Summary

IMPPAT Phytochemical identifier: IMPHY009912

Phytochemical name: (3S,3aS,5aR,6S,9bS)-6-hydroxy-3,5a,9-trimethyl-3a,4,5,6,7,9b-hexahydro-3H-benzo[g][1]benzofuran-2,8-dione

Synonymous chemical names:
alkhanin (sesquiterpene lactone)

External chemical identifiers:
CID:13944244, ZINC:ZINC000148313047

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Chemical structure information

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

InChI:
InChI=1S/C15H20O4/c1-7-9-4-5-15(3)11(17)6-10(16)8(2)12(15)13(9)19-14(7)18/h7,9,11,13,17H,4-6H2,1-3H3/t7-,9-,11-,13-,15-/m0/s1

InChIKey:
RARZBOWMYCHUMB-WXVLWKRNSA-N

DeepSMILES:
C[C@@H]C=O)O[C@H][C@H]5CC[C@@]C6=CC)C=O)C[C@@H]6O))))))C

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1C=C2C(CC1)CCC1CC(=O)OC21

Scaffold Graph/Node level:
OC1CCC2CCC3CC(O)OC3C2C1

Scaffold Graph level:
CC1CCC2CCC3CC(C)CC3C2C1

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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: 3.23

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Chemical structure download