Summary

IMPPAT Phytochemical identifier: IMPHY002655

Phytochemical name: 1-Cinnamoylmelianolone

Synonymous chemical names:
1-cinnamoyl melianolone, 1-cinnamoylmelianolone

External chemical identifiers:
CID:13819214

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Chemical structure information

SMILES:
OC[C@@]12[C@@H](OC(=O)/C=C/c3ccccc3)C[C@H]([C@@]3([C@@H]1[C@H](OC3)[C@H]([C@]([C@@H]2C(=O)C)(C)[C@@]12O[C@@]2(C)[C@@H]2C[C@@H]1O[C@@H]1[C@]2(O)C=CO1)O)C)O

InChI:
InChI=1S/C35H42O11/c1-18(37)26-31(3,35-23-14-20(32(35,4)46-35)34(41)12-13-42-29(34)45-23)28(40)25-27-30(2,17-43-25)21(38)15-22(33(26,27)16-36)44-24(39)11-10-19-8-6-5-7-9-19/h5-13,20-23,25-29,36,38,40-41H,14-17H2,1-4H3/b11-10+/t20-,21+,22-,23-,25-,26-,27-,28+,29+,30+,31+,32-,33-,34-,35-/m0/s1

InChIKey:
RCIYJWQVHDPQSQ-YVYVCLNRSA-N

DeepSMILES:
OC[C@@][C@@H]OC=O)/C=C/cccccc6))))))))))C[C@H][C@@][C@@H]6[C@H]OC5))[C@H][C@][C@@H]%10C=O)C)))C)[C@]O[C@@]3C)[C@@H]C[C@@H]6O[C@@H][C@]6O)C=CO5)))))))))))))O))))C))O

Functional groups:
CC(C)=O, CO, COC, CO[C@@H]1CC=CO1, C[C@@]1(C)O[C@@]1(C)C, c/C=C/C(=O)OC

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C(C=Cc1ccccc1)OC1CCC2COC3CC(C45OC4C4CC5OC5OC=CC54)CC1C23

Scaffold Graph/Node level:
OC(CCC1CCCCC1)OC1CCC2COC3CC(C45OC4C4CC5OC5OCCC54)CC1C23

Scaffold Graph level:
CC(CCC1CCCCC1)CC1CCC2CCC3CC(C45CC4C4CC5CC5CCCC54)CC1C23

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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: 3.007

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Chemical structure download