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3-Mercaptopyruvic acid: Difference between revisions

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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = OJOLFAIGOXZBCI-UHFFFAOYSA-N | StdInChIKey = OJOLFAIGOXZBCI-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|changed|??}} | CASNo_Ref = {{cascite|correct|CAS}}
| CASNo=2464-23-5 | CASNo=2464-23-5
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 5Z1F5OW4YB
| PubChem=98 | PubChem=98
| ChEBI_Ref = {{ebicite|correct|EBI}} | ChEBI_Ref = {{ebicite|correct|EBI}}

Latest revision as of 18:21, 3 June 2020

3-Mercaptopyruvic acid
Names
Preferred IUPAC name 2-Oxo-3-sulfanylpropanoic acid
Other names 3-Mercapto-2-oxopropanoic acid
3-MPV
3-MP
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
IUPHAR/BPS
KEGG
MeSH 3-mercaptopyruvic+acid
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C3H4O3S/c4-2(1-7)3(5)6/h7H,1H2,(H,5,6)Key: OJOLFAIGOXZBCI-UHFFFAOYSA-N
  • InChI=1/C3H4O3S/c4-2(1-7)3(5)6/h7H,1H2,(H,5,6)Key: OJOLFAIGOXZBCI-UHFFFAOYAZ
SMILES
  • C(C(=O)C(=O)O)S
  • O=C(O)C(=O)CS
Properties
Chemical formula C3H4O3S
Molar mass 120.12 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒verify (what is  ?) Infobox references
Chemical compound

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.

See also

References

  1. Nagahara, N; Li, Q; Sawada, N (2003). "Do antidotes for acute cyanide poisoning act on mercaptopyruvate sulfurtransferase to facilitate detoxification?". Current Drug Targets. Immune, Endocrine and Metabolic Disorders. 3 (3): 198–204. doi:10.2174/1568008033340162. PMID 12871026.
  2. Brenner, M; Kim, JG; Lee, J; Mahon, SB; Lemor, D; Ahdout, R; Boss, GR; Blackledge, W; Jann, L; Nagasawa, HT; Patterson, SE (2010). "Sulfanegen sodium treatment in a rabbit model of sub-lethal cyanide toxicity". Toxicology and Applied Pharmacology. 248 (3): 269–76. doi:10.1016/j.taap.2010.08.002. PMC 3382974. PMID 20705081.


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