Showing metabocard for 3-Mercaptopyruvic acid (MMDBc0029633)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:35:26 UTC
Update Date2024-10-06 22:50:35 UTC
Metabolite IDMMDBc0029633
Metabolite Identification
Common Name3-Mercaptopyruvic acid
Description3-Mercaptopyruvic acid is an intermediate in the metabolism of Cysteine and the production of hydrogen sulfide. It is a substrate for3-mercaptopyruvate sulfurtransferase which catalyzes the following reaction: H+ + 3-Mercaptopyruvic acid <=> Pyruvic acid + Hydrogen sulfide.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f9224034e00>


  Mrv1652305261923572D          

  7  6  0  0  0  0            999 V2000
   -0.1025    0.1785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6112   -0.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8162   -0.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1025    1.0021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6112   -1.0629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3287    0.1785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5336    0.1785    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  2  5  1  0  0  0  0
  2  6  2  0  0  0  0
  3  7  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f9224034e00>

HMDB0001368
     RDKit          3D
3-Mercaptopyruvic acid
 11 10  0  0  0  0  0  0  0  0999 V2000
   -0.5415    1.0408   -1.4531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1701    0.4444   -0.5338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5230    0.6505   -0.3088 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3816   -0.4741    0.2748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9821   -1.0791    1.1944 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0488   -0.7345    0.0870 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7814    0.1947   -1.2594 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8938    1.4923    0.1163 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1667   -1.8238   -0.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5588   -0.5477    1.0633 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9362    0.8364   -0.7700 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  3  8  1  0
  6  9  1  0
  6 10  1  0
  7 11  1  0
M  END
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3D SDF for #<Metabolite:0x00007f9224034e00>


  Mrv1652305261923572D          

  7  6  0  0  0  0            999 V2000
   -0.1025    0.1785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6112   -0.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8162   -0.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1025    1.0021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6112   -1.0629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3287    0.1785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5336    0.1785    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  2  5  1  0  0  0  0
  2  6  2  0  0  0  0
  3  7  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029633

> <DATABASE_NAME>
MIME

> <SMILES>
OC(=O)C(=O)CS

> <INCHI_IDENTIFIER>
InChI=1S/C3H4O3S/c4-2(1-7)3(5)6/h7H,1H2,(H,5,6)

> <INCHI_KEY>
OJOLFAIGOXZBCI-UHFFFAOYSA-N

> <FORMULA>
C3H4O3S

> <MOLECULAR_WEIGHT>
120.127

> <EXACT_MASS>
119.988114684

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
10.147025919940411

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-oxo-3-sulfanylpropanoic acid

> <ALOGPS_LOGP>
0.15

> <JCHEM_LOGP>
0.29243937466666664

> <ALOGPS_LOGS>
-1.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.607725794599306

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.9127072837959105

> <JCHEM_PKA_STRONGEST_BASIC>
-9.88372855258473

> <JCHEM_POLAR_SURFACE_AREA>
54.37

> <JCHEM_REFRACTIVITY>
25.818900000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.09e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
β-mercaptopyruvic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007f9224034e00>

HMDB0001368
     RDKit          3D
3-Mercaptopyruvic acid
 11 10  0  0  0  0  0  0  0  0999 V2000
   -0.5415    1.0408   -1.4531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1701    0.4444   -0.5338 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5230    0.6505   -0.3088 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3816   -0.4741    0.2748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9821   -1.0791    1.1944 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0488   -0.7345    0.0870 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7814    0.1947   -1.2594 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8938    1.4923    0.1163 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1667   -1.8238   -0.1299 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5588   -0.5477    1.0633 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9362    0.8364   -0.7700 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  3  8  1  0
  6  9  1  0
  6 10  1  0
  7 11  1  0
M  END
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PDB for #<Metabolite:0x00007f9224034e00>

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  C   UNK     0      -0.191   0.333   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.141  -0.439   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.524  -0.439   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.191   1.871   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       1.141  -1.984   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       2.480   0.333   0.000  0.00  0.00           O+0
HETATM    7  S   UNK     0      -2.863   0.333   0.000  0.00  0.00           S+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7                                                       
CONECT    4    1                                                            
CONECT    5    2                                                            
CONECT    6    2                                                            
CONECT    7    3                                                            
MASTER        0    0    0    0    0    0    0    0    7    0   12    0
END
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3D PDB for #<Metabolite:0x00007f9224034e00>

COMPND    HMDB0001368
HETATM    1  O1  UNL     1      -0.541   1.041  -1.453  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.170   0.444  -0.534  1.00  0.00           C  
HETATM    3  O2  UNL     1      -2.523   0.650  -0.309  1.00  0.00           O  
HETATM    4  C2  UNL     1      -0.382  -0.474   0.275  1.00  0.00           C  
HETATM    5  O3  UNL     1      -0.982  -1.079   1.194  1.00  0.00           O  
HETATM    6  C3  UNL     1       1.049  -0.734   0.087  1.00  0.00           C  
HETATM    7  S1  UNL     1       1.781   0.195  -1.259  1.00  0.00           S  
HETATM    8  H1  UNL     1      -2.894   1.492   0.116  1.00  0.00           H  
HETATM    9  H2  UNL     1       1.167  -1.824  -0.130  1.00  0.00           H  
HETATM   10  H3  UNL     1       1.559  -0.548   1.063  1.00  0.00           H  
HETATM   11  H4  UNL     1       2.936   0.836  -0.770  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3    8
CONECT    4    5    5    6
CONECT    6    7    9   10
CONECT    7   11
END
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SMILES for #<Metabolite:0x00007f9224034e00>

OC(=O)C(=O)CS
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INCHI for #<Metabolite:0x00007f9224034e00>

InChI=1S/C3H4O3S/c4-2(1-7)3(5)6/h7H,1H2,(H,5,6)
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Synonyms
ValueSource
3-Mercapto-2-oxopropanoic acidChEBI
3-MercaptopyruvateChEBI
MercaptopyruvateChEBI
3-Mercapto-2-oxopropanoateGenerator
Mercaptopyruvic acidGenerator
3-Mercapto-pyruvateHMDB
3-Mercapto-pyruvic acidHMDB
beta-3-Mercapto-2-oxo-propanoateHMDB
beta-3-Mercapto-2-oxo-propanoic acidHMDB
beta-MercaptopyruvateHMDB
beta-Mercaptopyruvic acidHMDB
beta-ThiopyruvateHMDB
beta-Thiopyruvic acidHMDB
ThiopyruvateHMDB
3-Mercaptopyruvate monosodium saltHMDB
Molecular FormulaC3H4O3S
Average Mass120.127
Monoisotopic Mass119.988114684
IUPAC Name2-oxo-3-sulfanylpropanoic acid
Traditional Nameβ-mercaptopyruvic acid
CAS Registry Number2464-23-5
SMILES
OC(=O)C(=O)CS
InChI Identifier
InChI=1S/C3H4O3S/c4-2(1-7)3(5)6/h7H,1H2,(H,5,6)
InChI KeyOJOLFAIGOXZBCI-UHFFFAOYSA-N