Summary

IMPPAT Phytochemical identifier: IMPHY005223

Phytochemical name: Deacetylazadirachtinol

Synonymous chemical names:
deacetyl-azadirachtinol, deacetyl-azadirachtinol(=3-tigoylazadirachtol)

External chemical identifiers:
CID:21725521, ChEMBL:CHEMBL451665, ZINC:ZINC000049841184, FDASRS:X5T1RMZ28I, MolPort-047-605-848

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Chemical structure information

SMILES:
COC(=O)[C@H]1OC[C@]23[C@@H]1[C@@](C)([C@H](O)[C@H]1[C@H]3[C@@]([C@@H](C[C@@H]2O)OC(=O)/C(=C/C)/C)(CO1)C(=O)OC)[C@@]12O[C@@]2(C)[C@H]2C[C@@H]1O[C@H]1[C@]2(O)C=CO1

InChI:
InChI=1S/C33H42O14/c1-7-14(2)24(36)45-17-11-16(34)30-12-44-20(25(37)40-5)21(30)28(3,23(35)19-22(30)31(17,13-43-19)26(38)41-6)33-18-10-15(29(33,4)47-33)32(39)8-9-42-27(32)46-18/h7-9,15-23,27,34-35,39H,10-13H2,1-6H3/b14-7+/t15-,16+,17-,18+,19-,20+,21+,22-,23-,27+,28+,29+,30-,31+,32+,33+/m1/s1

InChIKey:
USRBWQQLHKQWAV-ZGKQVQOISA-N

DeepSMILES:
COC=O)[C@H]OC[C@@][C@@H]5[C@@]C)[C@H]O)[C@H][C@H]6[C@@][C@@H]C[C@@H]%10O)))OC=O)/C=C/C))/C)))))CO5))C=O)OC)))))))[C@]O[C@@]3C)[C@H]C[C@@H]6O[C@H][C@]6O)C=CO5

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)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: 3.672

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Chemical structure download