Summary

IMPPAT Phytochemical identifier: IMPHY009651

Phytochemical name: (3aS,4aR,5R,5aS,6aS)-5-(3-hydroxybutyl)-5a-methyl-3-methylidene-3a,4,4a,5,6,6a-hexahydrocyclopropa[f][1]benzofuran-2-one

Synonymous chemical names:
carabrol

External chemical identifiers:
CID:133556403

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Chemical structure information

SMILES:
CC(CC[C@@H]1[C@@H]2[C@@]1(C)C[C@H]1[C@@H](C2)C(=C)C(=O)O1)O

InChI:
InChI=1S/C15H22O3/c1-8(16)4-5-11-12-6-10-9(2)14(17)18-13(10)7-15(11,12)3/h8,10-13,16H,2,4-7H2,1,3H3/t8?,10-,11+,12+,13-,15-/m0/s1

InChIKey:
MTIXBBDFRVGBOQ-GNKGPDPNSA-N

DeepSMILES:
CCCC[C@@H][C@@H][C@@]3C)C[C@H][C@@H]C6)C=C)C=O)O5)))))))))))O

Functional groups:
C=C1CCOC1=O, CO

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C=C1C(=O)OC2CC3CC3CC12

Scaffold Graph/Node level:
CC1C(O)OC2CC3CC3CC21

Scaffold Graph level:
CC1CC2CC3CC3CC2C1C

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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: Carabrane sesquiterpenoids

NP-Likeness score: 3.608

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Chemical structure download