Showing chemical card for 3-Mercaptopyruvic acid (CFc000001056)
Record Information
Version
1.0
Creation Date
2022-08-28 10:25:12 UTC
Update Date
2022-09-13 18:45:36 UTC
Chemfont ID
CFc000001056
Molecule Identification
Common Name
3-Mercaptopyruvic acid
Definition
3-Mercaptopyruvic acid, also known as 3-mercapto-2-oxopropanoate or beta-thiopyruvate, 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. 3-Mercaptopyruvic acid is an intermediate in cysteine metabolism. 3-Mercaptopyruvic acid exists in all living organisms, ranging from bacteria to humans. Within humans, 3-mercaptopyruvic acid participates in a number of enzymatic reactions. In particular, 3-mercaptopyruvic acid and cyanide can be converted into pyruvic acid and thiocyanate; which is mediated by the enzyme 3-mercaptopyruvate sulfurtransferase. In addition, 3-mercaptopyruvic acid can be biosynthesized from 3-mercaptolactic acid; which is mediated by the enzyme L-lactate dehydrogenase. It has been studied as a potential treatment for cyanide poisoning, but its half-life is too short for it to be clinically effective. In humans, 3-mercaptopyruvic acid is involved in cystinosis, ocular nonnephropathic. Outside of the human body, 3-mercaptopyruvic acid has been detected, but not quantified in several different foods, such as lima beans, spinachs, shallots, mexican groundcherries, and white lupines. This could make 3-mercaptopyruvic acid a potential biomarker for the consumption of these foods.
Structure for CFc000001056 (3-Mercaptopyruvic acid)
3D Structure for CFc000001056 (3-Mercaptopyruvic acid)
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.
