Summary

IMPPAT Phytochemical identifier: IMPHY000193

Phytochemical name: Azadirachtanin

Synonymous chemical names:
azadirachtanin

External chemical identifiers:
CID:102146586

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Chemical structure information

SMILES:
CC(=O)O[C@@H]1OC[C@@]23C([C@@]1(C)[C@H](OC(=O)C)C[C@@H]2O)C[C@H]([C@@]1([C@@H]3C(=O)[C@H](OC(=O)C)[C@@]2(C1=CC[C@H]2c1ccoc1)C)C)O

InChI:
InChI=1S/C32H40O11/c1-15(33)41-24-12-23(37)32-14-40-28(43-17(3)35)31(24,6)21(32)11-22(36)30(5)20-8-7-19(18-9-10-39-13-18)29(20,4)27(42-16(2)34)25(38)26(30)32/h8-10,13,19,21-24,26-28,36-37H,7,11-12,14H2,1-6H3/t19-,21?,22+,23-,24+,26-,27-,28-,29-,30+,31-,32+/m0/s1

InChIKey:
YQSXXKRVYCLMRM-SIUABMRBSA-N

DeepSMILES:
CC=O)O[C@@H]OC[C@@]C[C@@]6C)[C@H]OC=O)C)))C[C@@H]6O)))))C[C@H][C@@][C@@H]6C=O)[C@H]OC=O)C)))[C@@]C6=CC[C@H]5cccoc5)))))))))C)))))C))O

Functional groups:
CC(=O)OC, CC(C)=O, CC=C(C)C, CO, CO[C@H](C)OC(C)=O, coc

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1CC2C(=CCC2c2ccoc2)C2CCC3C4CCCC3(COC4)C12

Scaffold Graph/Node level:
OC1CC2C(C3CCOC3)CCC2C2CCC3C4CCCC3(COC4)C12

Scaffold Graph level:
CC1CC2C(C3CCCC3)CCC2C2CCC3C4CCCC3(CCC4)C12

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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: 2.922

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Chemical structure download