chorismic acid (CHEBI:17333)

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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

Supplier Information	No supplier information found for this compound.

Download	Molfile XML SDF

Wikipedia	License
Lathosterol is a cholesterol-like molecule found small amounts in humans. Sterol-C5-desaturase-like acts upon it. It is accumulated in lathosterolosis.
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Formula

C10H10O6

Net Charge

Average Mass

226.18280

Monoisotopic Mass

226.04774

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:txid4932)	See: PubMed
Escherichia coli (NCBI:txid562)	See: PubMed
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):	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.

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

Last Modified

25 January 2016