MiMeDB: Showing metabocard for S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid (MMDBc0054658)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2022-06-05 23:23:02 UTC

Update Date

2025-10-07 16:08:37 UTC

Metabolite ID

MMDBc0054658

Metabolite Identification

Common Name

S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid

Description

S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid is a metabolite belonging to the class of S-adenosyl compounds. There is limited literature available on this metabolite, indicating that further research may be necessary to fully understand its biological significance and potential applications.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241222532D          

 27 29  0  0  1  0            999 V2000
   -3.7027    0.5457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7027    1.3707    0.0000 S   0  3  0  0  0  0  0  0  0  0  0  0
   -4.4172    1.7832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1317    1.3707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8461    1.7832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8461    2.6082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5606    1.3707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2751    1.7832    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -6.5606    0.5457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9883    1.7832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2738    1.3707    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5201    1.7062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9681    1.0931    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3806    0.3787    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0450   -0.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1876    0.5502    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8007   -0.0019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1476    1.1794    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4044    0.5663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1581    0.9018    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0719    1.7223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2649    1.8938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0100    2.6785    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5620    3.2915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3690    3.1200    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6239    2.3354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4309    2.1639    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  2 10  1  0  0  0  0
 11 10  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  6  0  0  0
 13 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 18 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  CHG  2   2   1   8  -1
M  END


  Mrv0541 02241222532D          

 27 29  0  0  1  0            999 V2000
   -3.7027    0.5457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7027    1.3707    0.0000 S   0  3  0  0  0  0  0  0  0  0  0  0
   -4.4172    1.7832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1317    1.3707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8461    1.7832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8461    2.6082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5606    1.3707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2751    1.7832    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -6.5606    0.5457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9883    1.7832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2738    1.3707    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5201    1.7062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9681    1.0931    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3806    0.3787    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0450   -0.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1876    0.5502    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8007   -0.0019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1476    1.1794    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4044    0.5663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1581    0.9018    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0719    1.7223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2649    1.8938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0100    2.6785    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5620    3.2915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3690    3.1200    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6239    2.3354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4309    2.1639    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  2 10  1  0  0  0  0
 11 10  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  6  0  0  0
 13 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 18 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  CHG  2   2   1   8  -1
M  END
> <DATABASE_ID>
MMDBc0054658

> <DATABASE_NAME>
MIME

> <SMILES>
C[S+](CCC(=O)C([O-])=O)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N

> <INCHI_IDENTIFIER>
InChI=1S/C15H19N5O6S/c1-27(3-2-7(21)15(24)25)4-8-10(22)11(23)14(26-8)20-6-19-9-12(16)17-5-18-13(9)20/h5-6,8,10-11,14,22-23H,2-4H2,1H3,(H2-,16,17,18,24,25)/t8-,10-,11-,14-,27?/m1/s1

