Summary

IMPPAT Phytochemical identifier: IMPHY014597

Phytochemical name: 13,14-Desepoxyazadirachtin A

Synonymous chemical names:
13,14-desepoxyazadirachtin a

External chemical identifiers:
CID:101701146

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Chemical structure information

SMILES:
C/C=C(/C(=O)O[C@H]1C[C@@H](OC(=O)C)[C@@]2([C@H]3[C@@]41CO[C@]([C@H]4[C@@](C)([C@@H]([C@@H]3OC2)O)C1=C(C)[C@@H]2C[C@@H]1O[C@H]1[C@@]2(O)C=CO1)(O)C(=O)OC)C(=O)OC)C

InChI:
InChI=1S/C35H44O15/c1-8-15(2)26(38)50-20-12-21(48-17(4)36)33(28(39)43-6)13-46-23-24(33)32(20)14-47-35(42,29(40)44-7)27(32)31(5,25(23)37)22-16(3)18-11-19(22)49-30-34(18,41)9-10-45-30/h8-10,18-21,23-25,27,30,37,41-42H,11-14H2,1-7H3/b15-8+/t18-,19-,20-,21+,23+,24+,25+,27-,30-,31+,32-,33-,34+,35-/m0/s1

InChIKey:
POHKQJAJFZNNNW-BUKOMCEZSA-N

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

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C1=CC2C3C=C(C4CC5OCC6CCCC7(COCC47)C65)C(C3)OC2O1

Scaffold Graph/Node level:
C1CC2COC3CC(C4CC5CC4OC4OCCC54)C4COCC4(C1)C23

Scaffold Graph level:
C1CC2CC3CC(CC3C3CC4CCC5CCCC6(CCCC36)C54)C2C1

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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: 3.136

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Chemical structure download