Record Information
Version3.6
Creation Date2005-11-16 15:48:42 UTC
Update Date2013-02-09 00:10:25 UTC
HMDB IDHMDB01368
Secondary Accession NumbersNone
Metabolite Identification
Common Name3-Mercaptopyruvic acid
Description3-Mercaptopyruvic acid is an intermediate in the metabolism of Cysteine. It is a substrate for L-lactate dehydrogenase A chain, 3-mercaptopyruvate sulfurtransferase, Aspartate aminotransferase (mitochondrial), L-lactate dehydrogenase C chain, L-lactate dehydrogenase A-like 6A, Aspartate aminotransferase (cytoplasmic), L-lactate dehydrogenase B chain and L-lactate dehydrogenase A-like 6B.
Structure
Thumb
Synonyms
  1. 3-Mercapto-pyruvate
  2. 3-Mercapto-pyruvic acid
  3. 3-Mercaptopyruvate
  4. 3-Mercaptopyruvic acid
  5. beta-3-Mercapto-2-oxo-propanoate
  6. beta-3-Mercapto-2-oxo-propanoic acid
  7. beta-Mercaptopyruvate
  8. beta-Mercaptopyruvic acid
  9. beta-Thiopyruvate
  10. beta-Thiopyruvic acid
  11. Mercaptopyruvate
  12. Mercaptopyruvic acid
  13. Thiopyruvate
Chemical FormulaC3H4O3S
Average Molecular Weight120.127
Monoisotopic Molecular Weight119.988114684
IUPAC Name2-oxo-3-sulfanylpropanoic acid
Traditional IUPAC Name3-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
Chemical Taxonomy
KingdomOrganic Compounds
Super ClassOrganic Acids and Derivatives
ClassKeto-Acids and Derivatives
Sub ClassAlpha Keto-Acids and Derivatives
Other Descriptors
  • 2-oxo monocarboxylic acid(ChEBI)
  • Aliphatic Acyclic Compounds
Substituents
  • Alkylthiol
  • Carboxylic Acid
  • Ketone
  • Thiol (Sulfanyl Compound)
Direct ParentAlpha Keto-Acids and Derivatives
Ontology
StatusExpected and Not Quantified
Origin
  • Endogenous
Biofunction
  • Component of Cysteine metabolism
ApplicationNot Available
Cellular locations
  • Mitochondria
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
water solubility9.09 g/LALOGPS
logP0.15ALOGPS
logP0.29ChemAxon
logS-1.1ALOGPS
pKa (strongest acidic)2.91ChemAxon
pKa (strongest basic)-9.8ChemAxon
physiological charge-1ChemAxon
hydrogen acceptor count3ChemAxon
hydrogen donor count2ChemAxon
polar surface area54.37ChemAxon
rotatable bond count2ChemAxon
refractivity25.82ChemAxon
polarizability10.15ChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Mitochondria
Biofluid LocationsNot Available
Tissue LocationNot Available
Pathways
NameSMPDB LinkKEGG Link
Cysteine MetabolismSMP00013map00270
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB021862
KNApSAcK IDC00007464
Chemspider ID96
KEGG Compound IDC00957
BioCyc ID3-MERCAPTO-PYRUVATE
BiGG ID36476
Wikipedia LinkNot Available
NuGOwiki LinkHMDB01368
Metagene LinkHMDB01368
METLIN ID6195
PubChem Compound98
PDB IDNot Available
ChEBI ID16208
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Gene Name:
GOT1
Uniprot ID:
P17174
Reactions
L-Cysteine + Oxoglutaric acid unknown 3-Mercaptopyruvic acid + DL-Glutamatedetails
Gene Name:
GOT2
Uniprot ID:
P00505
Reactions
L-Cysteine + Oxoglutaric acid unknown 3-Mercaptopyruvic acid + DL-Glutamatedetails
Gene Name:
CTH
Uniprot ID:
P32929
Gene Name:
MPST
Uniprot ID:
P25325
Reactions
3-Mercaptopyruvic acid + Hydrogen cyanide unknown Pyruvic acid + Thiocyanatedetails
3-Mercaptopyruvic acid + Sulfurous acid unknown Thiosulfate + Pyruvic aciddetails
Gene Name:
LDHAL6A
Uniprot ID:
Q6ZMR3
Reactions
3-Mercaptolactic acid + NAD unknown 3-Mercaptopyruvic acid + NADH + Hydrogen Iondetails
Gene Name:
TST
Uniprot ID:
Q16762
Reactions
3-Mercaptopyruvic acid + Sulfurous acid unknown Thiosulfate + Pyruvic aciddetails
Hydrogen cyanide + 3-Mercaptopyruvic acid unknown Thiocyanate + Pyruvic aciddetails
Gene Name:
LDHB
Uniprot ID:
P07195
Reactions
3-Mercaptolactic acid + NAD unknown 3-Mercaptopyruvic acid + NADH + Hydrogen Iondetails
Gene Name:
LDHC
Uniprot ID:
P07864
Reactions
3-Mercaptolactic acid + NAD unknown 3-Mercaptopyruvic acid + NADH + Hydrogen Iondetails
Gene Name:
LDHA
Uniprot ID:
P00338
Reactions
3-Mercaptolactic acid + NAD unknown 3-Mercaptopyruvic acid + NADH + Hydrogen Iondetails
Gene Name:
LDHAL6B
Uniprot ID:
Q9BYZ2
Reactions
3-Mercaptolactic acid + NAD unknown 3-Mercaptopyruvic acid + NADH + Hydrogen Iondetails