Summary

IMPPAT Phytochemical identifier: IMPHY003598

Phytochemical name: (3S,3aalpha,6aalpha)-3alpha,6alpha-Bis(1,3-benzodioxole-5-yl)tetrahydro-1H,3H-furo[3,4-c]furan-1-ol

Synonymous chemical names:
4-hydroxysesamin

External chemical identifiers:
CID:16745513, ChEMBL:CHEMBL1380003

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Chemical structure information

SMILES:
OC1O[C@@H]([C@@H]2[C@H]1[C@H](OC2)c1ccc2c(c1)OCO2)c1ccc2c(c1)OCO2

InChI:
InChI=1S/C20H18O7/c21-20-17-12(18(27-20)10-1-3-13-15(5-10)25-8-23-13)7-22-19(17)11-2-4-14-16(6-11)26-9-24-14/h1-6,12,17-21H,7-9H2/t12-,17-,18+,19+,20?/m0/s1

InChIKey:
AWLJZFUREZNLGG-TWBLDSMASA-N

DeepSMILES:
OCO[C@@H][C@@H][C@H]5[C@H]OC5))cccccc6)OCO5)))))))))))cccccc6)OCO5

Functional groups:
COC, COC(C)O, c1cOCO1

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
c1cc2c(cc1C1OCC3C(c4ccc5c(c4)OCO5)OCC13)OCO2

Scaffold Graph/Node level:
C1OC2CCC(C3OCC4C3COC4C3CCC4OCOC4C3)CC2O1

Scaffold Graph level:
C1CC2CCC(C3CCC4C(C5CCC6CCCC6C5)CCC34)CC2C1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lignans, neolignans and related compounds

ClassyFire Class: Furanoid lignans

NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids

NP Classifier Superclass: Lignans

NP Classifier Class: Furofuranoid lignans

NP-Likeness score: 1.464

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Chemical structure download