Summary

IMPPAT Phytochemical identifier: IMPHY015068

Phytochemical name: (-)-Sesamin

Synonymous chemical names:
sesamin,(-)-

External chemical identifiers:
CID:382073, ChEMBL:CHEMBL1968861, FDASRS:9VCT11F572

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Chemical structure information

SMILES:
C1Oc2c(O1)cc(cc2)[C@@H]1OC[C@@H]2[C@H]1CO[C@H]2c1ccc2c(c1)OCO2

InChI:
InChI=1S/C20H18O6/c1-3-15-17(25-9-23-15)5-11(1)19-13-7-22-20(14(13)8-21-19)12-2-4-16-18(6-12)26-10-24-16/h1-6,13-14,19-20H,7-10H2/t13-,14-,19+,20+/m1/s1

InChIKey:
PEYUIKBAABKQKQ-NSMLZSOPSA-N

DeepSMILES:
COccO5)cccc6))[C@@H]OC[C@@H][C@H]5CO[C@H]5cccccc6)OCO5

Functional groups:
COC, 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: 0.747

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Chemical structure download