CHEBI:91005 - 5-[(E)-caffeoyl]shikimate

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ChEBI Name 5-[(E)-caffeoyl]shikimate
ChEBI ID CHEBI:91005
ChEBI ASCII Name 5-[(E)-caffeoyl]shikimate
Definition A hydroxy monocarboxylic acid anion that is the conjugate base of 5-[(E)-caffeoyl]shikimic acid. Major structure at pH 7.3
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Anne Morgat
Secondary ChEBI IDs CHEBI:133566
Supplier Information
Download Molfile XML SDF
Formula C16H15O8
Net Charge -1
Average Mass 335.286
Monoisotopic Mass 335.07724
InChI InChI=1S/C16H16O8/c17-10-3-1-8(5-11(10)18)2-4-14(20)24-13-7-9(16(22)23)6-12(19)15(13)21/h1-6,12-13,15,17-19,21H,7H2,(H,22,23)/p-1/b4-2+/t12-,13-,15-/m1/s1
InChIKey QMPHZIPNNJOWQI-GDDAOPKQSA-M
SMILES C1(=CC=C(C(=C1)O)O)/C=C/C(O[C@H]2[C@@H]([C@@H](C=C(C2)C(=O)[O-])O)O)=O
Metabolite of Species Details
Arabidopsis thaliana (NCBI:txid3702) See: MetaboLights Study
Roles Classification
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 5-[(E)-caffeoyl]shikimate (CHEBI:91005) has role plant metabolite (CHEBI:76924)
5-[(E)-caffeoyl]shikimate (CHEBI:91005) is a cyclohexenecarboxylate (CHEBI:36126)
5-[(E)-caffeoyl]shikimate (CHEBI:91005) is a hydroxy monocarboxylic acid anion (CHEBI:36059)
5-[(E)-caffeoyl]shikimate (CHEBI:91005) is conjugate base of 5-[(E)-caffeoyl]shikimic acid (CHEBI:2106)
Incoming 5-[(E)-caffeoyl]shikimic acid (CHEBI:2106) is conjugate acid of 5-[(E)-caffeoyl]shikimate (CHEBI:91005)
IUPAC Name
(3R,4R,5R)-5-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3,4-dihydroxycyclohex-1-ene-1-carboxylate
Synonyms Sources
5-(trans-caffeoyl)shikimate ChEBI
5-caffeoylshikimate ChEBI
5-O-[(E)-caffeoyl]-shikimate UniProt
5-O-caffeoylshikimate ChEBI
caffeoylshikimate ChEBI
Manual Xrefs Databases
24784746 ChemSpider
CAFFEOYLSHIKIMATE MetaCyc
View more database links
Citation Waiting for Citations Type Source
23950498 PubMed citation SUBMITTER
Last Modified
09 August 2019