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Showing metabocard for S-Adenosylhomocysteine (HMDB0000939)

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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2021-09-14 15:41:38 UTC
HMDB IDHMDB0000939
Secondary Accession Numbers
  • HMDB00939
Metabolite Identification
Common NameS-Adenosylhomocysteine
DescriptionS-Adenosyl-L-homocysteine (SAH) is formed by the demethylation of S-adenosyl-L-methionine. S-Adenosylhomocysteine (AdoHcy or SAH) is also the immediate precursor of all of the homocysteine produced in the body. The reaction is catalyzed by S-adenosylhomocysteine hydrolase and is reversible with the equilibrium favoring formation of SAH. In vivo, the reaction is driven in the direction of homocysteine formation by the action of the enzyme adenosine deaminase which converts the second product of the S-adenosylhomocysteine hydrolase reaction, adenosine, to inosine. Except for methyl transfer from betaine and from methylcobalamin in the methionine synthase reaction, SAH is the product of all methylation reactions that involve S-adenosylmethionine (SAM) as the methyl donor. Methylation is significant in epigenetic regulation of protein expression via DNA and histone methylation. The inhibition of these SAM-mediated processes by SAH is a proven mechanism for metabolic alteration. Because the conversion of SAH to homocysteine is reversible, with the equilibrium favoring the formation of SAH, increases in plasma homocysteine are accompanied by an elevation of SAH in most cases. Disturbances in the transmethylation pathway indicated by abnormal SAH, SAM, or their ratio have been reported in many neurodegenerative diseases, such as dementia, depression, and Parkinson's disease (PMID:18065573 , 17892439 ). Therefore, when present in sufficiently high levels, S-adenosylhomocysteine can act as an immunotoxin and a metabotoxin. An immunotoxin disrupts, limits the function, or destroys immune cells. A metabotoxin is an endogenous metabolite that causes adverse health effects at chronically high levels. Chronically high levels of S-adenosylhomocysteine are associated with S-adenosylhomocysteine (SAH) hydrolase deficiency and adenosine deaminase deficiency. S-Adenosylhomocysteine forms when there are elevated levels of homocysteine and adenosine. S-Adenosyl-L-homocysteine is a potent inhibitor of S-adenosyl-L-methionine-dependent methylation reactions. It is toxic to immature lymphocytes and can lead to immunosuppression (PMID:221926 ).
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0000939 (S-Adenosylhomocysteine)

  Mrv1652308122017322D          

 26 28  0  0  0  0            999 V2000
 9998.3952 9998.0327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.1833 9998.0244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.6909 9999.8850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.4069 9999.4715    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
10002.1209 9999.8850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.8348 9999.4715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.5487 9999.8850    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10004.2647 9999.4715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.9807 9999.8850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.2647 9998.6467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.548710000.7095    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3068 9999.9658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.8943 9998.6962    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.7193 9998.6962    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.9742 9999.4808    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9995.8129 9999.9953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.5580 9999.2108    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9996.1101 9998.5976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.9171 9998.7691    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1720 9999.5537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.619910000.1669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.9257 9999.8892    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.839510000.7097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.032610000.8812    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9998.6401 9999.4766    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9995.260910000.6084    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 11  1  6  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 13  1  1  1  0  0  0
 14  2  1  1  0  0  0
 13 14  1  0  0  0  0
 15  3  1  6  0  0  0
 14 15  1  0  0  0  0
 12 15  1  0  0  0  0
 20 21  2  0  0  0  0
 21 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 23 24  2  0  0  0  0
 21 24  1  0  0  0  0
 22 23  1  0  0  0  0
 20 22  1  0  0  0  0
 16 26  1  0  0  0  0
 12 25  1  0  0  0  0
 25 13  1  0  0  0  0
 25 22  1  6  0  0  0
M  END
Download

3D MOL for HMDB0000939 (S-Adenosylhomocysteine)

