CHEBI:17333 - chorismic acid

Main ChEBI Ontology Automatic Xrefs
ChEBI Name chorismic acid
ChEBI ID CHEBI:17333
Definition The (3R,4R)-stereoisomer of 5-[(1-carboxyethenyl)oxy]-6-hydroxycyclohexa-1,3-diene-1-carboxylic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:3677, CHEBI:23227
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Formula C10H10O6
Net Charge 0
Average Mass 226.18280
InChI InChI=1S/C10H10O6/c1-5(9(12)13)16-8-4-6(10(14)15)2-3-7(8)11/h2-4,7-8,11H,1H2,(H,12,13)(H,14,15)/t7-,8-/m1/s1
InChIKey WTFXTQVDAKGDEY-HTQZYQBOSA-N
SMILES O[C@@H]1C=CC(=C[C@H]1OC(=C)C(O)=O)C(O)=O
Metabolite of Species Details
Saccharomyces cerevisiae (NCBI:4932) See: PubMed
Escherichia coli (NCBI:562) 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): Saccharomyces cerevisiae metabolite
Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing chorismic acid (CHEBI:17333) has role Escherichia coli metabolite (CHEBI:76971)
chorismic acid (CHEBI:17333) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
chorismic acid (CHEBI:17333) has role plant metabolite (CHEBI:76924)
chorismic acid (CHEBI:17333) is a 5-[(1-carboxyethenyl)oxy]-6-hydroxycyclohexa-1,3-diene-1-carboxylic acid (CHEBI:36166)
chorismic acid (CHEBI:17333) is conjugate acid of chorismate(2−) (CHEBI:29748)
Incoming 4-amino-4-deoxychorismic acid (CHEBI:18198) has functional parent chorismic acid (CHEBI:17333)
chorismate(2−) (CHEBI:29748) is conjugate base of chorismic acid (CHEBI:17333)
IUPAC Name
(3R,4R)-3-[(1-carboxyethenyl)oxy]-4-hydroxycyclohexa-1,5-diene-1-carboxylic acid
Synonyms Sources
(3R,4R)-3-[(1-carboxyvinyl)oxy]-4-hydroxycyclohexa-1,5-diene-1-carboxylic acid IUPAC
(3R-trans)-3-((1-carboxyethenyl)oxy)-4-hydroxy-1,5-cyclohexadiene-1-carboxylic acid ChemIDplus
Chorismic acid KEGG COMPOUND
Database Links Databases
C00000733 KNApSAcK
C00251 KEGG COMPOUND
Chorismic_acid Wikipedia
ECMDB12199 ECMDB
HMDB12199 HMDB
YMDB00148 YMDB
View more database links
Registry Numbers Types Sources
2217365 Reaxys Registry Number Reaxys
2217365 Beilstein Registry Number Beilstein
5038108 Beilstein Registry Number Beilstein
617-12-9 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11745165 PubMed citation CiteXplore
23757404 PubMed citation CiteXplore
4897776 PubMed citation CiteXplore
5834235 PubMed citation CiteXplore
8744423 PubMed citation CiteXplore
8971708 PubMed citation CiteXplore
Last Modified
11 November 2014