Showing metabocard for 3-Sulfopyruvic acid (MMDBc0030221)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:58:55 UTC
Update Date2024-10-13 14:19:57 UTC
Metabolite IDMMDBc0030221
Metabolite Identification
Common Name3-Sulfopyruvic acid
Description3-Sulfopyruvic acid is the product of the transamination of cysteinesulfonate in a reaction catalyzed by aspartate aminotransferase. 3-sulfopyruvic acid is stable and is reduced by malate dehydrogenase to beta-sulfolactate. Cysteinesulfonate, 3-sulfopyruvic acid, and beta-sulfolactate are reversibly interconverted in vivo. (PMID: 3346220 )
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f46c082b9d8>


  Mrv0541 02231216002D          

 10  9  0  0  0  0            999 V2000
   -0.1914   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230   -1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.7145    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  7 10  2  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f46c082b9d8>

HMDB0004045
     RDKit          3D
3-Sulfopyruvic acid
 14 13  0  0  0  0  0  0  0  0999 V2000
    1.6865    0.4149    1.4829 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8159    0.1553    0.2309 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9098    0.6384   -0.4305 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7734   -0.6353   -0.3803 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8706   -0.9050   -1.6012 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3700   -1.1016    0.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6378    0.1423    0.5528 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.0928    1.3770    1.2040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8065   -0.3888    1.3569 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2374    0.5545   -0.9453 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0227    1.6464   -0.5704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8402   -2.0274    0.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0803   -1.3705    1.4878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0138    1.4997   -1.1274 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
  7  8  2  0
  7  9  2  0
  7 10  1  0
  3 11  1  0
  6 12  1  0
  6 13  1  0
 10 14  1  0
M  END
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3D SDF for #<Metabolite:0x00007f46c082b9d8>


  Mrv0541 02231216002D          

 10  9  0  0  0  0            999 V2000
   -0.1914   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230   -1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.7145    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  7 10  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0030221

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C3H4O6S/c4-2(3(5)6)1-10(7,8)9/h1H2,(H,5,6)(H,7,8,9)

> <INCHI_KEY>
BUTHMSUEBYPMKJ-UHFFFAOYSA-N

> <FORMULA>
C3H4O6S

> <MOLECULAR_WEIGHT>
168.125

> <EXACT_MASS>
167.97285855

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
12.462901413194915

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-1.54

> <JCHEM_LOGP>
-0.7366029399999999

> <ALOGPS_LOGS>
-1.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
2.061448891817898

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.7581956511875605

> <JCHEM_POLAR_SURFACE_AREA>
108.73999999999998

> <JCHEM_REFRACTIVITY>
28.3335

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.29e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
sulfopyruvate

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x00007f46c082b9d8>

HMDB0004045
     RDKit          3D
3-Sulfopyruvic acid
 14 13  0  0  0  0  0  0  0  0999 V2000
    1.6865    0.4149    1.4829 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8159    0.1553    0.2309 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9098    0.6384   -0.4305 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7734   -0.6353   -0.3803 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8706   -0.9050   -1.6012 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3700   -1.1016    0.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6378    0.1423    0.5528 S   0  0  0  0  0  6  0  0  0  0  0  0
   -1.0928    1.3770    1.2040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8065   -0.3888    1.3569 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2374    0.5545   -0.9453 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0227    1.6464   -0.5704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8402   -2.0274    0.0422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0803   -1.3705    1.4878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0138    1.4997   -1.1274 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
  7  8  2  0
  7  9  2  0
  7 10  1  0
  3 11  1  0
  6 12  1  0
  6 13  1  0
 10 14  1  0
M  END
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PDB for #<Metabolite:0x00007f46c082b9d8>

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      -0.357  -1.334   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.976  -2.104   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.976  -3.644   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.310   0.206   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       3.644  -2.104   0.000  0.00  0.00           C+0
HETATM    7  S   UNK     0       4.977  -1.334   0.000  0.00  0.00           S+0
HETATM    8  O   UNK     0       6.311  -0.564   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       5.747  -2.667   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       4.207   0.000   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8    9   10                                             
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    7                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END
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3D PDB for #<Metabolite:0x00007f46c082b9d8>