HMDB0000939
     RDKit          3D
S-Adenosylhomocysteine
 46 48  0  0  0  0  0  0  0  0999 V2000
   -7.0463   -0.5530   -1.4050 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7102   -0.8645   -1.1011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1681   -2.0803   -1.1956 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8855   -2.3544   -0.9002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0539   -1.3625   -0.4753 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5665   -0.1307   -0.3697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8840    0.1618   -0.6710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0856    1.4691   -0.4658 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9162    1.9998   -0.0411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9957    1.0054    0.0123 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6358    1.2375    0.4296 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7839    0.2225    0.0319 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3404    0.2805    0.8090 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8122   -1.1028    1.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3019   -0.9095    2.2767 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.6193   -0.2787    1.2305 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0467   -1.2716    0.1606 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1536   -0.6163   -0.6396 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6459    0.5941   -1.2345 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7495   -1.5202   -1.6229 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2426   -2.6145   -1.2760 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7720   -1.1680   -2.9577 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0188    1.0995    2.0364 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5324    2.3685    1.8645 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4887    1.1882    1.9360 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9844    2.3386    2.5413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7960   -0.7488   -0.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2804   -0.1254   -2.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5390   -3.3749   -1.0095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7656    3.0488    0.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2214    2.1871    0.0810 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1418    0.7673    0.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0101   -1.7539    0.3834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0474   -1.5776    1.9118 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5468   -0.0415    1.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3271    0.6557    0.7161 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1661   -1.4955   -0.4732 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4300   -2.2114    0.6063 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9376   -0.3202    0.1037 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4466    1.2282   -1.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0492    0.3845   -2.0806 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6032   -0.2220   -3.2729 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3501    0.6128    2.9705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1083    3.0609    1.6391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9725    0.2680    2.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4030    2.5194    3.3233 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 20 22  1  0
 13 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
  7  2  1  0
 25 11  1  0
 10  6  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  9 30  1  0
 11 31  1  6
 13 32  1  6
 14 33  1  0
 14 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 18 39  1  1
 19 40  1  0
 19 41  1  0
 22 42  1  0
 23 43  1  1
 24 44  1  0
 25 45  1  1
 26 46  1  0
M  END
Download

3D SDF for HMDB0000939 (S-Adenosylhomocysteine)

  Mrv1652308122017322D          

 26 28  0  0  0  0            999 V2000
 9998.3952 9998.0327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.1833 9998.0244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.6909 9999.8850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.4069 9999.4715    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
10002.1209 9999.8850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.8348 9999.4715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.5487 9999.8850    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10004.2647 9999.4715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.9807 9999.8850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.2647 9998.6467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.548710000.7095    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3068 9999.9658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.8943 9998.6962    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9999.7193 9998.6962    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9999.9742 9999.4808    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9995.8129 9999.9953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.5580 9999.2108    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9996.1101 9998.5976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.9171 9998.7691    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1720 9999.5537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.619910000.1669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.9257 9999.8892    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.839510000.7097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.032610000.8812    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9998.6401 9999.4766    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9995.260910000.6084    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 11  1  6  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 13  1  1  1  0  0  0
 14  2  1  1  0  0  0
 13 14  1  0  0  0  0
 15  3  1  6  0  0  0
 14 15  1  0  0  0  0
 12 15  1  0  0  0  0
 20 21  2  0  0  0  0
 21 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 23 24  2  0  0  0  0
 21 24  1  0  0  0  0
 22 23  1  0  0  0  0
 20 22  1  0  0  0  0
 16 26  1  0  0  0  0
 12 25  1  0  0  0  0
 25 13  1  0  0  0  0
 25 22  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0000939

> <DATABASE_NAME>
hmdb

> <SMILES>
N[C@@H](CCSC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H20N6O5S/c15-6(14(23)24)1-2-26-3-7-9(21)10(22)13(25-7)20-5-19-8-11(16)17-4-18-12(8)20/h4-7,9-10,13,21-22H,1-3,15H2,(H,23,24)(H2,16,17,18)/t6-,7+,9+,10+,13+/m0/s1

> <INCHI_KEY>
ZJUKTBDSGOFHSH-WFMPWKQPSA-N

> <FORMULA>
C14H20N6O5S

> <MOLECULAR_WEIGHT>
384.411

> <EXACT_MASS>
384.12158847

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
38.405820699013795

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-4-({[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}sulfanyl)butanoic acid

