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

Default Structure
ChEBI IDCHEBI:91005
ChEBI Name5-[(E)-caffeoyl]shikimate
Stars
ASCII Name5-[(E)-caffeoyl]shikimate
DefinitionA hydroxy monocarboxylic acid anion that is the conjugate base of 5-[(E)-caffeoyl]shikimic acid. Major structure at pH 7.3
Secondary ChEBI IDCHEBI:133566
Last Modified9 August 2019
SubmitterAnne Morgat, Keeva
DownloadsMolfile
FormulaC16H15O8
Net Charge-1
Average Mass335.288
Monoisotopic Mass335.07724
SMILESO=C(/C=C/c1ccc(O)c(O)c1)O[C@@H]1CC(C(=O)[O-])=C[C@@H](O)[C@H]1O
InChIInChI=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
InChIKeyQMPHZIPNNJOWQI-GDDAOPKQSA-M
Species of MetaboliteComponentSourceComments
Arabidopsis thaliana (ncbitaxon:3702) - MetaboLights (MTBLS129)
Roles Classification
Biological Role:
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 Relation(s)
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 Relation(s)
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  Source
5-caffeoylshikimateChEBI
5-O-caffeoylshikimateChEBI
5-(trans-caffeoyl)shikimateChEBI
caffeoylshikimateChEBI
UniProt Name  Source
5-O-[(E)-caffeoyl]-shikimateUniProt
Manual XrefsDatabases
24784746ChemSpider
CAFFEOYLSHIKIMATEMetaCyc
Citations