Summary

IMPPAT Phytochemical identifier: IMPHY002220

Phytochemical name: methyl (1R,2S,3R,6R,13R,14R,15R,16S,17S)-3-[(E)-4-acetyloxy-3,4-dimethylpent-2-enoyl]oxy-15,16-dihydroxy-9,13-dimethyl-4,10-dioxo-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadeca-8,11-diene-17-ca

Synonymous chemical names:
dehydrobruceantinol

External chemical identifiers:
CID:101659156

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Chemical structure information

SMILES:
COC(=O)[C@@]12OC[C@]34[C@H]2[C@@H](OC(=O)/C=C(/C(OC(=O)C)(C)C)C)C(=O)O[C@@H]4CC2=C(C(=O)C=C[C@@]2([C@H]3[C@H]([C@@H]1O)O)C)C

InChI:
InChI=1S/C30H36O12/c1-13(27(4,5)42-15(3)31)10-19(33)41-21-23-29-12-39-30(23,26(37)38-7)24(35)20(34)22(29)28(6)9-8-17(32)14(2)16(28)11-18(29)40-25(21)36/h8-10,18,20-24,34-35H,11-12H2,1-7H3/b13-10+/t18-,20-,21-,22-,23-,24+,28+,29-,30+/m1/s1

InChIKey:
WLJSEHYSSBQUMT-HEPJHHOPSA-N

DeepSMILES:
COC=O)[C@]OC[C@@][C@H]5[C@@H]OC=O)/C=C/COC=O)C)))C)C))C)))))C=O)O[C@@H]6CC=CC=O)C=C[C@@]6[C@H]%14[C@H][C@@H]%19O))O)))C)))))C

Functional groups:
C/C(C)=C/C(=O)OC, CC1=C(C)C(=O)C=CC1, CO, COC, COC(C)=O

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1C=CC2C(=C1)CC1OC(=O)CC3C4CCC2C13CO4

Scaffold Graph/Node level:
OC1CCC2C(C1)CC1OC(O)CC3C4CCC2C13CO4

Scaffold Graph level:
CC1CCC2C(C1)CC1CC(C)CC3C4CCC2C13CC4

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Prenol lipids

ClassyFire Subclass: Terpene lactones

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Triterpenoids

NP Classifier Class: Quassinoids

NP-Likeness score: 3.233

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Chemical structure download