Summary

IMPPAT Phytochemical identifier: IMPHY015493

Phytochemical name: 3-Desacetylazadirachtin

Synonymous chemical names:
azadirachtin, deacetyl

External chemical identifiers:
CID:6442561

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Chemical structure information

SMILES:
C/C=C(/C(=O)O[C@H]1C[C@@H](O)[C@@]2([C@H]3C41CO[C@]([C@H]4[C@@](C)([C@@H]([C@H]3OC2)O)[C@@]12O[C@@]2(C)[C@@H]2CC1O[C@H]1[C@]2(O)C=CO1)(O)C(=O)OC)C(=O)OC)C

InChI:
InChI=1S/C33H42O15/c1-7-14(2)22(36)46-17-11-16(34)29(24(37)41-5)12-44-19-20(29)30(17)13-45-32(40,25(38)42-6)23(30)27(3,21(19)35)33-18-10-15(28(33,4)48-33)31(39)8-9-43-26(31)47-18/h7-9,15-21,23,26,34-35,39-40H,10-13H2,1-6H3/b14-7+/t15-,16+,17-,18?,19-,20-,21+,23-,26-,27+,28-,29-,30?,31-,32-,33-/m0/s1

InChIKey:
GLAJZJRWMNNYEH-JVXDYRCASA-N

DeepSMILES:
C/C=C/C=O)O[C@H]C[C@@H]O)[C@@][C@H]C6CO[C@][C@H]5[C@@]C)[C@@H][C@H]9OC%12)))O))[C@]O[C@@]3C)[C@@H]CC6O[C@H][C@]6O)C=CO5))))))))))))))O)C=O)OC))))))))C=O)OC)))))))))C

Functional groups:
C/C=C(C)C(=O)OC, CO, COC, COC(=O)[C@@](C)(O)OC, 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)OC1CC2C2OC12C1CC2OCC3CCCC4(COCC14)C32

Scaffold Graph/Node level:
C1CC2COC3CC(C45OC4C4CC5OC5OCCC54)C4COCC4(C1)C23

Scaffold Graph level:
C1CC2CC3CC(C2C1)C1CC31C1CC2CCC3CCCC4(CCCC14)C32

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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: 3.563

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Chemical structure download