Summary

IMPPAT Phytochemical identifier: IMPHY014139

Phytochemical name: Azadirachtin F

Synonymous chemical names:
azadirachtin f

External chemical identifiers:
CID:6443385

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Chemical structure information

SMILES:
COC(=O)[C@H]([C@H]1[C@@](C)([C@H](O)[C@H]2[C@@H]3[C@]1(C)[C@@H](O)C[C@H]([C@]3(CO2)C(=O)OC)OC(=O)/C(=C/C)/C)[C@@]12O[C@@]2(C)[C@@H]2C[C@H]1O[C@H]1[C@]2(O)C=CO1)O

InChI:
InChI=1S/C33H44O14/c1-8-14(2)24(37)45-17-12-16(34)28(3)21(19(35)25(38)41-6)29(4,23(36)20-22(28)31(17,13-44-20)26(39)42-7)33-18-11-15(30(33,5)47-33)32(40)9-10-43-27(32)46-18/h8-10,15-23,27,34-36,40H,11-13H2,1-7H3/b14-8+/t15-,16-,17+,18+,19-,20+,21+,22+,23+,27-,28+,29-,30-,31-,32-,33-/m0/s1

InChIKey:
JBYMKLQRMUTCTE-VGOSKUKMSA-N

DeepSMILES:
COC=O)[C@H][C@H][C@@]C)[C@H]O)[C@H][C@@H][C@]6C)[C@@H]O)C[C@H][C@]6CO9))C=O)OC))))OC=O)/C=C/C))/C)))))))))))[C@]O[C@@]3C)[C@@H]C[C@H]6O[C@H][C@]6O)C=CO5))))))))))))))O

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C1=CC2C(O1)OC1CC2C2OC12C1CC2CCCC3COC(C1)C32

Scaffold Graph/Node level:
C1CC2COC3CC(C45OC4C4CC5OC5OCCC54)CC(C1)C23

Scaffold Graph level:
C1CC2CCC3CC(C45CC4C4CC5CC5CCCC54)CC(C1)C23

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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: 3.397

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Chemical structure download