CHEBI:84387 - (1s,4s)-prephenic acid

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ChEBI Name (1s,4s)-prephenic acid
ChEBI ID CHEBI:84387
ChEBI ASCII Name (1s,4s)-prephenic acid
Definition A prephenic acid having (1s,4s)-cis-configuration.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C10H10O6
Net Charge 0
Average Mass 226.18280
Monoisotopic Mass 226.048
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)/t6-,10+
InChIKey FPWMCUPFBRFMLH-XGAOUMNUSA-N
SMILES O[C@H]1C=C[C@](CC(=O)C(O)=O)(C=C1)C(O)=O
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.
(via prephenic acid )
Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
(via prephenic acid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (1s,4s)-prephenic acid (CHEBI:84387) is a prephenic acid (CHEBI:16666)
(1s,4s)-prephenic acid (CHEBI:84387) is conjugate acid of (1s,4s)-prephenate(2−) (CHEBI:29934)
Incoming (1s,4s)-prephenate(2−) (CHEBI:29934) is conjugate base of (1s,4s)-prephenic acid (CHEBI:84387)
IUPAC Names
(1s,4s)-1-(2-carboxy-2-oxoethyl)-4-hydroxycyclohexa-2,5-diene-1-carboxylic acid
cis-1-(2-carboxy-2-oxoethyl)-4-hydroxycyclohexa-2,5-diene-1-carboxylic acid
Synonyms Sources
cis-1-Carboxy-4-hydroxy-alpha-oxo-2,5-cyclohexadiene-1-propanoic acid ChemIDplus
cis-prephenic acid ChEBI
Prephenic acid, cis ChemIDplus
Manual Xrefs Databases
C00254 KEGG COMPOUND
PREPHENATE MetaCyc
Prephenic_acid Wikipedia
View more database links
Registry Numbers Types Sources
126-49-8 CAS Registry Number KEGG COMPOUND
2698271 Reaxys Registry Number Reaxys
87664-40-2 CAS Registry Number ChemIDplus
Last Modified
19 January 2015