> <INCHI_KEY>
UOKVQQMBGVMXPU-CJPDYEHRSA-N

> <FORMULA>
C15H19N5O6S

> <MOLECULAR_WEIGHT>
397.406

> <EXACT_MASS>
397.105604055

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
38.08153550341487

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
0.16

> <JCHEM_LOGP>
-3.6261623286390976

> <ALOGPS_LOGS>
-2.53

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.44385672367303

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.749548360954184

> <JCHEM_PKA_STRONGEST_BASIC>
4.990943331277994

> <JCHEM_POLAR_SURFACE_AREA>
176.51000000000002

> <JCHEM_REFRACTIVITY>
104.5569

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.33e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-({[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(methyl)sulfaniumyl)-2-oxobutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -6.912   1.019   0.000  0.00  0.00           C+0
HETATM    2  S   UNK     0      -6.912   2.559   0.000  0.00  0.00           S+1
HETATM    3  C   UNK     0      -8.245   3.329   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.579   2.559   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -10.913   3.329   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0     -10.913   4.869   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0     -12.246   2.559   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0     -13.580   3.329   0.000  0.00  0.00           O-1
HETATM    9  O   UNK     0     -12.246   1.019   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -5.578   3.329   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.244   2.559   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -2.838   3.185   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -1.807   2.040   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.577   0.707   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.951  -0.700   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -4.084   1.027   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -5.228  -0.004   0.000  0.00  0.00           O+0
HETATM   18  N   UNK     0      -0.276   2.202   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       0.755   1.057   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       2.162   1.683   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       2.001   3.215   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.494   3.535   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       0.019   5.000   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0       1.049   6.144   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0       2.555   5.824   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0       3.031   4.359   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0       4.538   4.039   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    2   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   11   17                                                  
CONECT   17   16                                                            
CONECT   18   13   19   22                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   26                                                  
CONECT   22   21   18   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   21   27                                                  
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

Synonyms

Value	Source
4-[(5'-Adenosyl)(methyl)sulfonio]-2-oxobutanoate	ChEBI
4-[(5'-Deoxyadenosin-5'-yl)(methyl)sulfonio]-2-oxobutanoate	ChEBI
4-[{[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl}(methyl)sulfonio]-2-oxobutanoate	ChEBI
[1-(Adenin-9-yl)-1,5-dideoxy-beta-D-ribofuranos-5-yl][(3S)-3-carboxylato-3-oxopropyl](methyl)sulfonium	ChEBI
S-Adenosyl-4-methylsulfanyl-2-oxobutanoate	ChEBI
4-[(5'-Adenosyl)(methyl)sulfonio]-2-oxobutanoic acid	Generator
4-[(5'-Adenosyl)(methyl)sulphonio]-2-oxobutanoate	Generator
4-[(5'-Adenosyl)(methyl)sulphonio]-2-oxobutanoic acid	Generator
4-[(5'-Deoxyadenosin-5'-yl)(methyl)sulfonio]-2-oxobutanoic acid	Generator
4-[(5'-Deoxyadenosin-5'-yl)(methyl)sulphonio]-2-oxobutanoate	Generator
4-[(5'-Deoxyadenosin-5'-yl)(methyl)sulphonio]-2-oxobutanoic acid	Generator
4-[{[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl}(methyl)sulfonio]-2-oxobutanoic acid	Generator
4-[{[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl}(methyl)sulphonio]-2-oxobutanoate	Generator
4-[{[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl}(methyl)sulphonio]-2-oxobutanoic acid	Generator
[1-(Adenin-9-yl)-1,5-dideoxy-b-D-ribofuranos-5-yl][(3S)-3-carboxylato-3-oxopropyl](methyl)sulfonium	Generator
[1-(Adenin-9-yl)-1,5-dideoxy-b-D-ribofuranos-5-yl][(3S)-3-carboxylato-3-oxopropyl](methyl)sulphonium	Generator
[1-(Adenin-9-yl)-1,5-dideoxy-beta-D-ribofuranos-5-yl][(3S)-3-carboxylato-3-oxopropyl](methyl)sulphonium	Generator
[1-(Adenin-9-yl)-1,5-dideoxy-β-D-ribofuranos-5-yl][(3S)-3-carboxylato-3-oxopropyl](methyl)sulfonium	Generator
[1-(Adenin-9-yl)-1,5-dideoxy-β-D-ribofuranos-5-yl][(3S)-3-carboxylato-3-oxopropyl](methyl)sulphonium	Generator
S-Adenosyl-4-methylsulfanyl-2-oxobutanoic acid	Generator
S-Adenosyl-4-methylsulphanyl-2-oxobutanoate	Generator
S-Adenosyl-4-methylsulphanyl-2-oxobutanoic acid	Generator
S-Adenosyl-4-methylthio-2-oxobutanoic acid	Generator

Molecular Formula

C₁₅H₁₉N₅O₆S

Average Mass

397.406

Monoisotopic Mass

397.105604055

IUPAC Name

4-({[(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(methyl)sulfaniumyl)-2-oxobutanoate

