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CHEBI:512 - 1,3,4,5-tetracaffeoylquinic acid

ChEBI IDCHEBI:512
ChEBI Name1,3,4,5-tetracaffeoylquinic acid
Stars
DefinitionA cinnamate ester obtained by the formal condensation of hydroxy groups at positions 1, 3, 4 and 5 of (−)-quinic acid with the carboxy group of four molecules of trans-caffeic acid respectively.
Last Modified30 January 2015
DownloadsMolfile
FormulaC43H36O18
Net Charge0
Average Mass840.743
Monoisotopic Mass840.19016
SMILESO=C(/C=C/c1ccc(O)c(O)c1)O[C@@H]1C[C@](OC(=O)/C=C/c2ccc(O)c(O)c2)(C(=O)O)C[C@@H](OC(=O)/C=C/c2ccc(O)c(O)c2)[C@H]1OC(=O)/C=C/c1ccc(O)c(O)c1
InChIInChI=1S/C43H36O18/c44-27-9-1-23(17-31(27)48)5-13-37(52)58-35-21-43(42(56)57,61-40(55)16-8-26-4-12-30(47)34(51)20-26)22-36(59-38(53)14-6-24-2-10-28(45)32(49)18-24)41(35)60-39(54)15-7-25-3-11-29(46)33(50)19-25/h1-20,35-36,41,44-51H,21-22H2,(H,56,57)/b13-5+,14-6+,15-7+,16-8+/t35-,36-,41-,43+/m1/s1
InChIKeyVTHDRBWIVRFQKI-ATQMDXCCSA-N
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)
1,3,4,5-tetracaffeoylquinic acid (CHEBI:512) has functional parent (−)-quinic acid (CHEBI:17521)
1,3,4,5-tetracaffeoylquinic acid (CHEBI:512) has functional parent trans-caffeic acid (CHEBI:16433)
1,3,4,5-tetracaffeoylquinic acid (CHEBI:512) has role plant metabolite (CHEBI:76924)
1,3,4,5-tetracaffeoylquinic acid (CHEBI:512) is a cinnamate ester (CHEBI:36087)
IUPAC Name 
(1S,3R,4S,5R)-1,3,4,5-tetrakis{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}cyclohexanecarboxylic acid
Synonym  Source
1,3,4,5-Tetracaffeoylquinic acidKEGG COMPOUND
Manual XrefsDatabases
C10500KEGG COMPOUND
C00002782KNApSAcK
Registry NumbersSources
Reaxys:6952447Reaxys
CAS:158364-86-4KEGG COMPOUND