Summary

IMPPAT Phytochemical identifier: IMPHY005633

Phytochemical name: methyl 2-[(1R,2R,4S,7S,8S,11R,12R,13S,16R)-7-(furan-3-yl)-1,8,12,15,15-pentamethyl-5,18-dioxo-3,6,14-trioxapentacyclo[9.7.0.02,4.02,8.012,16]octadecan-13-yl]acetate

Synonymous chemical names:
veprisone

External chemical identifiers:
CID:21594779, ZINC:ZINC000138770684

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Chemical structure information

SMILES:
COC(=O)C[C@@H]1OC([C@H]2[C@@]1(C)[C@H]1CC[C@@]3([C@]4([C@@]1(C(=O)C2)C)O[C@@H]4C(=O)O[C@H]3c1cocc1)C)(C)C

InChI:
InChI=1S/C27H34O8/c1-23(2)16-11-17(28)26(5)15(25(16,4)18(34-23)12-19(29)31-6)7-9-24(3)20(14-8-10-32-13-14)33-22(30)21-27(24,26)35-21/h8,10,13,15-16,18,20-21H,7,9,11-12H2,1-6H3/t15-,16+,18+,20+,21-,24+,25-,26+,27-/m1/s1

InChIKey:
PIMHETLTQXNYHC-BGLWURERSA-N

DeepSMILES:
COC=O)C[C@@H]OC[C@H][C@@]5C)[C@H]CC[C@@][C@][C@@]6C=O)C%10))C))O[C@@H]3C=O)O[C@H]7ccocc5)))))))))))C)))))))C)C

Functional groups:
CC(C)=O, COC, COC(C)=O, C[C@]12CCOC(=O)[C@H]1O2, coc

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1OC(c2ccoc2)C2CCC3C4COCC4CC(=O)C3C23OC13

Scaffold Graph/Node level:
OC1CC2COCC2C2CCC3C(C4CCOC4)OC(O)C4OC34C12

Scaffold Graph level:
CC1CC(C2CCCC2)C2CCC3C4CCCC4CC(C)C3C23CC13

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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: Limonoids

NP-Likeness score: 2.896

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Chemical structure download