> <ALOGPS_LOGP>
-2.37

> <JCHEM_LOGP>
-4.023439604751099

> <ALOGPS_LOGS>
-1.97

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.472280035523099

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8086867060766885

> <JCHEM_PKA_STRONGEST_BASIC>
9.501849806722712

> <JCHEM_POLAR_SURFACE_AREA>
182.63000000000005

> <JCHEM_REFRACTIVITY>
92.7235

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.08e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
S-adenosyl-L-homocysteine

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0000939 (S-Adenosylhomocysteine)

HMDB0000939
     RDKit          3D
S-Adenosylhomocysteine
 46 48  0  0  0  0  0  0  0  0999 V2000
   -7.0463   -0.5530   -1.4050 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7102   -0.8645   -1.1011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1681   -2.0803   -1.1956 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8855   -2.3544   -0.9002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0539   -1.3625   -0.4753 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5665   -0.1307   -0.3697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8840    0.1618   -0.6710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0856    1.4691   -0.4658 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9162    1.9998   -0.0411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9957    1.0054    0.0123 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6358    1.2375    0.4296 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7839    0.2225    0.0319 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3404    0.2805    0.8090 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8122   -1.1028    1.2584 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3019   -0.9095    2.2767 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.6193   -0.2787    1.2305 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0467   -1.2716    0.1606 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1536   -0.6163   -0.6396 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6459    0.5941   -1.2345 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7495   -1.5202   -1.6229 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2426   -2.6145   -1.2760 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7720   -1.1680   -2.9577 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0188    1.0995    2.0364 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5324    2.3685    1.8645 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4887    1.1882    1.9360 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9844    2.3386    2.5413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7960   -0.7488   -0.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2804   -0.1254   -2.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5390   -3.3749   -1.0095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7656    3.0488    0.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2214    2.1871    0.0810 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1418    0.7673    0.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0101   -1.7539    0.3834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0474   -1.5776    1.9118 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5468   -0.0415    1.8116 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3271    0.6557    0.7161 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1661   -1.4955   -0.4732 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4300   -2.2114    0.6063 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9376   -0.3202    0.1037 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4466    1.2282   -1.4874 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0492    0.3845   -2.0806 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6032   -0.2220   -3.2729 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3501    0.6128    2.9705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1083    3.0609    1.6391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9725    0.2680    2.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4030    2.5194    3.3233 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 20 22  1  0
 13 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
  7  2  1  0
 25 11  1  0
 10  6  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  9 30  1  0
 11 31  1  6
 13 32  1  6
 14 33  1  0
 14 34  1  0
 16 35  1  0
 16 36  1  0
 17 37  1  0
 17 38  1  0
 18 39  1  1
 19 40  1  0
 19 41  1  0
 22 42  1  0
 23 43  1  1
 24 44  1  0
 25 45  1  1
 26 46  1  0
M  END
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PDB for HMDB0000939 (S-Adenosylhomocysteine)

HEADER    PROTEIN                                 12-AUG-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-AUG-20         0                                  
HETATM    1  O   UNK     0    8663.6718662.994   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0    8667.0098662.979   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0    8667.9568666.452   0.000  0.00  0.00           C+0
HETATM    4  S   UNK     0    8669.2938665.680   0.000  0.00  0.00           S+0
HETATM    5  C   UNK     0    8670.6268666.452   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8671.9588665.680   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8673.2918666.452   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8674.6278665.680   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0    8675.9648666.452   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0    8674.6278664.141   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0    8673.2918667.991   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0    8665.3738666.603   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0    8664.6038664.233   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8666.1438664.233   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8666.6198665.697   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8658.8518666.658   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0    8658.3758665.193   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0    8659.4068664.049   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0    8660.9128664.369   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0    8661.3888665.834   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8660.3578666.978   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0    8662.7958666.460   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0    8662.6348667.991   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0    8661.1288668.312   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0    8664.1288665.690   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0    8657.8208667.802   0.000  0.00  0.00           N+0
CONECT    1   13                                                            
CONECT    2   14                                                            
CONECT    3    4   15                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    7                                                            
CONECT   12   15   25                                                       
CONECT   13    1   14   25                                                  
CONECT   14    2   13   15                                                  
CONECT   15    3   14   12                                                  
CONECT   16   21   17   26                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   21   19   22                                                  
CONECT   21   20   16   24                                                  
CONECT   22   23   20   25                                                  
CONECT   23   24   22                                                       
CONECT   24   23   21                                                       
CONECT   25   12   13   22                                                  
CONECT   26   16                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END
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3D PDB for HMDB0000939 (S-Adenosylhomocysteine)

