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CAS 11141-17-6

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Azadirachtin

Description:
Azadirachtin is a complex tetranortriterpenoid compound primarily derived from the seeds of the neem tree (Azadirachta indica). It is known for its insecticidal and anti-feedant properties, making it a valuable natural pesticide in agricultural practices. Azadirachtin functions by disrupting the hormonal systems of insects, inhibiting their growth and reproduction, which ultimately leads to their mortality. The compound is characterized by its relatively low toxicity to mammals and beneficial insects, making it an environmentally friendly alternative to synthetic pesticides. Azadirachtin is soluble in organic solvents but has limited solubility in water, which influences its application methods. Its stability can be affected by light and temperature, necessitating careful storage and handling. Additionally, azadirachtin has been studied for its potential medicinal properties, including anti-inflammatory and anti-cancer effects, although further research is needed to fully understand its therapeutic applications. Overall, azadirachtin represents a significant compound in both agricultural and pharmaceutical contexts due to its diverse biological activities.
Formula:C35H44O16
InChI: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:InChIKey=FTNJWQUOZFUQQJ-NDAWSKJSSA-N
SMILES:C[C@]1([C@@]23[C@@](C)(O2)[C@]4(C[C@@]3(O[C@]5([C@]4(O)C=CO5)[H])[H])[H])[C@]6([C@@]7([C@]8([C@]([C@H]1O)(OC[C@]8(C(OC)=O)[C@H](OC(C)=O)C[C@@H]7OC(/C(=C/C)/C)=O)[H])[H])CO[C@@]6(C(OC)=O)O)[H]
Synonyms:
  • 1H,7H-Naphtho(1,8-bc:4,4a-c')difuran-5,10a(8H)-dicarboxylic acid, 10-(acetyloxy)octahydro-3,5-dihydroxy-4-methyl-8-(((2E)-2-methyl-1-oxo-2-butenyl)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)-, dimethyl ester, (2aR,3S,4S,4aR,5S,7aS,8S,10R,10aS,10bR)-
  • 1H,7H-Naphtho(1,8-bc:4,4a-c')difuran-5,10a(8H)-dicarboxylic acid, 10-(acetyloxy)octahydro-3,5-dihydroxy-4-methyl-8-((2-methyl-1-oxo-2-butenyl)oxy)-4-(3a,6a,7,7a-tetrahydro-6a-hydroxy-7a-methyl-2,7-methanofuro(2,3-b)oxireno(e)oxepin-1a(2H)-yl)-, dimethyl ester, (2aR-(2aalpha,3beta,4beta(1aR*,2S*,3aS*,6aS*,7S*,7aS*),4abeta,5alpha,7aS*,8beta(E),10beta,10aalpha,10bbeta))-
  • 1H,7H-Naphtho[1,8-bc:4,4a-c']difuran-5,10a(8H)-dicarboxylic acid, 10-(acetyloxy)octahydro-3,5-dihydroxy-4-methyl-8-[(2-methyl-1-oxo-2-butenyl)oxy]-4-(3a,6a,7,7a-tetrahydro-6a-hydroxy-7a-methyl-2,7-methanofuro[2,3-b]oxireno[e]oxepin-1a(2H)-yl)-, dimethyl ester, [2aR-[2aα,3β,4β(1aR*,2S*,3aS*,6aS*,7S*,7aS*),4aβ,5α,7aS*,8β(E),10β,10aα,10bβ]]-
  • 1H,7H-Naphtho[1,8-bc:4,4a-c']difuran-5,10a(8H)-dicarboxylic acid, 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]-, 5,10a-dimethyl ester, (2aR,3S,4S,4aR,5S,7aS,8S,10R,10aS,10bR)-
  • 2,7-Methanofuro[2,3-b]oxireno[e]oxepin, 1H,7H-naphtho[1,8-bc:4,4a-c′]difuran-5,10a(8H)-dicarboxylic acid deriv.
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  • AzaMax
  • Azadirachtin A
  • Azatin
  • Azatin EC
  • See more synonyms
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