Summary

IMPPAT Phytochemical identifier: IMPHY010013

Phytochemical name: 3-Caffeoylshikimic acid

Synonymous chemical names:
3-o-caffeoyl-shikimic

External chemical identifiers:
CID:10131826, ChEBI:175268, FDASRS:K891CTV013

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Chemical structure information

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

InChI:
InChI=1S/C16H16O8/c17-10-3-1-8(5-11(10)18)2-4-14(20)24-13-7-9(16(22)23)6-12(19)15(13)21/h1-5,7,12-13,15,17-19,21H,6H2,(H,22,23)/b4-2+/t12-,13-,15+/m1/s1

InChIKey:
MRDAXWGGWWDUKL-VKJPNVGWSA-N

DeepSMILES:
O=CO[C@@H]C=CC[C@H][C@@H]6O))O)))C=O)O))))))/C=C/cccccc6)O))O

Functional groups:
CC(=CC)C(=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)OC1C=CCCC1

Scaffold Graph/Node level:
OC(CCC1CCCCC1)OC1CCCCC1

Scaffold Graph level:
CC(CCC1CCCCC1)CC1CCCCC1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Phenylpropanoids and polyketides

ClassyFire Class: Cinnamic acids and derivatives

ClassyFire Subclass: Hydroxycinnamic acids and derivatives

NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids

NP Classifier Superclass: Phenylpropanoids (C6-C3)

NP Classifier Class: Cinnamic acids and derivatives

NP-Likeness score: 1.794

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Chemical structure download