Summary

IMPPAT Phytochemical identifier: IMPHY006781

Phytochemical name: [(4S,5E,9E)-6,10-dimethyl-3-methylidene-2-oxo-2,3,3a,4,7,8,11,11a-octahydrocyclodeca[b]furan-4-yl] acetate

Synonymous chemical names:
laurenobiolide

External chemical identifiers:
CID:44602428, ChEBI:6390

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Chemical structure information

SMILES:
CC(=O)O[C@H]1/C=C(C)/CC/C=C(/CC2C1C(=C)C(=O)O2)C

InChI:
InChI=1S/C17H22O4/c1-10-6-5-7-11(2)9-15-16(12(3)17(19)21-15)14(8-10)20-13(4)18/h7-8,14-16H,3,5-6,9H2,1-2,4H3/b10-8+,11-7+/t14-,15?,16?/m0/s1

InChIKey:
ORJVLIMAQARNOU-LXNAOKSISA-N

DeepSMILES:
CC=O)O[C@H]/C=CC)/CC/C=C/CCC%10C=C)C=O)O5))))))C

Functional groups:
C/C(C)=C/C, C/C=C(/C)C, C=C1CCOC1=O, CC(=O)OC

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C=C1C(=O)OC2CC=CCCC=CCC12

Scaffold Graph/Node level:
CC1C(O)OC2CCCCCCCCC21

Scaffold Graph level:
CC1CC2CCCCCCCCC2C1C

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Prenol lipids

ClassyFire Subclass: Terpene lactones

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Sesquiterpenoids

NP Classifier Class: Germacrane sesquiterpenoids

NP-Likeness score: 3.306

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Chemical structure download