Traditional Name

4-({[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(methyl)sulfaniumyl)-2-oxobutanoate

CAS Registry Number

Not Available

SMILES

C[S+](CCC(=O)C([O-])=O)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N

InChI Identifier

InChI=1S/C15H19N5O6S/c1-27(3-2-7(21)15(24)25)4-8-10(22)11(23)14(26-8)20-6-19-9-12(16)17-5-18-13(9)20/h5-6,8,10-11,14,22-23H,2-4H2,1H3,(H2-,16,17,18,24,25)/t8-,10-,11-,14-,27?/m1/s1

InChI Key

UOKVQQMBGVMXPU-CJPDYEHRSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 5'-deoxy-5'-thionucleosides. These are 5'-deoxyribonucleosides in which the ribose is thio-substituted at the 5'position by a S-alkyl group.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

5'-deoxyribonucleosides

Sub Class

5'-deoxy-5'-thionucleosides

Direct Parent

5'-deoxy-5'-thionucleosides

Alternative Parents

Substituents

5'-deoxy-5'-thionucleoside
N-glycosyl compound
Glycosyl compound
6-aminopurine
Pentose monosaccharide
Imidazopyrimidine
Purine
Thia fatty acid
Hydroxy fatty acid
Aminopyrimidine
Fatty acyl
Keto acid
Imidolactam
N-substituted imidazole
Alpha-keto acid
Monosaccharide
Pyrimidine
Heteroaromatic compound
Azole
Imidazole
Tetrahydrofuran
Amino acid or derivatives
1,2-diol
Ketone
Carboxylic acid salt
Amino acid
Secondary alcohol
Oxacycle
Carboxylic acid derivative
Azacycle
Carboxylic acid
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Organic salt
Amine
Organopnictogen compound
Alcohol
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
Organic zwitterion
Primary amine
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

carboxylic acid anion (CHEBI:16490 )
sulfonium betaine (CHEBI:16490 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	1.33 g/L	ALOGPS
logP	0.16	ALOGPS
logP	-3.6	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	2.75	ChemAxon
pKa (Strongest Basic)	4.99	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	176.51 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	104.56 m³·mol⁻¹	ChemAxon
Polarizability	38.08 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

Spectra

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-24	289.9
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-24	244.7
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-24	109.3
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	281.2
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-24	291.4
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-24	195.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	1403.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	705.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	457.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	132.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	384.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	144.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	76.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	176.1
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	443.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	52.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	177.0
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-24	892.5
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	601.2

