CHEBI:15937 - trans-5-O-(4-coumaroyl)-D-quinic acid

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ChEBI Name trans-5-O-(4-coumaroyl)-D-quinic acid
ChEBI ID CHEBI:15937
ChEBI ASCII Name trans-5-O-(4-coumaroyl)-D-quinic acid
Definition The 5-O-(4-coumaroyl) derivative of (−)-quinic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:12866, CHEBI:27063, CHEBI:10716, CHEBI:32351
Supplier Information
Download Molfile XML SDF
Formula C16H18O8
Net Charge 0
Average Mass 338.30932
Monoisotopic Mass 338.10017
InChI InChI=1S/C16H18O8/c17-10-4-1-9(2-5-10)3-6-13(19)24-12-8-16(23,15(21)22)7-11(18)14(12)20/h1-6,11-12,14,17-18,20,23H,7-8H2,(H,21,22)/b6-3+/t11-,12-,14-,16+/m1/s1
InChIKey BMRSEYFENKXDIS-OTCYKTEZSA-N
SMILES O[C@@H]1C[C@](O)(C[C@@H](OC(=O)\C=C\c2ccc(O)cc2)[C@@H]1O)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 quinic acid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing trans-5-O-(4-coumaroyl)-D-quinic acid (CHEBI:15937) has functional parent (−)-quinic acid (CHEBI:17521)
trans-5-O-(4-coumaroyl)-D-quinic acid (CHEBI:15937) is a quinic acid (CHEBI:26493)
trans-5-O-(4-coumaroyl)-D-quinic acid (CHEBI:15937) is conjugate acid of trans-5-O-(4-coumaroyl)-D-quinate (CHEBI:57575)
Incoming trans-5-O-(4-coumaroyl)-D-quinate (CHEBI:57575) is conjugate base of trans-5-O-(4-coumaroyl)-D-quinic acid (CHEBI:15937)
IUPAC Name
(1S,3R,4R,5R)-1,3,4-trihydroxy-5-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyloxy]cyclohexanecarboxylic acid
Synonyms Sources
p-Coumaroyl quinic acid KEGG COMPOUND
trans-5-O-(4-Coumaroyl)-D-quinate KEGG COMPOUND
trans-5-O-(4-coumaroyl)-D-quinate ChEBI
trans-5-O-(4-Coumaroyl)-D-quinate KEGG COMPOUND
Manual Xref Database
C12208 KEGG COMPOUND
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Last Modified
28 July 2014