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CHEBI:88343 - 1-caffeoyl-5-feruloylquinic acid

ChEBI IDCHEBI:88343
ChEBI Name1-caffeoyl-5-feruloylquinic acid
Stars
DefinitionA quinic acid that is (−)-quinic acid acylated at positions 1 and 5 by caffeoyl and feruloyl groups respectively.
Last Modified7 June 2016
Submittermwilliams
DownloadsMolfile
FormulaC26H26O12
Net Charge0
Average Mass530.482
Monoisotopic Mass530.14243
SMILESCOc1cc(/C=C/C(=O)O[C@@H]2C[C@@](OC(=O)/C=C/c3ccc(O)c(O)c3)(C(=O)O)C[C@@H](O)[C@@H]2O)ccc1O
InChIInChI=1S/C26H26O12/c1-36-20-11-15(3-7-17(20)28)4-8-22(31)37-21-13-26(25(34)35,12-19(30)24(21)33)38-23(32)9-5-14-2-6-16(27)18(29)10-14/h2-11,19,21,24,27-30,33H,12-13H2,1H3,(H,34,35)/b8-4+,9-5+/t19-,21-,24+,26-/m1/s1
InChIKeyDJXURFUTIYZESV-BQYLRUKMSA-N
Species of MetaboliteComponentSourceComments
Phyllanthus niruri (ncbitaxon:296034) - MetaboLights (MTBLS224)
Roles Classification
Chemical Roles:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
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-caffeoyl-5-feruloylquinic acid (CHEBI:88343) has functional parent (−)-quinic acid (CHEBI:17521)
1-caffeoyl-5-feruloylquinic acid (CHEBI:88343) has functional parent trans-caffeic acid (CHEBI:16433)
1-caffeoyl-5-feruloylquinic acid (CHEBI:88343) has functional parent trans-ferulic acid (CHEBI:17620)
1-caffeoyl-5-feruloylquinic acid (CHEBI:88343) is a polyphenol (CHEBI:26195)
1-caffeoyl-5-feruloylquinic acid (CHEBI:88343) is a quinic acid (CHEBI:26493)
IUPAC Name 
(1R,3R,4S,5R)-1-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3,4-dihydroxy-5-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}cyclohexane-1-carboxylic acid
Synonym  Source
1-O-caffeoyl-5-O-feruloylquinic acidChEBI
Manual XrefsDatabases
HMDB0041642HMDB