Summary

IMPPAT Phytochemical identifier: IMPHY004164

Phytochemical name: Loliolide

Synonymous chemical names:
digiprolactone (loliolide), loliolide

External chemical identifiers:
CID:100332, ChEMBL:CHEMBL227113, ChEBI:69774, ZINC:ZINC000001565391, FDASRS:U3BB4IM281, SureChEMBL:SCHEMBL789415, MolPort-028-609-996

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Chemical structure information

SMILES:
O[C@@H]1C[C@@]2(C)OC(=O)C=C2C(C1)(C)C

InChI:
InChI=1S/C11H16O3/c1-10(2)5-7(12)6-11(3)8(10)4-9(13)14-11/h4,7,12H,5-6H2,1-3H3/t7-,11+/m0/s1

InChIKey:
XEVQXKKKAVVSMW-WRWORJQWSA-N

DeepSMILES:
O[C@@H]C[C@@]C)OC=O)C=C5CC9)C)C

Functional groups:
CC1=CC(=O)OC1, CO

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1C=C2CCCCC2O1

Scaffold Graph/Node level:
OC1CC2CCCCC2O1

Scaffold Graph level:
CC1CC2CCCCC2C1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Organoheterocyclic compounds

ClassyFire Class: Benzofurans

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Apocarotenoids

NP Classifier Class: Apocarotenoids (β-)

NP-Likeness score: 2.982

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Chemical structure download