,isomer #2	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)CCCC(C)(C)O)C[C@@H](O[Si](C)(C)C)C[C@@H]1O	3374.1	Semi standard non polar	33892256
Calcitriol,1TMS,isomer #3	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)CCCC(C)(C)O)C[C@@H](O)C[C@@H]1O[Si](C)(C)C	3376.5	Semi standard non polar	33892256
Calcitriol,2TMS,isomer #1	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)CCCC(C)(C)O[Si](C)(C)C)C[C@@H](O[Si](C)(C)C)C[C@@H]1O	3485.3	Semi standard non polar	33892256
Calcitriol,2TMS,isomer #2	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)CCCC(C)(C)O[Si](C)(C)C)C[C@@H](O)C[C@@H]1O[Si](C)(C)C	3470.9	Semi standard non polar	33892256
Calcitriol,2TMS,isomer #3	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)CCCC(C)(C)O)C[C@@H](O[Si](C)(C)C)C[C@@H]1O[Si](C)(C)C	3296.4	Semi standard non polar	33892256
Calcitriol,3TMS,isomer #1	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)CCCC(C)(C)O[Si](C)(C)C)C[C@@H](O[Si](C)(C)C)C[C@@H]1O[Si](C)(C)C	3400.3	Semi standard non polar	33892256
Calcitriol,1TBDMS,isomer #1	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)CCCC(C)(C)O[Si](C)(C)C(C)(C)C)C[C@@H](O)C[C@@H]1O	3756.9	Semi standard non polar	33892256
Calcitriol,1TBDMS,isomer #2	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)CCCC(C)(C)O)C[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@H]1O	3584.0	Semi standard non polar	33892256
Calcitriol,1TBDMS,isomer #3	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)CCCC(C)(C)O)C[C@@H](O)C[C@@H]1O[Si](C)(C)C(C)(C)C	3573.8	Semi standard non polar	33892256
Calcitriol,2TBDMS,isomer #1	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)CCCC(C)(C)O[Si](C)(C)C(C)(C)C)C[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@H]1O	3934.9	Semi standard non polar	33892256
Calcitriol,2TBDMS,isomer #2	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)CCCC(C)(C)O[Si](C)(C)C(C)(C)C)C[C@@H](O)C[C@@H]1O[Si](C)(C)C(C)(C)C	3892.9	Semi standard non polar	33892256
Calcitriol,2TBDMS,isomer #3	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)CCCC(C)(C)O)C[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@H]1O[Si](C)(C)C(C)(C)C	3694.6	Semi standard non polar	33892256
Calcitriol,3TBDMS,isomer #1	C=C1/C(=C\C=C2/CCC[C@@]3(C)[C@H]2CC[C@@H]3[C@H](C)CCCC(C)(C)O[Si](C)(C)C(C)(C)C)C[C@@H](O[Si](C)(C)C(C)(C)C)C[C@@H]1O[Si](C)(C)C(C)(C)C	4050.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Calcitriol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0aba-2019200000-f91cfe8e2e00e1a8f6da	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Calcitriol GC-MS (3 TMS) - 70eV, Positive	splash10-014i-2200139000-8f9b07740968867d2e47	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Calcitriol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calcitriol 10V, Positive-QTOF	splash10-001j-0009100000-5d85e3fe2656c4f2c798	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calcitriol 20V, Positive-QTOF	splash10-001j-0239000000-16579742f7806ac7c580	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calcitriol 40V, Positive-QTOF	splash10-0080-3297000000-1ded6f55cc278e5facb8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calcitriol 10V, Negative-QTOF	splash10-014i-0006900000-58dff5fdfef8e2a6c7c9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calcitriol 20V, Negative-QTOF	splash10-00kb-0009300000-93004eb4d3b2dee27fe8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calcitriol 40V, Negative-QTOF	splash10-000t-1119000000-a3201818a6bc9ce6cac4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calcitriol 10V, Positive-QTOF	splash10-001j-0119000000-f58eb6212ebcce40560e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calcitriol 20V, Positive-QTOF	splash10-014r-4396100000-7177c9113a57f65c8c66	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calcitriol 40V, Positive-QTOF	splash10-01w1-1961000000-2ac1cc3761902eada6c4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calcitriol 10V, Negative-QTOF	splash10-014i-0000900000-67ea14fb7a26b9b2d929	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calcitriol 20V, Negative-QTOF	splash10-014i-0505900000-160a8d14ac12dfdfe86e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Calcitriol 40V, Negative-QTOF	splash10-02k9-0839500000-5c13b18b5994b1b65288	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane (predicted from logP)
Mitochondria

Biospecimen Locations

Blood
Feces

Tissue Locations

Adrenal Medulla
Bladder
Epidermis
Fibroblasts
Intestine
Kidney
Ovary
Pancreas
Placenta
Prostate
Skeletal Muscle
Spleen
Testis

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.000086 (0.000029-0.00016) uM	Adult (>18 years old)	Both	Normal	6892691	details
Blood	Detected and Quantified	0.000074 (0.000052-0.000096) uM	Adult (>18 years old)	Both	Normal	227368	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Newborn (0-30 days old)	Not Specified	Premature neonates	23210743	details

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00136

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021822

KNApSAcK ID

Not Available

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

17823

Food Biomarker Ontology

Not Available

VMH ID

1A25DHVITD3

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Chen, Yang-sheng; Zhai, Cui-yun; Ren, Li. Synthesis of calcitriol. Zhongguo Xinyao Zazhi (2005), 14(1), 69-72.

