Summary

IMPPAT Phytochemical identifier: IMPHY006286

Phytochemical name: [(4R,5R,6S,7S,8R,11R,12R,14S,15S)-12-acetyloxy-4,7-dihydroxy-6-[(1R,2S,6S,9R,11S)-2-hydroxy-11-methyl-5,7,10-trioxatetracyclo[6.3.1.02,6.09,11]dodec-3-en-9-yl]-6,11-dimethyl-3,9-dioxatetracyclo[6.6.1.

Synonymous chemical names:
azadirachtin i

External chemical identifiers:
CID:6442369

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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]3C41CO[C@H]([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)C

InChI:
InChI=1S/C32H42O12/c1-7-14(2)24(35)42-18-11-17(41-15(3)33)27(4)12-39-20-21(27)30(18)13-40-25(36)22(30)28(5,23(20)34)32-19-10-16(29(32,6)44-32)31(37)8-9-38-26(31)43-19/h7-9,16-23,25-26,34,36-37H,10-13H2,1-6H3/b14-7+/t16-,17+,18-,19?,20+,21-,22-,23+,25+,26-,27+,28-,29-,30?,31-,32-/m0/s1

InChIKey:
DTVGLMFEPSBEIA-JPALLTBASA-N

DeepSMILES:
C/C=C/C=O)O[C@H]C[C@@H]OC=O)C)))[C@@][C@H]C6CO[C@H][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)))))))C

Functional groups:
C/C=C(C)C(=O)OC, CC(=O)OC, CO, COC, CO[C@H](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: 3.857

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Chemical structure download