prephenic acid (CHEBI:16666)

ChEBI > Main

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name	prephenic acid

ChEBI ID	CHEBI:16666

Definition	An oxo dicarboxylic acid that consists of 4-hydroxycyclohexa-2,5-diene-1-carboxylic acid substituted by a 2-carboxy-2-oxoethyl group at position 1.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:45028, CHEBI:8399, CHEBI:26257

Supplier Information

Download	Molfile XML SDF

Wikipedia	License

Read full article at Wikipedia

Formula

C10H10O6

Net Charge

Average Mass

226.18280

Monoisotopic Mass

226.04774

InChI

InChI=1S/C10H10O6/c11-6-1-3-10(4-2-6,9(15)16)5-7(12)8(13)14/h1-4,6,11H,5H2,(H,13,14)(H,15,16)

InChIKey

FPWMCUPFBRFMLH-UHFFFAOYSA-N

SMILES

OC1C=CC(CC(=O)C(O)=O)(C=C1)C(O)=O

Metabolite of Species	Details
Escherichia coli (NCBI:txid562)	See: PubMed

Roles Classification
Chemical Role(s):	Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid )

Biological Role(s):	plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. Escherichia coli metabolite Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.

ChEBI Ontology
Outgoing	prephenic acid (CHEBI:16666) has role Escherichia coli metabolite (CHEBI:76971) prephenic acid (CHEBI:16666) has role plant metabolite (CHEBI:76924) prephenic acid (CHEBI:16666) is a oxo dicarboxylic acid (CHEBI:36145) prephenic acid (CHEBI:16666) is conjugate acid of (1s,4s)-prephenate(2−) (CHEBI:29934) prephenic acid (CHEBI:16666) is conjugate acid of prephenate(2−) (CHEBI:57852)

Incoming	(1s,4s)-prephenic acid (CHEBI:84387) is a prephenic acid (CHEBI:16666) (1s,4s)-prephenate(2−) (CHEBI:29934) is conjugate base of prephenic acid (CHEBI:16666) prephenate(2−) (CHEBI:57852) is conjugate base of prephenic acid (CHEBI:16666)

Synonyms	Sources
1-Carboxy-4-hydroxy-2,5-cyclohexadiene-1-pyruvic acid	ChemIDplus
1-carboxy-4-hydroxy-α-oxo-2,5-cyclohexadiene-1-propanoic acid	ChemIDplus
Prephenic acid	KEGG COMPOUND
PREPHENIC ACID	PDBeChem

Last Modified

16 July 2015