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4-Hydroxy-2-oxopentanoic acid

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4-Hydroxy-2-oxopentanoic acid
Names
Preferred IUPAC name 4-Hydroxy-2-oxopentanoic acid
Other names 4-Hydroxy-2-ketopentanoic acid; 4-Hydroxy-2-ketovaleric acid; 4-Hydroxy-2-oxovaleric acid; 4-Hydroxy-2-oxopentanoate; 4-Hydroxy-2-ketopentanoate; 4-Hydroxy-2-ketovalerate; 4-Hydroxy-2-oxovalerate; HKP
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
KEGG
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C5H8O4/c1-3(6)2-4(7)5(8)9/h3,6H,2H2,1H3,(H,8,9)Key: HFKQINMYQUXOCH-UHFFFAOYSA-N
  • InChI=1/C5H8O4/c1-3(6)2-4(7)5(8)9/h3,6H,2H2,1H3,(H,8,9)Key: HFKQINMYQUXOCH-UHFFFAOYAC
SMILES
  • O=C(O)C(=O)CC(O)C
Properties
Chemical formula C5H8O4
Molar mass 132.115 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

4-Hydroxy-2-oxopentanoaic acid, also known as 4-hydroxy-2-oxovalerate, is formed by the decarboxylation of 4-oxalocrotonate by 4-oxalocrotonate decarboxylase, is degraded by 4-hydroxy-2-oxovalerate aldolase, forming acetaldehyde and pyruvate and is reversibly dehydrated by 2-oxopent-4-enoate hydratase to 2-oxopent-4-enoate.

References

  1. Kunz DA, Ribbons DW, Chapman PJ (1981). "Metabolism of allylglycine and cis-crotylglycine by Pseudomonas putida (arvilla) mt-2 harboring a TOL plasmid". J. Bacteriol. 148 (1): 72–82. doi:10.1128/JB.148.1.72-82.1981. PMC 216168. PMID 7287632.

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