Summary

IMPPAT Phytochemical identifier: IMPHY004561

Phytochemical name: Calceolarioside A

Synonymous chemical names:
4-o-(3,4-dihydroxycinnamoyl)-2-(3,4-dihydroxyphenyl)ethyl beta-d-glucopy-+, calceolarioside a

External chemical identifiers:
CID:5273566, ChEMBL:CHEMBL481635, ZINC:ZINC000031156700, MolPort-001-740-672

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Chemical structure information

SMILES:
OC[C@H]1O[C@@H](OCCc2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1OC(=O)/C=C/c1ccc(c(c1)O)O)O)O

InChI:
InChI=1S/C23H26O11/c24-11-18-22(34-19(29)6-3-12-1-4-14(25)16(27)9-12)20(30)21(31)23(33-18)32-8-7-13-2-5-15(26)17(28)10-13/h1-6,9-10,18,20-28,30-31H,7-8,11H2/b6-3+/t18-,20-,21-,22-,23-/m1/s1

InChIKey:
UHIGZYLCYRQESL-VJWFJHQPSA-N

DeepSMILES:
OC[C@H]O[C@@H]OCCcccccc6)O))O))))))))[C@@H][C@H][C@@H]6OC=O)/C=C/cccccc6)O))O))))))))))O))O

Functional groups:
CO, CO[C@@H](C)OC, c/C=C/C(=O)OC, cO

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C(C=Cc1ccccc1)OC1CCC(OCCc2ccccc2)OC1

Scaffold Graph/Node level:
OC(CCC1CCCCC1)OC1CCC(OCCC2CCCCC2)OC1

Scaffold Graph level:
CC(CCC1CCCCC1)CC1CCC(CCCC2CCCCC2)CC1

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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: Phenylethanoids (C6-C2), Phenylpropanoids (C6-C3)

NP Classifier Class: Cinnamic acids and derivatives, Phenylethanoids

NP-Likeness score: 1.797

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Chemical structure download