COMPND    HMDB0000939
HETATM    1  N1  UNL     1      -7.046  -0.553  -1.405  1.00  0.00           N  
HETATM    2  C1  UNL     1      -5.710  -0.864  -1.101  1.00  0.00           C  
HETATM    3  N2  UNL     1      -5.168  -2.080  -1.196  1.00  0.00           N  
HETATM    4  C2  UNL     1      -3.886  -2.354  -0.900  1.00  0.00           C  
HETATM    5  N3  UNL     1      -3.054  -1.362  -0.475  1.00  0.00           N  
HETATM    6  C3  UNL     1      -3.566  -0.131  -0.370  1.00  0.00           C  
HETATM    7  C4  UNL     1      -4.884   0.162  -0.671  1.00  0.00           C  
HETATM    8  N4  UNL     1      -5.086   1.469  -0.466  1.00  0.00           N  
HETATM    9  C5  UNL     1      -3.916   2.000  -0.041  1.00  0.00           C  
HETATM   10  N5  UNL     1      -2.996   1.005   0.012  1.00  0.00           N  
HETATM   11  C6  UNL     1      -1.636   1.237   0.430  1.00  0.00           C  
HETATM   12  O1  UNL     1      -0.784   0.223   0.032  1.00  0.00           O  
HETATM   13  C7  UNL     1       0.340   0.281   0.809  1.00  0.00           C  
HETATM   14  C8  UNL     1       0.812  -1.103   1.258  1.00  0.00           C  
HETATM   15  S1  UNL     1       2.302  -0.910   2.277  1.00  0.00           S  
HETATM   16  C9  UNL     1       3.619  -0.279   1.230  1.00  0.00           C  
HETATM   17  C10 UNL     1       4.047  -1.272   0.161  1.00  0.00           C  
HETATM   18  C11 UNL     1       5.154  -0.616  -0.640  1.00  0.00           C  
HETATM   19  N6  UNL     1       4.646   0.594  -1.234  1.00  0.00           N  
HETATM   20  C12 UNL     1       5.750  -1.520  -1.623  1.00  0.00           C  
HETATM   21  O2  UNL     1       6.243  -2.615  -1.276  1.00  0.00           O  
HETATM   22  O3  UNL     1       5.772  -1.168  -2.958  1.00  0.00           O  
HETATM   23  C13 UNL     1       0.019   1.100   2.036  1.00  0.00           C  
HETATM   24  O4  UNL     1       0.532   2.368   1.865  1.00  0.00           O  
HETATM   25  C14 UNL     1      -1.489   1.188   1.936  1.00  0.00           C  
HETATM   26  O5  UNL     1      -1.984   2.339   2.541  1.00  0.00           O  
HETATM   27  H1  UNL     1      -7.796  -0.749  -0.724  1.00  0.00           H  
HETATM   28  H2  UNL     1      -7.280  -0.125  -2.316  1.00  0.00           H  
HETATM   29  H3  UNL     1      -3.539  -3.375  -1.009  1.00  0.00           H  
HETATM   30  H4  UNL     1      -3.766   3.049   0.209  1.00  0.00           H  
HETATM   31  H5  UNL     1      -1.221   2.187   0.081  1.00  0.00           H  
HETATM   32  H6  UNL     1       1.142   0.767   0.237  1.00  0.00           H  
HETATM   33  H7  UNL     1       1.010  -1.754   0.383  1.00  0.00           H  
HETATM   34  H8  UNL     1       0.047  -1.578   1.912  1.00  0.00           H  
HETATM   35  H9  UNL     1       4.547  -0.042   1.812  1.00  0.00           H  
HETATM   36  H10 UNL     1       3.327   0.656   0.716  1.00  0.00           H  
HETATM   37  H11 UNL     1       3.166  -1.495  -0.473  1.00  0.00           H  
HETATM   38  H12 UNL     1       4.430  -2.211   0.606  1.00  0.00           H  
HETATM   39  H13 UNL     1       5.938  -0.320   0.104  1.00  0.00           H  
HETATM   40  H14 UNL     1       5.447   1.228  -1.487  1.00  0.00           H  
HETATM   41  H15 UNL     1       4.049   0.384  -2.081  1.00  0.00           H  
HETATM   42  H16 UNL     1       5.603  -0.222  -3.273  1.00  0.00           H  
HETATM   43  H17 UNL     1       0.350   0.613   2.971  1.00  0.00           H  
HETATM   44  H18 UNL     1      -0.108   3.061   1.639  1.00  0.00           H  
HETATM   45  H19 UNL     1      -1.972   0.268   2.329  1.00  0.00           H  
HETATM   46  H20 UNL     1      -1.403   2.519   3.323  1.00  0.00           H  
CONECT    1    2   27   28
CONECT    2    3    3    7
CONECT    3    4
CONECT    4    5    5   29
CONECT    5    6
CONECT    6    7    7   10
CONECT    7    8
CONECT    8    9    9
CONECT    9   10   30
CONECT   10   11
CONECT   11   12   25   31
CONECT   12   13
CONECT   13   14   23   32
CONECT   14   15   33   34
CONECT   15   16
CONECT   16   17   35   36
CONECT   17   18   37   38
CONECT   18   19   20   39
CONECT   19   40   41
CONECT   20   21   21   22
CONECT   22   42
CONECT   23   24   25   43
CONECT   24   44
CONECT   25   26   45
CONECT   26   46
END
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SMILES for HMDB0000939 (S-Adenosylhomocysteine)

