Summary

IMPPAT Phytochemical identifier: IMPHY013098

Phytochemical name: 3-[4-(beta-D-Glucopyranosyloxy)phenyl]acrylic acid methyl ester

Synonymous chemical names:
linocinnamarin

External chemical identifiers:
CID:12311284, ChEMBL:CHEMBL1215040, ZINC:ZINC000058574669

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Chemical structure information

SMILES:
OC[C@H]1O[C@@H](Oc2ccc(cc2)/C=C/C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O

InChI:
InChI=1S/C16H20O8/c1-22-12(18)7-4-9-2-5-10(6-3-9)23-16-15(21)14(20)13(19)11(8-17)24-16/h2-7,11,13-17,19-21H,8H2,1H3/b7-4+/t11-,13-,14+,15-,16-/m1/s1

InChIKey:
KPYQJVYNSWDFQU-ORXIWHNOSA-N

DeepSMILES:
OC[C@H]O[C@@H]Occcccc6))/C=C/C=O)OC))))))))))[C@@H][C@H][C@@H]6O))O))O

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
c1ccc(OC2CCCCO2)cc1

Scaffold Graph/Node level:
C1CCC(OC2CCCCO2)CC1

Scaffold Graph level:
C1CCC(CC2CCCCC2)CC1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Organic oxygen compounds

ClassyFire Class: Organooxygen compounds

ClassyFire Subclass: Carbohydrates and carbohydrate conjugates

NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids

NP Classifier Superclass: Phenylpropanoids (C6-C3)

NP Classifier Class: Cinnamic acids and derivatives

NP-Likeness score: 1.674

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Chemical structure download