Showing chemical card for 3-mercaptopyruvate (CFc000337583)
Record Information
Version
1.0
Creation Date
Update Date
2022-09-14 05:31:27 UTC
Chemfont ID
CFc000337583
Molecule Identification
Common Name
3-mercaptopyruvate
Definition
3-mercaptopyruvic acid, also known as beta-mercaptopyruvate or beta-thiopyruvic acid, belongs to alpha-keto acids and derivatives class of compounds. Those are organic compounds containing an aldehyde substituted with a keto group on the adjacent carbon. 3-mercaptopyruvic acid is slightly soluble (in water) and a moderately acidic compound (based on its pKa). 3-mercaptopyruvic acid can be found in a number of food items such as garland chrysanthemum, rubus (blackberry, raspberry), tarragon, and arrowhead, which makes 3-mercaptopyruvic acid a potential biomarker for the consumption of these food products. 3-mercaptopyruvic acid exists in all living organisms, ranging from bacteria to humans. In humans, 3-mercaptopyruvic acid is involved in a couple of metabolic pathways, which include cysteine metabolism and cystinosis, ocular nonnephropathic. 3-mercaptopyruvic acid is also involved in beta-mercaptolactate-cysteine disulfiduria, which is a metabolic disorder. 3-Mercaptopyruvic acid is an intermediate in cysteine metabolism. It has been studied as a potential treatment for cyanide poisoning, but its half-life is too short for it to be clinically effective. Instead, prodrugs, such as sulfanegen, are being evaluated to compensate for the short half-life of 3-mercaptopyruvic acid .
3D Structure for CFc000337583 (3-mercaptopyruvate)
Synonyms
Value
Source
3-Mercapto-2-oxopropanoic acid
ChEBI
3-Mercaptopyruvate
ChEBI
Mercaptopyruvate
ChEBI
3-Mercapto-2-oxopropanoate
Generator
Mercaptopyruvic acid
Generator
3-Mercapto-pyruvate
HMDB
3-Mercapto-pyruvic acid
HMDB
beta-3-Mercapto-2-oxo-propanoate
HMDB
beta-3-Mercapto-2-oxo-propanoic acid
HMDB
beta-Mercaptopyruvate
HMDB
beta-Mercaptopyruvic acid
HMDB
beta-Thiopyruvate
HMDB
beta-Thiopyruvic acid
HMDB
Thiopyruvate
HMDB
3-Mercaptopyruvate monosodium salt
HMDB
Chemical Formula
C3H4O3S
Average Molecular Weight
120.127
Monoisotopic Molecular Weight
119.988114684
IUPAC Name
2-oxo-3-sulfanylpropanoic acid
Traditional Name
β-mercaptopyruvic acid
CAS Registry Number
2464-23-5
SMILES
OC(=O)C(=O)CS
InChI Identifier
InChI=1S/C3H4O3S/c4-2(1-7)3(5)6/h7H,1H2,(H,5,6)
InChI Key
OJOLFAIGOXZBCI-UHFFFAOYSA-N
Chemical Taxonomy
Description
Belongs to the class of organic compounds known as alpha-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the adjacent carbon.
