Summary

IMPPAT Phytochemical identifier: IMPHY005826

Phytochemical name: (3R,3aR,5aR,9bS)-3a-hydroxy-3-(hydroxymethyl)-5a,9-dimethyl-4,5,6,7,8,9b-hexahydro-3H-benzo[g][1]benzofuran-2-one

Synonymous chemical names:
11alpha,13-dihydro-7alpha,13-dihydroxyfrullanolide

External chemical identifiers:
CID:56941573

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Chemical structure information

SMILES:
OC[C@H]1C(=O)O[C@@H]2[C@@]1(O)CC[C@@]1(C2=C(C)CCC1)C

InChI:
InChI=1S/C15H22O4/c1-9-4-3-5-14(2)6-7-15(18)10(8-16)13(17)19-12(15)11(9)14/h10,12,16,18H,3-8H2,1-2H3/t10-,12-,14+,15+/m0/s1

InChIKey:
MZLCLGJDVOQTRG-OBCWZRDOSA-N

DeepSMILES:
OC[C@H]C=O)O[C@@H][C@@]5O)CC[C@@]C6=CC)CCC6)))))C

Functional groups:
CC(C)=C(C)C, CO, COC(C)=O

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1CC2CCC3CCCC=C3C2O1

Scaffold Graph/Node level:
OC1CC2CCC3CCCCC3C2O1

Scaffold Graph level:
CC1CC2CCC3CCCCC3C2C1

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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: Eudesmane sesquiterpenoids

NP-Likeness score: 2.598

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Chemical structure download