N[C@@H](CCSC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N)C(O)=O
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INCHI for HMDB0000939 (S-Adenosylhomocysteine)

InChI=1S/C14H20N6O5S/c15-6(14(23)24)1-2-26-3-7-9(21)10(22)13(25-7)20-5-19-8-11(16)17-4-18-12(8)20/h4-7,9-10,13,21-22H,1-3,15H2,(H,23,24)(H2,16,17,18)/t6-,7+,9+,10+,13+/m0/s1
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
Chemical FormulaC14H20N6O5S
Average Molecular Weight384.411
Monoisotopic Molecular Weight384.12158847
IUPAC Name(2S)-2-amino-4-({[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}sulfanyl)butanoic acid
Traditional NameS-adenosyl-L-homocysteine
CAS Registry Number979-92-0
SMILES
N[C@@H](CCSC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N)C(O)=O
InChI Identifier
InChI=1S/C14H20N6O5S/c15-6(14(23)24)1-2-26-3-7-9(21)10(22)13(25-7)20-5-19-8-11(16)17-4-18-12(8)20/h4-7,9-10,13,21-22H,1-3,15H2,(H,23,24)(H2,16,17,18)/t6-,7+,9+,10+,13+/m0/s1
InChI KeyZJUKTBDSGOFHSH-WFMPWKQPSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassLactones
Sub ClassGamma butyrolactones
Direct ParentGamma butyrolactones
Alternative Parents
Substituents
  • Gamma butyrolactone
  • Tetrahydrofuran
  • Secondary alcohol
  • Carboxylic acid ester
  • 1,2-diol
  • Oxacycle
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
Process
Naturally occurring process
Role
Biological roleIndustrial application
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point209 - 211 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-Not Available185.6http://allccs.zhulab.cn/database/detail?ID=AllCCS00000158
[M+H]+Not Available183.1http://allccs.zhulab.cn/database/detail?ID=AllCCS00000158
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Mitochondria
  • Nucleus
  • Endoplasmic reticulum
Biospecimen Locations
  • Blood
  • Cerebrospinal Fluid (CSF)
  • Feces
  • Urine
Tissue Locations
  • Kidney
  • Liver
  • Neuron
  • Placenta
  • Prostate
Pathways
Normal Concentrations
Abnormal Concentrations
Associated Disorders and Diseases
Disease References
Parkinson's disease
  1. Cheng H, Gomes-Trolin C, Aquilonius SM, Steinberg A, Lofberg C, Ekblom J, Oreland L: Levels of L-methionine S-adenosyltransferase activity in erythrocytes and concentrations of S-adenosylmethionine and S-adenosylhomocysteine in whole blood of patients with Parkinson's disease. Exp Neurol. 1997 Jun;145(2 Pt 1):580-5. [PubMed:9217094 ]
Neurodegenerative disease
  1. Obeid R, Kostopoulos P, Knapp JP, Kasoha M, Becker G, Fassbender K, Herrmann W: Biomarkers of folate and vitamin B12 are related in blood and cerebrospinal fluid. Clin Chem. 2007 Feb;53(2):326-33. Epub 2007 Jan 2. [PubMed:17200133 ]
Alzheimer's disease
  1. Linnebank M, Popp J, Smulders Y, Smith D, Semmler A, Farkas M, Kulic L, Cvetanovska G, Blom H, Stoffel-Wagner B, Kolsch H, Weller M, Jessen F: S-adenosylmethionine is decreased in the cerebrospinal fluid of patients with Alzheimer's disease. Neurodegener Dis. 2010;7(6):373-8. doi: 10.1159/000309657. Epub 2010 Jun 3. [PubMed:20523031 ]
Adenosine kinase deficiency
  1. Bjursell MK, Blom HJ, Cayuela JA, Engvall ML, Lesko N, Balasubramaniam S, Brandberg G, Halldin M, Falkenberg M, Jakobs C, Smith D, Struys E, von Dobeln U, Gustafsson CM, Lundeberg J, Wedell A: Adenosine kinase deficiency disrupts the methionine cycle and causes hypermethioninemia, encephalopathy, and abnormal liver function. Am J Hum Genet. 2011 Oct 7;89(4):507-15. doi: 10.1016/j.ajhg.2011.09.004. Epub 2011 Sep 28. [PubMed:21963049 ]
Eosinophilic esophagitis
  1. Slae, M., Huynh, H., Wishart, D.S. (2014). Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work). NA.
Associated OMIM IDs
DrugBank IDDB01752
Phenol Explorer Compound IDNot Available
FooDB IDFDB031150
KNApSAcK IDC00007230
Chemspider ID388301
KEGG Compound IDC00021
BioCyc IDADENOSYL-HOMO-CYS
BiGG ID33543
Wikipedia LinkS-Adenosyl-L-homocysteine
METLIN ID296
PubChem Compound439155
PDB IDNot Available
ChEBI ID16680
Food Biomarker OntologyNot Available
VMH IDAHCYS
MarkerDB IDMDB00000286
Good Scents IDNot Available
References
Synthesis ReferenceHoly, Antonin; Rosenberg, Ivan. Studies on S-adenosyl-L-homocysteine hydrolase. Part XV. An improved synthesis of S-adenosyl-L-homocysteine and related compounds. Collection of Czechoslovak Chemical Communications (1985), 50(7), 1514-18.
Material Safety Data Sheet (MSDS)Not Available
General References

