2-Oxoadipic acid

Chemical compound From Wikipedia, the free encyclopedia

2-Oxoadipic acid, also known as α-ketoadipic acid, is an intermediate in the metabolism of lysine and tryptophan.[3][4] The conjugate base and carboxylate is 2-oxoadipate or α-ketoadipate, which is the biochemically relevant form. Glutaric acid is naturally produced by chain extension of α-ketoglutarate to 2-oxoadipic acid.[5]

Quick facts Names, Identifiers ...
2-Oxoadipic acid[1]
Skeletal formula of α-ketoadipic acid
Skeletal formula of α-ketoadipic acid
Ball and stick model of α-ketoadipic acid
Ball and stick model of α-ketoadipic acid
Names
Preferred IUPAC name
2-Oxohexanedioic acid[2]
Other names
α-Ketoadipic acid
2-Ketoadipic acid
α-Oxoadipic acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.164.320 Edit this at Wikidata
KEGG
MeSH Alpha-ketoadipic+acid
UNII
  • InChI=1S/C6H8O5/c7-4(6(10)11)2-1-3-5(8)9/h1-3H2,(H,8,9)(H,10,11) checkY
    Key: FGSBNBBHOZHUBO-UHFFFAOYSA-N checkY
  • InChI=1/C6H8O5/c7-4(6(10)11)2-1-3-5(8)9/h1-3H2,(H,8,9)(H,10,11)
    Key: FGSBNBBHOZHUBO-UHFFFAOYAU
  • C(CC(=O)C(=O)O)CC(=O)O
  • O=C(C(=O)O)CCCC(=O)O
Properties
C6H8O5
Molar mass 160.125 g·mol−1
Density 1.4 g cm−3
Melting point 125 °C (257 °F; 398 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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