Summary

IMPPAT Phytochemical identifier: IMPHY009504

Phytochemical name: 12-beta-(Benzoyloxy)daphnetoxin

Synonymous chemical names:
genkwadaphnin

External chemical identifiers:
CID:124210

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Chemical structure information

SMILES:
OC[C@]12O[C@H]1[C@H]1[C@H]3O[C@@]4(O[C@]1([C@H]1[C@@]([C@@H]2O)(O)C(=O)C(=C1)C)[C@@H]([C@H]([C@@]3(O4)C(=C)C)OC(=O)c1ccccc1)C)c1ccccc1

InChI:
InChI=1S/C34H34O10/c1-17(2)32-25(40-28(37)20-11-7-5-8-12-20)19(4)33-22-15-18(3)24(36)31(22,39)29(38)30(16-35)26(41-30)23(33)27(32)42-34(43-32,44-33)21-13-9-6-10-14-21/h5-15,19,22-23,25-27,29,35,38-39H,1,16H2,2-4H3/t19-,22-,23+,25-,26+,27-,29-,30+,31-,32+,33+,34+/m1/s1

InChIKey:
QKMXESBAFIKRAD-LPHDITAFSA-N

DeepSMILES:
OC[C@]O[C@H]3[C@H][C@H]O[C@@]O[C@]6[C@H][C@@][C@@H]%12O))O)C=O)C=C5)C)))))[C@@H][C@H][C@@]8O7)C=C)C)))OC=O)cccccc6)))))))))C))))cccccc6

Functional groups:
C=C(C)C, CC1=CCCC1=O, CO, C[C@]1(C)O[C@H]1C, cC(=O)OC, c[C@@]1(OC)OCCO1

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C(OC1CC23OC4(c5ccccc5)OC1C(O4)C2C1OC1CC1C(=O)C=CC13)c1ccccc1

Scaffold Graph/Node level:
OC1CCC2C1CC1OC1C1C3OC4(C5CCCCC5)OC3C(OC(O)C3CCCCC3)CC21O4

Scaffold Graph level:
CC(CC1CC23CC4(C5CCCCC5)CC1C(C4)C2C1CC1CC1C(C)CCC13)C1CCCCC1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Prenol lipids

ClassyFire Subclass: Diterpenoids

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Diterpenoids

NP Classifier Class: Daphnane diterpenoids

NP-Likeness score: 3.035

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Chemical structure download