Summary

IMPPAT Phytochemical identifier: IMPHY006881

Phytochemical name: (1beta,11beta,12alpha,15beta)-1,11,12-trihydroxy-2,16-dioxo-13,20-epoxypicras-3-en-15-yl (2R)-2-(acetyloxy)-2-methylbutanoate

Synonymous chemical names:
quassimarin

External chemical identifiers:
CID:9871858, ChEBI:8691, ZINC:ZINC000100064892

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Chemical structure information

SMILES:
CC[C@](C(=O)O[C@H]1C(=O)O[C@H]2[C@]34[C@@H]1[C@@](C)(OC3)[C@@H](O)[C@@H]([C@@H]4[C@@]1([C@@H](C2)C(=CC(=O)[C@H]1O)C)C)O)(OC(=O)C)C

InChI:
InChI=1S/C27H36O11/c1-7-24(4,38-12(3)28)23(34)37-17-19-26(6)21(32)16(30)18-25(5)13(11(2)8-14(29)20(25)31)9-15(36-22(17)33)27(18,19)10-35-26/h8,13,15-21,30-32H,7,9-10H2,1-6H3/t13-,15+,16+,17+,18+,19-,20+,21-,24+,25-,26+,27+/m0/s1

InChIKey:
FXMIXHYJCNZLFE-UDLAVWPNSA-N

DeepSMILES:
CC[C@]C=O)O[C@H]C=O)O[C@H][C@][C@@H]6[C@@]C)OC5))[C@@H]O)[C@@H][C@@H]6[C@@][C@@H]C%10)C=CC=O)[C@H]6O))))C)))C)))O))))))))))))OC=O)C)))C

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1C=CC2CC3OC(=O)CC4C5CCC(C2C1)C34CO5

Scaffold Graph/Node level:
OC1CCC2CC3OC(O)CC4C5CCC(C2C1)C34CO5

Scaffold Graph level:
CC1CCC2CC3CC(C)CC4C5CCC(C2C1)C34CC5

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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: 3.545

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Chemical structure download