Summary

IMPPAT Phytochemical identifier: IMPHY014607

Phytochemical name: 11-Hydroxyazadirachtin B

Synonymous chemical names:
11-hydroxyazadirachtin b

External chemical identifiers:
CID:101999884, ZINC:ZINC000255222199

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Chemical structure information

SMILES:
C/C=C(/C(=O)O[C@@H]1C[C@H](O)[C@]23[C@@H]4[C@@]1(CO[C@H]4[C@H]([C@@]([C@@H]3[C@@](OC2)(O)C(=O)OC)(C)[C@@]12O[C@@]2(C)[C@H]2C[C@@H]1O[C@H]1[C@]2(O)C=CO1)O)C(=O)OC)C

InChI:
InChI=1S/C33H42O15/c1-7-14(2)22(36)46-17-11-16(34)29-13-45-32(40,25(38)42-6)23(29)27(3,21(35)19-20(29)30(17,12-44-19)24(37)41-5)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+/m1/s1

InChIKey:
KAJFOBKSQVMLSY-SEBWSFJVSA-N

DeepSMILES:
C/C=C/C=O)O[C@@H]C[C@H]O)[C@@][C@@H][C@@]6CO[C@H]5[C@H][C@@][C@@H]9[C@@]OC%12))O)C=O)OC)))))C)[C@]O[C@@]3C)[C@H]C[C@@H]6O[C@H][C@]6O)C=CO5)))))))))))))O)))))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: 3.535

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Chemical structure download