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_1	C[S+](CCC(=O)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-24	1097.38
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_2	C[S+](CCC(=O)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2164.25
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_3	C[S+](CC=C(O[Si](C)(C)C)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O	standard non polar	2025-10-24	1905.1
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_4	C[S+](CCC(=O)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O	standard non polar	2025-10-24	1437.27
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_5	C[S+](CCC(=O)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1648.7
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_6	C[S+](CC=C(O[Si](C)(C)C)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-24	1999.77
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_7	C[S+](CCC(=O)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-24	1614.66
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_8	C[S+](CC=C(O[Si](C)(C)C)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1977.87
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_9	C[S+](CCC(=O)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2782.14
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_10	C[S+](CC=C(O[Si](C)(C)C)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O	standard non polar	2025-10-24	1940.84
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_11	C[S+](CCC(=O)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O	standard non polar	2025-10-24	2334.06
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_12	C[S+](CC=C(O[Si](C)(C)C)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1728.46
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_13	C[S+](CCC(=O)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1641.37
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_14	C[S+](CC=C(O[Si](C)(C)C)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-24	1439.41
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_15	C[S+](CCC(=O)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-24	2155.49
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_16	C[S+](CC=C(O[Si](C)(C)C)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2734.31
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_17	C[S+](CCC(=O)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1977.75
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_18	C[S+](CC=C(O[Si](C)(C)C)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O	standard non polar	2025-10-24	1913.59
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_19	C[S+](CC=C(O[Si](C)(C)C)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	1556.79
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_20	C[S+](CCC(=O)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2534.49
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_21	C[S+](CC=C(O[Si](C)(C)C)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-24	869.246
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_22	C[S+](CC=C(O[Si](C)(C)C)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2931.17
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_23	C[S+](CC=C(O[Si](C)(C)C)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-24	2301.15
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_1	C[S+](CCC(=O)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-24	1931.3
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_2	C[S+](CCC(=O)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	1520.87
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_3	C[S+](CC=C(O[Si](C)(C)C)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O	standard polar	2025-10-24	2330.69
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_4	C[S+](CCC(=O)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O	standard polar	2025-10-24	2277.42
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_5	C[S+](CCC(=O)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	2571.56
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_6	C[S+](CC=C(O[Si](C)(C)C)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-24	2663.8
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_7	C[S+](CCC(=O)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-24	1891.04
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_8	C[S+](CC=C(O[Si](C)(C)C)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	2650.48
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_9	C[S+](CCC(=O)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	1977.17
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_10	C[S+](CC=C(O[Si](C)(C)C)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O	standard polar	2025-10-24	2384.54
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_11	C[S+](CCC(=O)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O	standard polar	2025-10-24	2253.57
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_12	C[S+](CC=C(O[Si](C)(C)C)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	1348.41
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_13	C[S+](CCC(=O)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	2291.5
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_14	C[S+](CC=C(O[Si](C)(C)C)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-24	2025.28
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_15	C[S+](CCC(=O)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-24	2308.65
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_16	C[S+](CC=C(O[Si](C)(C)C)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	2197.07
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_17	C[S+](CCC(=O)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	2512.56
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_18	C[S+](CC=C(O[Si](C)(C)C)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O	standard polar	2025-10-24	2851.25
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_19	C[S+](CC=C(O[Si](C)(C)C)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	1134.73
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_20	C[S+](CCC(=O)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	1968.45
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_21	C[S+](CC=C(O[Si](C)(C)C)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-24	1307.42
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_22	C[S+](CC=C(O[Si](C)(C)C)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	2685.59
Gas Chromatography	S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid_TMS_23	C[S+](CC=C(O[Si](C)(C)C)C(=O)[O-])C[C@H]1O[C@@H](N2C=NC3=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C32)[C@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-24	2698.75

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites
Bacteria/Eubacteria	Firmicutes	3	Human
Bacteria/Eubacteria	Aquificae	1
Bacteria/Eubacteria	Proteobacteria	12	Human ; Human feces
Bacteria/Eubacteria	Actinobacteria	6	Cattle ; Human
Bacteria	Proteobacteria	1	Human ; Human feces
Archaea/Archaea	Euryarchaeota	1
Bacteria/Eubacteria	Cyanobacteria	1
Eukaryota/Fungi	Ascomycota	2
Bacteria/Eubacteria	Bacteroidetes	5	Human feces; Human ; Pig

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

S-ADENOSYL-4-METHYLTHIO-2-OXOBUTANOATE

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5459852

PDB ID

Not Available

ChEBI ID

16490

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for S-adenosyl-4-methylsulfanyl-2-oxobutanoic acid (MMDBc0054658)

MOL for #<Metabolite:0x000056432394c5c0>

3D MOL for #<Metabolite:0x000056432394c5c0>

3D SDF for #<Metabolite:0x000056432394c5c0>

3D-SDF for #<Metabolite:0x000056432394c5c0>

PDB for #<Metabolite:0x000056432394c5c0>

3D PDB for #<Metabolite:0x000056432394c5c0>

SMILES for #<Metabolite:0x000056432394c5c0>

INCHI for #<Metabolite:0x000056432394c5c0>

Structure for #<Metabolite:0x000056432394c5c0>

3D Structure for #<Metabolite:0x000056432394c5c0>