Only showing the first 10 proteins. There are 94 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details
1. Phosphatidylethanolamine N-methyltransferase
General function:
Involved in N-methyltransferase activity
Specific function:
Catalyzes three sequential methylation reactions of phosphatidylethanolamine (PE) by AdoMet, thereby producing phosphatidylcholine (PC).
Gene Name:
PEMT
Uniprot ID:
Q9UBM1
Molecular weight:
23697.395
Reactions
S-Adenosylmethionine + phosphatidyl-N-methylethanolamine → S-Adenosylhomocysteine + phosphatidyl-N-dimethylethanolaminedetails
S-Adenosylmethionine + phosphatidyl-N-dimethylethanolamine → S-Adenosylhomocysteine + phosphatidylcholinedetails
S-Adenosylmethionine + Phosphatidylethanolamine → S-Adenosylhomocysteine + phosphatidyl-N-methylethanolaminedetails
S-Adenosylmethionine + Phosphatidyl-N-dimethylethanolamine → S-Adenosylhomocysteine + Phosphatidylcholinedetails
S-Adenosylmethionine + Phosphatidylethanolamine → S-Adenosylhomocysteine + Phosphatidyl-N-methylethanolaminedetails
Enzyme Details
2. Acetylserotonin O-methyltransferase
General function:
Involved in O-methyltransferase activity
Specific function:
Isoform 1 catalyzes the transfer of a methyl group onto N-acetylserotonin, producing melatonin (N-acetyl-5-methoxytryptamine). Isoform 2 and isoform 3 lack enzyme activity.
Gene Name:
ASMT
Uniprot ID:
P46597
Molecular weight:
41660.34
Reactions
S-Adenosylmethionine + N-Acetylserotonin → S-Adenosylhomocysteine + Melatonindetails
S-Adenosylmethionine + 5-Hydroxyindoleacetic acid → S-Adenosylhomocysteine + 5-Methoxyindoleacetatedetails
Enzyme Details
3. Catechol O-methyltransferase
General function:
Involved in magnesium ion binding
Specific function:
Catalyzes the O-methylation, and thereby the inactivation, of catecholamine neurotransmitters and catechol hormones. Also shortens the biological half-lives of certain neuroactive drugs, like L-DOPA, alpha-methyl DOPA and isoproterenol.
Gene Name:
COMT
Uniprot ID:
P21964
Molecular weight:
30036.77
Reactions
S-Adenosylmethionine + a catechol → S-Adenosylhomocysteine + a guaiacoldetails
S-Adenosylmethionine + Norepinephrine → S-Adenosylhomocysteine + Normetanephrinedetails
S-Adenosylmethionine + Epinephrine → S-Adenosylhomocysteine + Metanephrinedetails
S-Adenosylmethionine + 3,4-Dihydroxybenzeneacetic acid → S-Adenosylhomocysteine + Homovanillic aciddetails
S-Adenosylmethionine + Dopamine → S-Adenosylhomocysteine + 3-Methoxytyraminedetails
2-Hydroxyestrone + S-Adenosylmethionine → 2-Methoxyestrone + S-Adenosylhomocysteinedetails
2-Hydroxyestradiol + S-Adenosylmethionine → 2-Methoxyestradiol + S-Adenosylhomocysteinedetails
S-Adenosylmethionine + 3,4-Dihydroxyphenylglycol → S-Adenosylhomocysteine + Vanylglycoldetails
