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CHEBI:143538 - cis-5-caffeoyl-quinic acid

ChEBI IDCHEBI:143538
ChEBI Namecis-5-caffeoyl-quinic acid
Stars
DefinitionThis compound belongs to the class of organic compounds known as quinic acids and derivatives. These are compounds containing a quinic acid moiety (or a derivative thereof), which is a cyclitol made up of a cyclohexane ring that bears four hydroxyl groups at positions 1,3.4, and 5, as well as a carboxylic acid at position 1.
Submittermwilliams
DownloadsMolfile
FormulaC16H18O9
Net Charge0
Average Mass354.311
Monoisotopic Mass354.09508
SMILES[H][C@@]1(O)[C@]([H])(OC(=O)/C=C\c2ccc(O)c(O)c2)C[C@@](O)(C(=O)O)C[C@@]1([H])O
InChIInChI=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
InChIKeyCWVRJTMFETXNAD-DJTMHQFBSA-N
Species of MetaboliteComponentSourceComments
Oryza sativa (ncbitaxon:4530) flag leaf (BTO:0002811) MetaboLights (MTBLS801) Strain: Oryza sativa cv. N22
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)
cis-5-caffeoyl-quinic acid (CHEBI:143538) is a catechols (CHEBI:33566)
cis-5-caffeoyl-quinic acid (CHEBI:143538) is a cinnamate ester (CHEBI:36087)
cis-5-caffeoyl-quinic acid (CHEBI:143538) is a cyclohexanols (CHEBI:23480)
cis-5-caffeoyl-quinic acid (CHEBI:143538) is a polyol (CHEBI:26191)
cis-5-caffeoyl-quinic acid (CHEBI:143538) is a quinic acid (CHEBI:26493)
cis-5-caffeoyl-quinic acid (CHEBI:143538) is a styrenes (CHEBI:26799)
cis-5-caffeoyl-quinic acid (CHEBI:143538) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
(1R,3R,4S,5R)-3-[(Z)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxycyclohexane-1-carboxylic acid