Summary

IMPPAT Phytochemical identifier: IMPHY006837

Phytochemical name: (5R,9R,10R,13S,14S,17S)-17-[(2R,3S,5R)-5-[(2S)-3,3-dimethyloxiran-2-yl]-2-hydroxyoxolan-3-yl]-4,4,10,13,14-pentamethyl-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-one

Synonymous chemical names:
melianone

External chemical identifiers:
CID:44575793, ChEMBL:CHEMBL486466, ZINC:ZINC000049872491

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Chemical structure information

SMILES:
O[C@@H]1O[C@H](C[C@H]1[C@@H]1CC[C@]2([C@@]1(C)CC[C@H]1C2=CC[C@@H]2[C@]1(C)CCC(=O)C2(C)C)C)[C@@H]1OC1(C)C

InChI:
InChI=1S/C30H46O4/c1-26(2)22-9-8-20-19(28(22,5)13-12-23(26)31)11-15-29(6)18(10-14-30(20,29)7)17-16-21(33-25(17)32)24-27(3,4)34-24/h8,17-19,21-22,24-25,32H,9-16H2,1-7H3/t17-,18-,19-,21+,22-,24-,25+,28+,29-,30+/m0/s1

InChIKey:
ZWXPNDUTGNVQEU-STEPOWRLSA-N

DeepSMILES:
O[C@@H]O[C@H]C[C@H]5[C@@H]CC[C@][C@@]5C)CC[C@H]C6=CC[C@@H][C@]6C)CCC=O)C6C)C))))))))))))))C)))))))[C@@H]OC3C)C

Functional groups:
CC(C)=O, CC1(C)O[C@H]1C, CC=C(C)C, C[C@H](O)OC

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1CCC2C(CC=C3C2CCC2C3CCC2C2COC(C3CO3)C2)C1

Scaffold Graph/Node level:
OC1CCC2C(CCC3C2CCC2C(C4COC(C5CO5)C4)CCC23)C1

Scaffold Graph level:
CC1CCC2C(CCC3C2CCC2C(C4CCC(C5CC5)C4)CCC23)C1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Prenol lipids

ClassyFire Subclass: Triterpenoids

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Triterpenoids

NP Classifier Class: Apotirucallane triterpenoids, Lanostane, Tirucallane and Euphane triterpenoids

NP-Likeness score: 3.606

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Chemical structure download