S-Adenosylmethionine + 3,4-Dihydroxymandelic acid → S-Adenosylhomocysteine + Vanillylmandelic aciddetails
Enzyme Details
4. Histone-lysine N-methyltransferase, H3 lysine-79 specific
General function:
Involved in DNA binding
Specific function:
Histone methyltransferase. Methylates 'Lys-79' of histone H3. Nucleosomes are preferred as substrate compared to free histones. Binds to DNA.
Gene Name:
DOT1L
Uniprot ID:
Q8TEK3
Molecular weight:
164854.41
Reactions
S-Adenosylmethionine + L-lysine-[histone] → S-Adenosylhomocysteine + N(6)-methyl-L-lysine-[histone]details
Protein lysine + S-Adenosylmethionine → Protein N6-methyl-L-lysine + S-Adenosylhomocysteinedetails
S-Adenosylmethionine + Protein N6-methyl-L-lysine → S-Adenosylhomocysteine + Protein N6,N6-dimethyl-L-lysinedetails
S-Adenosylmethionine + Protein N6,N6-dimethyl-L-lysine → S-Adenosylhomocysteine + Protein N6,N6,N6-trimethyl-L-lysinedetails
Enzyme Details
5. Glycine N-methyltransferase
General function:
Involved in folic acid binding
Specific function:
Catalyzes the methylation of glycine by using S-adenosylmethionine (AdoMet) to form N-methylglycine (sarcosine) with the concomitant production of S-adenosylhomocysteine (AdoHcy). Possible crucial role in the regulation of tissue concentration of AdoMet and of metabolism of methionine.
Gene Name:
GNMT
Uniprot ID:
Q14749
Molecular weight:
32742.0
Reactions
S-Adenosylmethionine + Glycine → S-Adenosylhomocysteine + Sarcosinedetails
Enzyme Details
6. Histone-lysine N-methyltransferase SETD7
General function:
Involved in histone-lysine N-methyltransferase activity
Specific function:
Histone methyltransferase that specifically monomethylates 'Lys-4' of histone H3. H3 'Lys-4' methylation represents a specific tag for epigenetic transcriptional activation. Plays a central role in the transcriptional activation of genes such as collagenase or insulin. Recruited by IPF1/PDX-1 to the insulin promoter, leading to activate transcription. Has also methyltransferase activity toward non-histone proteins such as p53/TP53, TAF10, and possibly TAF7 by recognizing and binding the [KR]-[STA]-K in substrate proteins. Monomethylates 'Lys-189' of TAF10, leading to increase the affinity of TAF10 for RNA polymerase II. Monomethylates 'Lys-372' of p53/TP53, stabilizing p53/TP53 and increasing p53/TP53-mediated transcriptional activation.
Gene Name:
SETD7
Uniprot ID:
Q8WTS6
Molecular weight:
40720.595
Reactions
S-Adenosylmethionine + L-lysine-[histone] → S-Adenosylhomocysteine + N(6)-methyl-L-lysine-[histone]details
Protein lysine + S-Adenosylmethionine → Protein N6-methyl-L-lysine + S-Adenosylhomocysteinedetails
S-Adenosylmethionine + Protein N6-methyl-L-lysine → S-Adenosylhomocysteine + Protein N6,N6-dimethyl-L-lysinedetails
