Showing metabocard for Thioglycolate (MMDBc0030390)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 00:06:28 UTC
Update Date2022-08-31 17:50:29 UTC
Metabolite IDMMDBc0030390
Metabolite Identification
Common NameThioglycolate
DescriptionThioglycolic acid (TGA) is the organic compound HSCH2CO2H. It contains both a thiol (mercaptan) and a carboxylic acid. It is a clear liquid with a strong unpleasant odor. It is readily oxidized by air to the corresponding disulfide [SCH2CO2H]2. It is use during the conversion of chloro-alanine to S-carboxymethyl-L-cysteine.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f1218022d18>


  Mrv0541 10191209502D          

  5  4  0  0  0  0            999 V2000
    0.8250    0.0000    0.0000 C   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
    2.0625   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -1.4289    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
  2  1  1  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  1  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f1218022d18>

HMDB0254464
     RDKit          3D
mercaptoacetic acid
  9  8  0  0  0  0  0  0  0  0999 V2000
    0.6650   -1.0988    1.5968 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4919   -0.6456    0.4829 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6115   -0.2431   -0.2747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8090   -0.4490   -0.2220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7980    1.2643   -0.8456 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.9392    0.6932   -0.1949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6539   -0.6239    0.4339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8509   -1.0952   -1.1426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5958    2.1981    0.1663 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  1  0
  3  6  1  0
  4  7  1  0
  4  8  1  0
  5  9  1  0
M  END
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3D SDF for #<Metabolite:0x00007f1218022d18>


  Mrv0541 10191209502D          

  5  4  0  0  0  0            999 V2000
    0.8250    0.0000    0.0000 C   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
    2.0625   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -1.4289    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
  2  1  1  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  1  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0030390

> <DATABASE_NAME>
MIME

> <SMILES>
OC(=O)CS

> <INCHI_IDENTIFIER>
InChI=1S/C2H4O2S/c3-2(4)1-5/h5H,1H2,(H,3,4)

> <INCHI_KEY>
CWERGRDVMFNCDR-UHFFFAOYSA-N

> <FORMULA>
C2H4O2S

> <MOLECULAR_WEIGHT>
92.117

> <EXACT_MASS>
91.993200062

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
8.172744637227744

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-sulfanylacetic acid

> <ALOGPS_LOGP>
0.09

> <JCHEM_LOGP>
0.0032197070000000334

> <ALOGPS_LOGS>
-0.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.863753862598454

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.200115814573549

> <JCHEM_PKA_STRONGEST_BASIC>
-9.915470414413718

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
20.4729

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.26e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
thioglycolic acid

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007f1218022d18>

HMDB0254464
     RDKit          3D
mercaptoacetic acid
  9  8  0  0  0  0  0  0  0  0999 V2000
    0.6650   -1.0988    1.5968 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4919   -0.6456    0.4829 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6115   -0.2431   -0.2747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8090   -0.4490   -0.2220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7980    1.2643   -0.8456 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.9392    0.6932   -0.1949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6539   -0.6239    0.4339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8509   -1.0952   -1.1426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5958    2.1981    0.1663 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  1  0
  3  6  1  0
  4  7  1  0
  4  8  1  0
  5  9  1  0
M  END
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PDB for #<Metabolite:0x00007f1218022d18>

HEADER    PROTEIN                                 19-OCT-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-OCT-12         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    5  S   UNK     0       0.000   0.000   0.000  0.00  0.00           S+0
CONECT    1    2    5                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    1                                                            
MASTER        0    0    0    0    0    0    0    0    5    0    8    0
END
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3D PDB for #<Metabolite:0x00007f1218022d18>

COMPND    HMDB0254464
HETATM    1  O1  UNL     1       0.665  -1.099   1.597  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.492  -0.646   0.483  1.00  0.00           C  
HETATM    3  O2  UNL     1       1.611  -0.243  -0.275  1.00  0.00           O  
HETATM    4  C2  UNL     1      -0.809  -0.449  -0.222  1.00  0.00           C  
HETATM    5  S1  UNL     1      -0.798   1.264  -0.846  1.00  0.00           S  
HETATM    6  H1  UNL     1       1.939   0.693  -0.195  1.00  0.00           H  
HETATM    7  H2  UNL     1      -1.654  -0.624   0.434  1.00  0.00           H  
HETATM    8  H3  UNL     1      -0.851  -1.095  -1.143  1.00  0.00           H  
HETATM    9  H4  UNL     1      -0.596   2.198   0.166  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3    6
CONECT    4    5    7    8
CONECT    5    9
END
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SMILES for #<Metabolite:0x00007f1218022d18>

OC(=O)CS
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INCHI for #<Metabolite:0x00007f1218022d18>

InChI=1S/C2H4O2S/c3-2(4)1-5/h5H,1H2,(H,3,4)
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Synonyms
ValueSource
2-Mercaptoacetic acidChEBI
2-Thioglycolic acidChEBI
alpha-Mercaptoacetic acidChEBI
Mercaptoacetic acidChEBI
MercaptoessigsaeureChEBI
Mercaptoethanoic acidChEBI
MerkaptoessigsaeureChEBI
SULFanylacetIC ACIDChEBI
ThioglykolsaeureChEBI
Thioglycolic acidKegg
2-MercaptoacetateGenerator
2-ThioglycolateGenerator
a-MercaptoacetateGenerator
a-Mercaptoacetic acidGenerator
alpha-MercaptoacetateGenerator
Α-mercaptoacetateGenerator
Α-mercaptoacetic acidGenerator
MercaptoacetateGenerator
MercaptoethanoateGenerator
SulfanylacetateGenerator
SulphanylacetateGenerator
Sulphanylacetic acidGenerator
2-Mercaptoacetate, bismuth (3+), sodium salt (3:1:3)MeSH
2-Mercaptoacetate, monoammonium saltMeSH
2-Mercaptoacetate, monopotassium saltMeSH
Sodium thioglycolateMeSH
2-Mercaptoacetate, calcium salt (1:1)MeSH
Ammonium thioglycolateMeSH
2-Mercaptoacetate, calcium salt (2:1)MeSH
2-Mercaptoacetate, calcium salt (2:1) salt, trihydrateMeSH
Calcium thioglycolateMeSH
Sodium thioglycollateMeSH
2-Mercaptoacetate, monosodium saltMeSH
Molecular FormulaC2H4O2S
Average Mass92.117
Monoisotopic Mass91.993200062
IUPAC Name2-sulfanylacetic acid
Traditional Namethioglycolic acid
CAS Registry Number513-66-6
SMILES
OC(=O)CS
InChI Identifier
InChI=1S/C2H4O2S/c3-2(4)1-5/h5H,1H2,(H,3,4)
InChI KeyCWERGRDVMFNCDR-UHFFFAOYSA-N