CHEBI:16384 - trans-5-O-caffeoyl-D-quinic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name trans-5-O-caffeoyl-D-quinic acid
ChEBI ID CHEBI:16384
ChEBI ASCII Name trans-5-O-caffeoyl-D-quinic acid
Definition A cinnamate ester obtained by formal condensation of the carboxy group of trans-caffeic acid with the 5-hydroxy group of quinic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:10717, CHEBI:12867, CHEBI:27064, CHEBI:31333
Supplier Information
Download Molfile XML SDF
Formula C16H18O9
Net Charge 0
Average Mass 354.30870
Monoisotopic Mass 354.095
InChI InChI=1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(20)25-12-7-16(24,15(22)23)6-11(19)14(12)21/h1-5,11-12,14,17-19,21,24H,6-7H2,(H,22,23)/b4-2+/t11-,12-,14+,16-/m1/s1
InChIKey CWVRJTMFETXNAD-NXLLHMKUSA-N
SMILES [H][C@]1(O)[C@H](O)C[C@@](O)(C[C@H]1OC(=O)\C=C\c1ccc(O)c(O)c1)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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing trans-5-O-caffeoyl-D-quinic acid (CHEBI:16384) has functional parent (−)-quinic acid (CHEBI:17521)
trans-5-O-caffeoyl-D-quinic acid (CHEBI:16384) has functional parent trans-caffeic acid (CHEBI:16433)
trans-5-O-caffeoyl-D-quinic acid (CHEBI:16384) has role plant metabolite (CHEBI:76924)
trans-5-O-caffeoyl-D-quinic acid (CHEBI:16384) is a cinnamate ester (CHEBI:36087)
trans-5-O-caffeoyl-D-quinic acid (CHEBI:16384) is a cyclitol carboxylic acid (CHEBI:36123)
trans-5-O-caffeoyl-D-quinic acid (CHEBI:16384) is conjugate acid of trans-5-O-caffeoyl-D-quinate (CHEBI:57754)
Incoming trans-5-O-caffeoyl-D-quinate (CHEBI:57754) is conjugate base of trans-5-O-caffeoyl-D-quinic acid (CHEBI:16384)
IUPAC Name
1D-[1(OH),3,4/5]-3-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,4,5-trihydroxycyclohexanecarboxylic acid
Synonyms Sources
(1R,3R,4S,5R)-3-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,4,5-trihydroxycyclohexanecarboxylic acid IUPAC
Caffeoyl quinic acid KEGG COMPOUND
Neochlorogenate KEGG COMPOUND
Neochlorogenic acid KEGG COMPOUND
trans-5-O-Caffeoyl-D-quinate KEGG COMPOUND
trans-Neochlorogenic acid KEGG COMPOUND
Database Link Database
C17147 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
202650-88-2 CAS Registry Number KEGG COMPOUND
3039251 Reaxys Registry Number Reaxys
906-33-2 CAS Registry Number KEGG COMPOUND
Citations Waiting for Citations Types Sources
19022950 PubMed citation Europe PMC
24079179 PubMed citation Europe PMC
24619353 PubMed citation Europe PMC
24842397 PubMed citation Europe PMC
Last Modified
28 July 2014