CHEBI:16278 - 2-hydroxy-3-oxoadipic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 2-hydroxy-3-oxoadipic acid
ChEBI ID CHEBI:16278
Definition An oxo dicarboxylic acid comprising adipic acid having the oxo group at the 3-position as well as a hydroxy substituent at the 2-position.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:11582, CHEBI:1122, CHEBI:19604
Supplier Information
Download Molfile XML SDF
Formula C6H8O6
Net Charge 0
Average Mass 176.12412
Monoisotopic Mass 176.03209
InChI InChI=1S/C6H8O6/c7-3(1-2-4(8)9)5(10)6(11)12/h5,10H,1-2H2,(H,8,9)(H,11,12)
InChIKey DVIFFQAOYQDXGL-UHFFFAOYSA-N
SMILES OC(C(O)=O)C(=O)CCC(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 2-hydroxy-3-oxoadipic acid (CHEBI:16278) has functional parent adipic acid (CHEBI:30832)
2-hydroxy-3-oxoadipic acid (CHEBI:16278) is a dicarboxylic fatty acid (CHEBI:189840)
2-hydroxy-3-oxoadipic acid (CHEBI:16278) is a oxo dicarboxylic acid (CHEBI:36145)
2-hydroxy-3-oxoadipic acid (CHEBI:16278) is a secondary α-hydroxy ketone (CHEBI:2468)
2-hydroxy-3-oxoadipic acid (CHEBI:16278) is conjugate acid of 2-hydroxy-3-oxoadipate(2−) (CHEBI:57712)
Incoming 2-hydroxy-3-oxoadipate(2−) (CHEBI:57712) is conjugate base of 2-hydroxy-3-oxoadipic acid (CHEBI:16278)
IUPAC Name
2-hydroxy-3-oxohexanedioic acid
Synonym Source
2-Hydroxy-3-oxoadipate KEGG COMPOUND
Manual Xref Database
C03217 KEGG COMPOUND
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Last Modified
24 February 2022