A naturally-occurring insecticide
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Azadirachtin

Item No. 21893

Technical Information
Formal Name
(2aR,3S,4S,4aR,5S,7aS,8S,10R,10aS,10bR)-10-(acetyloxy)octahydro-3,5-dihydroxy-4-methyl-8-[[(2E)-2-methyl-1-oxo-2-buten-1-yl]oxy]-4-[(1aR,2S,3aS,6aS,7S,7aS)-3a,6a,7,7a-tetrahydro-6a-hydroxy-7a-methyl-2,7-methanofuro[2,3-b]oxireno[e]oxepin-1a(2H)-yl]-1H,7H-naphtho[1,8-bc:4,4a-c']difuran-5,10a(8H)-dicarboxylic acid, 5,10a-dimethyl ester
CAS Number
11141-17-6
Molecular Formula
C35H44O16
Formula Weight
Purity
≥95%
Formulation
A solid
Chloroform: Slightly solubleMethanol: Slightly soluble
SMILES
O=C(OC)[C@@]1(O)OC[C@]23[C@@H](OC(/C(C)=C/C)=O)C[C@@H](OC(C)=O)[C@]4(C(OC)=O)[C@]2([H])[C@](OC4)([H])[C@@H](O)[C@@](C)([C@]56[C@@](C)(O6)[C@]7([H])[C@](C=CO8)(O)[C@]8([H])O[C@@]5([H])C7)[C@@]31[H]
InChi Code
InChI=1S/C35H44O16/c1-8-15(2)24(38)49-18-12-19(48-16(3)36)32(26(39)43-6)13-46-21-22(32)31(18)14-47-34(42,27(40)44-7)25(31)29(4,23(21)37)35-20-11-17(30(35,5)51-35)33(41)9-10-45-28(33)50-20/h8-10,17-23,25,28,37,41-42H,11-14H2,1-7H3/b15-8+/t17-,18+,19-,20+,21-,22-,23-,25+,28+,29-,30+,31+,32+,33+,34+,35+/m1/s1
InChi Key
FTNJWQUOZFUQQJ-NDAWSKJSSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Azadirachtin is a naturally-occurring insecticide originally isolated from the seeds of A. indica.1 It inhibits feeding behavior, molting, and/or ovarian development in a species-dependent manner in insects.2 Azadirachtin inhibits feeding on G. barbadense leaves and cotyledon disks by third instar H. zea larvae with protection concentrations (PC95s) of 6.2 and 6.8 μg/disk, respectively.3 It inhibits ecdysis and growth of H. zea, H. virescens, S. frugiperda, and P. gossypiella with ecdysis inhibition values (EI95s) ranging from 1 to 10 ppm and ED50 values ranging from 0.4 to 0.7 ppm. Azadirachtin inhibits the growth of freshly molted fourth instar E. varivestis larva (LC50 = 1.66 ppm).2 It is lethal to A. stephensi first, second, third, and fourth instar larva, pupa, and adults at a concentration of 0.1 ppm.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Butterworth, J.H., and Morgan, E.D. Isolation of a substance that suppresses feeding in locusts. Chem. Commun. (Lond.) 1, 23-24 (1968).

    2. Rembold, H. Azadirachtins. Their structure and mode of action. Insecticides of Plant Origin 150-163 (1989).

    3. Kubo, I., and Kocke, J.A. Azadirachtin, insect ecdysis inhibitor. Agr. Biol. Chem. 46(7), 1951-1953 (1982).

    4. Nathan, S.S., Kalaivani, K., and Murugan, K. Effects of neem limonoids on the malaria vector Anopheles stephensi Liston (Diptera: Culicidae). Acta. Trop. 96(1), 47-55 (2005).