Summary

IMPPAT Phytochemical identifier: IMPHY007731

Phytochemical name: (1aS,4S,4aS,8aS)-4-(furan-3-yl)-4a,8-dimethyl-1a,4,5,6-tetrahydrooxireno[2,3-d]isochromen-2-one

Synonymous chemical names:
calodendrolide

External chemical identifiers:
CID:478835, ChEMBL:CHEMBL256319

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Chemical structure information

SMILES:
O=C1O[C@@H](c2cocc2)[C@]2([C@]3([C@@H]1O3)C(=CCC2)C)C

InChI:
InChI=1S/C15H16O4/c1-9-4-3-6-14(2)11(10-5-7-17-8-10)18-13(16)12-15(9,14)19-12/h4-5,7-8,11-12H,3,6H2,1-2H3/t11-,12+,14-,15+/m0/s1

InChIKey:
RCGHAGIMQPCIRT-MYZSUADSSA-N

DeepSMILES:
O=CO[C@@H]ccocc5)))))[C@][C@][C@@H]6O3))C=CCC6)))C)))C

Functional groups:
CC=C(C)[C@]12CCOC(=O)[C@H]1O2, coc

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1OC(c2ccoc2)C2CCC=CC23OC13

Scaffold Graph/Node level:
OC1OC(C2CCOC2)C2CCCCC23OC13

Scaffold Graph level:
CC1CC(C2CCCC2)C2CCCCC23CC13

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Organoheterocyclic compounds

ClassyFire Class: Dioxepanes

ClassyFire Subclass: 1,4-dioxepanes

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Sesquiterpenoids

NP-Likeness score: 3.168

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Chemical structure download