COMPND    HMDB0004045
HETATM    1  O1  UNL     1       1.686   0.415   1.483  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.816   0.155   0.231  1.00  0.00           C  
HETATM    3  O2  UNL     1       2.910   0.638  -0.430  1.00  0.00           O  
HETATM    4  C2  UNL     1       0.773  -0.635  -0.380  1.00  0.00           C  
HETATM    5  O3  UNL     1       0.871  -0.905  -1.601  1.00  0.00           O  
HETATM    6  C3  UNL     1      -0.370  -1.102   0.434  1.00  0.00           C  
HETATM    7  S1  UNL     1      -1.638   0.142   0.553  1.00  0.00           S  
HETATM    8  O4  UNL     1      -1.093   1.377   1.204  1.00  0.00           O  
HETATM    9  O5  UNL     1      -2.806  -0.389   1.357  1.00  0.00           O  
HETATM   10  O6  UNL     1      -2.237   0.554  -0.945  1.00  0.00           O  
HETATM   11  H1  UNL     1       3.023   1.646  -0.570  1.00  0.00           H  
HETATM   12  H2  UNL     1      -0.840  -2.027   0.042  1.00  0.00           H  
HETATM   13  H3  UNL     1      -0.080  -1.370   1.488  1.00  0.00           H  
HETATM   14  H4  UNL     1      -2.014   1.500  -1.127  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   11
CONECT    4    5    5    6
CONECT    6    7   12   13
CONECT    7    8    8    9    9
CONECT    7   10
CONECT   10   14
END
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SMILES for #<Metabolite:0x00007f46c082b9d8>

OC(=O)C(=O)CS(O)(=O)=O
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INCHI for #<Metabolite:0x00007f46c082b9d8>

InChI=1S/C3H4O6S/c4-2(3(5)6)1-10(7,8)9/h1H2,(H,5,6)(H,7,8,9)
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Synonyms
ValueSource
2-Carboxy-2-oxoethanesulfonic acidChEBI
3-SulfopyruvateChEBI
beta-Sulfopyruvic acidChEBI
SULFopyruvATEChEBI
2-Carboxy-2-oxoethanesulfonateGenerator
2-Carboxy-2-oxoethanesulphonateGenerator
2-Carboxy-2-oxoethanesulphonic acidGenerator
3-SulphopyruvateGenerator
3-Sulphopyruvic acidGenerator
b-SulfopyruvateGenerator
b-Sulfopyruvic acidGenerator
b-SulphopyruvateGenerator
b-Sulphopyruvic acidGenerator
beta-SulfopyruvateGenerator
beta-SulphopyruvateGenerator
beta-Sulphopyruvic acidGenerator
Β-sulfopyruvateGenerator
Β-sulfopyruvic acidGenerator
Β-sulphopyruvateGenerator
Β-sulphopyruvic acidGenerator
Sulfopyruvic acidGenerator
SulphopyruvateGenerator
Sulphopyruvic acidGenerator
2-oxo-3-SulfO-propanoateHMDB
2-oxo-3-SulfO-propanoic acidHMDB
2-oxo-3-SulfopropanoateHMDB
2-oxo-3-Sulfopropanoic acidHMDB
3-SulfonatopyruvateHMDB
Molecular FormulaC3H4O6S
Average Mass168.125
Monoisotopic Mass167.97285855
IUPAC Name2-oxo-3-sulfopropanoic acid
Traditional Namesulfopyruvate
CAS Registry Number98022-26-5
SMILES
OC(=O)C(=O)CS(O)(=O)=O
InChI Identifier
InChI=1S/C3H4O6S/c4-2(3(5)6)1-10(7,8)9/h1H2,(H,5,6)(H,7,8,9)
InChI KeyBUTHMSUEBYPMKJ-UHFFFAOYSA-N