Showing metabocard for 4-methylsulfanyl-2-oxobutanoic acid (MMDBc0055524)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-06-17 19:57:56 UTC
Update Date2024-04-20 06:08:50 UTC
Metabolite IDMMDBc0055524
Metabolite Identification
Common Name4-methylsulfanyl-2-oxobutanoic acid
Description4-(methylsulfanyl)-2-oxobutanoate, also known as 2-oxo-4-methylthiobutanoate or 4-methylmercapto-2-oxobutyrate, belongs to the class of organic compounds known as thia fatty acids. These are fatty acid derivatives obtained by insertion of a sulfur atom at specific positions in the chain. Based on a literature review very few articles have been published on 4-(methylsulfanyl)-2-oxobutanoate.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007fdb72113230>


  Mrv1652306172221572D          

  9  8  0  0  0  0            999 V2000
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  2  1  0  0  0  0
  5  4  1  0  0  0  0
  6  4  2  0  0  0  0
  7  5  1  0  0  0  0
  8  5  2  0  0  0  0
  9  1  1  0  0  0  0
  9  3  1  0  0  0  0
M  CHG  1   7  -1
M  END
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3D MOL for #<Metabolite:0x00007fdb72113230>

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3D SDF for #<Metabolite:0x00007fdb72113230>

  Mrv1652306172221572D          

  9  8  0  0  0  0            999 V2000
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  2  1  0  0  0  0
  5  4  1  0  0  0  0
  6  4  2  0  0  0  0
  7  5  1  0  0  0  0
  8  5  2  0  0  0  0
  9  1  1  0  0  0  0
  9  3  1  0  0  0  0
M  CHG  1   7  -1
M  END
> <DATABASE_ID>
MMDBc0055524

> <DATABASE_NAME>
MIME

> <SMILES>
CSCCC(=O)C([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C5H8O3S/c1-9-3-2-4(6)5(7)8/h2-3H2,1H3,(H,7,8)/p-1

> <INCHI_KEY>
SXFSQZDSUWACKX-UHFFFAOYSA-M

> <FORMULA>
C5H7O3S

> <MOLECULAR_WEIGHT>
147.17

> <EXACT_MASS>
147.012138839

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
13.810955765959935

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-(methylsulfanyl)-2-oxobutanoate

> <JCHEM_LOGP>
1.1240172496666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.823095177292476

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.303792429217063

> <JCHEM_PKA_STRONGEST_BASIC>
-9.673901775734686

> <JCHEM_POLAR_SURFACE_AREA>
57.2

> <JCHEM_REFRACTIVITY>
45.908

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
keto-gamma

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x00007fdb72113230>
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PDB for #<Metabolite:0x00007fdb72113230>
HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       6.668   0.770   0.000  0.00  0.00           O-1
HETATM    8  O   UNK     0       5.335  -1.540   0.000  0.00  0.00           O+0
HETATM    9  S   UNK     0       0.000   0.000   0.000  0.00  0.00           S+0
CONECT    1    9                                                            
CONECT    2    3    4                                                       
CONECT    3    2    9                                                       
CONECT    4    2    5    6                                                  
CONECT    5    4    7    8                                                  
CONECT    6    4                                                            
CONECT    7    5                                                            
CONECT    8    5                                                            
CONECT    9    1    3                                                       
MASTER        0    0    0    0    0    0    0    0    9    0   16    0
END

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3D PDB for #<Metabolite:0x00007fdb72113230>
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SMILES for #<Metabolite:0x00007fdb72113230>
CSCCC(=O)C([O-])=O
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INCHI for #<Metabolite:0x00007fdb72113230>
InChI=1S/C5H8O3S/c1-9-3-2-4(6)5(7)8/h2-3H2,1H3,(H,7,8)/p-1
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Synonyms
ValueSource
2-oxo-4-MethylthiobutanoateChEBI
4-Methylsulfanyl-2-oxobutanoateChEBI
2-oxo-4-Methylthiobutanoic acidGenerator
4-Methylsulfanyl-2-oxobutanoic acidGenerator
4-Methylsulphanyl-2-oxobutanoateGenerator
4-Methylsulphanyl-2-oxobutanoic acidGenerator
4-(Methylsulfanyl)-2-oxobutanoic acidGenerator
4-(Methylsulphanyl)-2-oxobutanoateGenerator
4-(Methylsulphanyl)-2-oxobutanoic acidGenerator
2-Keto-4-methylthiobutyric acid, calcium saltMeSH
4-Methylmercapto-2-oxobutyrateMeSH
4-Methylthio-2-oxobutanoateMeSH
2-Keto-4-methylthiobutanoic acidMeSH
2-Keto-4-thiomethylbutyrateMeSH
2-Ketothiomethylbutyric acidMeSH
4-Methylthio-2-oxobutanoic acidMeSH
alpha-Keto-gamma-methiolbutyrateMeSH
alpha-KetomethionineMeSH
alpha-OxomethionineMeSH
2-Keto-4-methylthiobutyric acidMeSH
2-Keto-4-methylthiobutyric acid, monosodium saltMeSH
2-oxo-4-Thiomethylbutyric acidMeSH
4-Methylthio-2-ketobutyric acidMeSH
4-Methylthio-2-oxobutyric acidMeSH
S-Methyl-alpha-ketobutyric acidMeSH
alpha-oxo-gamma-Methylthiobutyric acidMeSH
gamma-Methiol-keto-butyric acidMeSH
2-Keto-4-methylthiobutyrateMeSH
Molecular FormulaC5H7O3S
Average Mass147.17
Monoisotopic Mass147.012138839
IUPAC Name4-(methylsulfanyl)-2-oxobutanoate
Traditional Nameketo-gamma
CAS Registry NumberNot Available
SMILES
CSCCC(=O)C([O-])=O
InChI Identifier
InChI=1S/C5H8O3S/c1-9-3-2-4(6)5(7)8/h2-3H2,1H3,(H,7,8)/p-1
InChI KeySXFSQZDSUWACKX-UHFFFAOYSA-M