Material Safety Data Sheet (MSDS)

Not Available

General References

Mason RS, Lissner D, Grunstein HS, Posen S: A simplified assay for dihydroxylated vitamin D metabolites in human serum: application to hyper- and hypovitaminosis D. Clin Chem. 1980 Mar;26(3):444-50. [PubMed:6892691 ]
Shepard RM, Horst RL, Hamstra AJ, DeLuca HF: Determination of vitamin D and its metabolites in plasma from normal and anephric man. Biochem J. 1979 Jul 15;182(1):55-69. [PubMed:227368 ]
Mason RS, Frankel T, Chan YL, Lissner D, Posen S: Vitamin D conversion by sarcoid lymph node homogenate. Ann Intern Med. 1984 Jan;100(1):59-61. [PubMed:6546329 ]
Mallette LE: Case report: hypoparathyroidism with menses-associated hypocalcemia. Am J Med Sci. 1992 Jul;304(1):32-7. [PubMed:1642251 ]
Ott SM, Chesnut CH 3rd: Calcitriol treatment is not effective in postmenopausal osteoporosis. Ann Intern Med. 1989 Feb 15;110(4):267-74. [PubMed:2913914 ]
Bhan I, Shah A, Holmes J, Isakova T, Gutierrez O, Burnett SM, Juppner H, Wolf M: Post-transplant hypophosphatemia: Tertiary 'Hyper-Phosphatoninism'? Kidney Int. 2006 Oct;70(8):1486-94. Epub 2006 Aug 30. [PubMed:16941023 ]
Josephson MA, Schumm LP, Chiu MY, Marshall C, Thistlethwaite JR, Sprague SM: Calcium and calcitriol prophylaxis attenuates posttransplant bone loss. Transplantation. 2004 Oct 27;78(8):1233-6. [PubMed:15502727 ]
Gallagher JC, Goldgar D: Treatment of postmenopausal osteoporosis with high doses of synthetic calcitriol. A randomized controlled study. Ann Intern Med. 1990 Nov 1;113(9):649-55. [PubMed:2221645 ]
Lehmann B, Sauter W, Knuschke P, Dressler S, Meurer M: Demonstration of UVB-induced synthesis of 1 alpha,25-dihydroxyvitamin D3 (calcitriol) in human skin by microdialysis. Arch Dermatol Res. 2003 Apr;295(1):24-8. Epub 2003 Mar 11. [PubMed:12709817 ]
Moreno J, Krishnan AV, Swami S, Nonn L, Peehl DM, Feldman D: Regulation of prostaglandin metabolism by calcitriol attenuates growth stimulation in prostate cancer cells. Cancer Res. 2005 Sep 1;65(17):7917-25. [PubMed:16140963 ]
Kalkwarf HJ, Specker BL, Heubi JE, Vieira NE, Yergey AL: Intestinal calcium absorption of women during lactation and after weaning. Am J Clin Nutr. 1996 Apr;63(4):526-31. [PubMed:8599316 ]

Enzymes

Enzyme Details

1. 25-hydroxyvitamin D-1 alpha hydroxylase, mitochondrial

General function:: Involved in monooxygenase activity
Specific function:: Catalyzes the conversion of 25-hydroxyvitamin D3 (25(OH)D) to 1-alpha,25-dihydroxyvitamin D3 (1,25(OH)2D) plays an important role in normal bone growth, calcium metabolism, and tissue differentiation.
Gene Name:: CYP27B1
Uniprot ID:: O15528
Molecular weight:: 56503.475

Reactions

Calcidiol + NADPH + Oxygen → Calcitriol + NADP + Water	details
Calcidiol + Oxygen + NADPH + Hydrogen Ion → Calcitriol + NADP + Water	details

Enzyme Details

2. Vitamin D3 receptor

General function:: Involved in sequence-specific DNA binding transcription factor activity
Specific function:: Nuclear hormone receptor. Transcription factor that mediates the action of vitamin D3 by controlling the expression of hormone sensitive genes. Regulates transcription of hormone sensitive genes via its association with the WINAC complex, a chromatin-remodeling complex. Recruited to promoters via its interaction with the WINAC complex subunit BAZ1B/WSTF, which mediates the interaction with acetylated histones, an essential step for VDR-promoter association. Plays a central role in calcium homeostasis
Gene Name:: VDR
Uniprot ID:: P11473
Molecular weight:: 48288.6

Enzyme Details

3. 1,25-dihydroxyvitamin D(3) 24-hydroxylase, mitochondrial

General function:: Involved in monooxygenase activity
Specific function:: Has a role in maintaining calcium homeostasis. Catalyzes the NADPH-dependent 24-hydroxylation of calcidiol (25-hydroxyvitamin D(3)) and calcitriol (1-alpha,25-dihydroxyvitamin D(3)). The enzyme can perform up to 6 rounds of hydroxylation of calcitriol leading to calcitroic acid. It also shows 23-hydroxylating activity leading to 1-alpha,25-dihydroxyvitamin D(3)-26,23-lactone as end product.
Gene Name:: CYP24A1
Uniprot ID:: Q07973
Molecular weight:: 58874.695

Reactions

Calcitriol + NADPH + Oxygen → 24-Hydroxycalcitriol + NADP + Water	details
Calcitriol + NADPH + Hydrogen Ion + Oxygen → 24-Hydroxycalcitriol + NADP + Water	details

Showing metabocard for Calcitriol (HMDB0001903)

MOL for HMDB0001903 (Calcitriol)

3D MOL for HMDB0001903 (Calcitriol)

3D SDF for HMDB0001903 (Calcitriol)

3D-SDF for HMDB0001903 (Calcitriol)

PDB for HMDB0001903 (Calcitriol)

3D PDB for HMDB0001903 (Calcitriol)

SMILES for HMDB0001903 (Calcitriol)

INCHI for HMDB0001903 (Calcitriol)

Structure for HMDB0001903 (Calcitriol)

3D Structure for HMDB0001903 (Calcitriol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions