Summary

IMPPAT Phytochemical identifier: IMPHY010586

Phytochemical name: (1R,2R,3R,5S,8R)-2,7,7-trimethyl-6-methylidenetricyclo[6.2.1.01,5]undecan-3-ol

Synonymous chemical names:
zizanol

External chemical identifiers:
CID:101306903, ZINC:ZINC000033950743, SureChEMBL:SCHEMBL18289192

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Chemical structure information

SMILES:
O[C@@H]1C[C@H]2[C@@]3([C@H]1C)CC[C@H](C3)C(C2=C)(C)C

InChI:
InChI=1S/C15H24O/c1-9-12-7-13(16)10(2)15(12)6-5-11(8-15)14(9,3)4/h10-13,16H,1,5-8H2,2-4H3/t10-,11+,12+,13+,15-/m0/s1

InChIKey:
JZLOTPMXLYBVOH-BGPZULBFSA-N

DeepSMILES:
O[C@@H]C[C@H][C@@][C@H]5C))CC[C@H]C5)CC7=C))C)C

Functional groups:
C=C(C)C, CO

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C=C1CC2CCC3(CCCC13)C2

Scaffold Graph/Node level:
CC1CC2CCC3(CCCC13)C2

Scaffold Graph level:
CC1CC2CCC3(CCCC13)C2

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Prenol lipids

ClassyFire Subclass: Sesquiterpenoids

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Sesquiterpenoids

NP Classifier Class: Zizaane sesquiterpenoids

NP-Likeness score: 3.262

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Chemical structure download