Summary

IMPPAT Phytochemical identifier: IMPHY011420

Phytochemical name: (1R,2R,4R,5R,7R,8R,9R,10R,13R,16S,17R)-11-ethyl-13-methyl-6-methylidene-11-azahexacyclo[7.7.2.15,8.01,10.02,8.013,17]nonadecane-4,7,16-triol

Synonymous chemical names:
12-epi-napelline

External chemical identifiers:
CID:101604994, ZINC:ZINC000169671340

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Chemical structure information

SMILES:
CCN1C[C@]2(C)CC[C@@H]([C@]34[C@H]1[C@H](C[C@H]23)[C@]12[C@H]4C[C@H]([C@H](C1)C(=C)[C@H]2O)O)O

InChI:
InChI=1S/C22H33NO3/c1-4-23-10-20(3)6-5-17(25)22-15(20)7-13(18(22)23)21-9-12(11(2)19(21)26)14(24)8-16(21)22/h12-19,24-26H,2,4-10H2,1,3H3/t12-,13+,14-,15-,16-,17+,18-,19-,20+,21+,22+/m1/s1

InChIKey:
AZAZKLKDEOMJBJ-NQGVWTFRSA-N

DeepSMILES:
CCNC[C@]C)CC[C@@H][C@][C@H]8[C@H]C[C@H]95))[C@][C@H]5C[C@H][C@H]C6)C=C)[C@H]7O))))O))))))))O

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C=C1CC23CC1CCC2C12CCCC4CNC1C3CC42

Scaffold Graph/Node level:
CC1CC23CC1CCC2C12CCCC4CNC1C3CC42

Scaffold Graph level:
CC1CC23CC1CCC2C12CCCC4CCC1C3CC42

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Prenol lipids

ClassyFire Subclass: Diterpenoids

NP Classifier Biosynthetic pathway: Alkaloids, Terpenoids

NP Classifier Superclass: Pseudoalkaloids, Diterpenoids

NP Classifier Class: Kaurane and Phyllocladane diterpenoids, Terpenoid alkaloids

NP-Likeness score: 3.851

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Chemical structure download