Summary

IMPPAT Phytochemical identifier: IMPHY011607

Phytochemical name: Bergenin

Synonymous chemical names:
3β,14β,16α,17β-tetrahydroxypregn-5-en-20-one (bergenin), bergenin, berginin, corylopsin, cuscutin, vakerin

External chemical identifiers:
CID:66065, ChEMBL:CHEMBL273019, ChEBI:69499, ZINC:ZINC000004046820, FDASRS:L84RBE4IDC, SureChEMBL:SCHEMBL893721, MolPort-002-507-606

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Chemical structure information

SMILES:
OC[C@H]1O[C@@H]2[C@@H]([C@H]([C@@H]1O)O)OC(=O)c1c2c(O)c(c(c1)O)OC

InChI:
InChI=1S/C14H16O9/c1-21-11-5(16)2-4-7(9(11)18)12-13(23-14(4)20)10(19)8(17)6(3-15)22-12/h2,6,8,10,12-13,15-19H,3H2,1H3/t6-,8-,10+,12+,13-/m1/s1

InChIKey:
YWJXCIXBAKGUKZ-HJJNZUOJSA-N

DeepSMILES:
OC[C@H]O[C@@H][C@@H][C@H][C@@H]6O))O))OC=O)cc6cO)ccc6)O))OC

Functional groups:
CO, COC, cC(=O)OC, cO, cOC

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1OC2CCCOC2c2ccccc21

Scaffold Graph/Node level:
OC1OC2CCCOC2C2CCCCC12

Scaffold Graph level:
CC1CC2CCCCC2C2CCCCC12

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Benzenoids

ClassyFire Class: Benzene and substituted derivatives

ClassyFire Subclass: Benzoic acids and derivatives

NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids

NP Classifier Superclass: Coumarins

NP Classifier Class: Isocoumarins

NP-Likeness score: 2.626

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Chemical structure download