Summary

IMPPAT Phytochemical identifier: IMPHY014164

Phytochemical name: 1,3,4-Tri-O-caffeoylquinic acid

Synonymous chemical names:
1,4,5-tri-o-caffeoyl quinic acid, 1,4,5-tri-o-caffeoylquinic acid

External chemical identifiers:
CID:10283355, ZINC:ZINC000195841846

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Chemical structure information

SMILES:
O=C(O[C@]1(C[C@@H](O)[C@H]([C@@H](C1)OC(=O)/C=C/c1ccc(c(c1)O)O)OC(=O)/C=C/c1ccc(c(c1)O)O)C(=O)O)/C=C/c1ccc(c(c1)O)O

InChI:
InChI=1S/C34H30O15/c35-21-7-1-18(13-24(21)38)4-10-29(42)47-28-17-34(33(45)46,49-31(44)12-6-20-3-9-23(37)26(40)15-20)16-27(41)32(28)48-30(43)11-5-19-2-8-22(36)25(39)14-19/h1-15,27-28,32,35-41H,16-17H2,(H,45,46)/b10-4+,11-5+,12-6+/t27-,28-,32-,34+/m1/s1

InChIKey:
ZDYRXGIWSQSHSO-YOWOTECTSA-N

DeepSMILES:
O=CO[C@]C[C@@H]O)[C@H][C@@H]C6)OC=O)/C=C/cccccc6)O))O))))))))))OC=O)/C=C/cccccc6)O))O))))))))))))C=O)O))))/C=C/cccccc6)O))O

Functional groups:
CC(=O)O, CO, c/C=C/C(=O)OC, cO

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C(C=Cc1ccccc1)OC1CCC(OC(=O)C=Cc2ccccc2)C(OC(=O)C=Cc2ccccc2)C1

Scaffold Graph/Node level:
OC(CCC1CCCCC1)OC1CCC(OC(O)CCC2CCCCC2)C(OC(O)CCC2CCCCC2)C1

Scaffold Graph level:
CC(CCC1CCCCC1)CC1CCC(CC(C)CCC2CCCCC2)C(CC(C)CCC2CCCCC2)C1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Organic oxygen compounds

ClassyFire Class: Organooxygen compounds

ClassyFire Subclass: Alcohols and polyols

NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids

NP Classifier Superclass: Phenylpropanoids (C6-C3)

NP Classifier Class: Cinnamic acids and derivatives

NP-Likeness score: 1.355

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Chemical structure download