S-Adenosylmethionine + Protein N6,N6-dimethyl-L-lysine → S-Adenosylhomocysteine + Protein N6,N6,N6-trimethyl-L-lysinedetails
Enzyme Details
7. Phenylethanolamine N-methyltransferase
General function:
Involved in methyltransferase activity
Specific function:
Converts noradrenaline to adrenaline.
Gene Name:
PNMT
Uniprot ID:
P11086
Molecular weight:
30854.745
Reactions
S-Adenosylmethionine + 2-Hydroxyphenethylamine → S-Adenosylhomocysteine + N-Methylphenylethanolaminedetails
S-Adenosylmethionine + Norepinephrine → S-Adenosylhomocysteine + Epinephrinedetails
Enzyme Details
8. Diphthine synthase
General function:
Involved in methyltransferase activity
Specific function:
S-adenosyl-L-methionine-dependent methyltransferase that catalyzes the trimethylation of the amino group of the modified target histidine residue in translation elongation factor 2 (EF-2), to form an intermediate called diphthine. The three successive methylation reactions represent the second step of diphthamide biosynthesis (By similarity).
Gene Name:
DPH5
Uniprot ID:
Q9H2P9
Molecular weight:
31651.17
Reactions
S-Adenosylmethionine + 2-(3-Carboxy-3-aminopropyl)-L-histidine → S-Adenosylhomocysteine + 2-(3-carboxy-3-(trimethylammonio)propyl)-L-histidinedetails
Enzyme Details
9. Arsenite methyltransferase
General function:
Involved in methyltransferase activity
Specific function:
Catalyzes the transfer of a methyl group from AdoMet to trivalent arsenicals producing methylated and dimethylated arsenicals. It methylates arsenite to form methylarsonate, Me-AsO(3)H(2), which is reduced by methylarsonate reductase to methylarsonite, Me-As(OH)2. Methylarsonite is also a substrate and it is converted into the much less toxic compound dimethylarsinate (cacodylate), Me(2)As(O)-OH (By similarity).
Gene Name:
AS3MT
Uniprot ID:
Q9HBK9
Molecular weight:
41747.49
Reactions
S-Adenosylmethionine + Arsenite → S-Adenosylhomocysteine + Methylarsonatedetails
S-Adenosylmethionine + Methylarsonite → S-Adenosylhomocysteine + Dimethylarsinic aciddetails
Enzyme Details
10. Mitochondrial tRNA-specific 2-thiouridylase 1
General function:
Involved in transferase activity
Specific function:
Catalyzes the 2-thiolation of uridine at the wobble position (U34) of mitochondrial tRNA(Lys), tRNA(Glu) and tRNA(Gln). Required for the formation of 5-taurinomethyl-2- thiouridine (tm5s2U) of mitochondrial tRNA(Lys), tRNA(Glu), and tRNA(Gln) at the wobble position. ATP is required to activate the C2 atom of the wobble base
Gene Name:
TRMU
Uniprot ID:
O75648
Molecular weight:
47744.3

Only showing the first 10 proteins. There are 94 proteins in total.

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