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Merck
CN

A7430

Sigma-Aldrich

Azadirachtin

~95%

Synonym(s):

azadirachtin A

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About This Item

Empirical Formula (Hill Notation):
C35H44O16
CAS Number:
11141-17-6
Molecular Weight:
720.71
MDL number:
MFCD00083241
UNSPSC Code:
12352212
PubChem Substance ID:
24891232
NACRES:
NA.28

Key Documents

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Assay

~95%

Quality Level

100

form

solid

application(s)

agriculture
environmental

storage temp.

−20°C

SMILES string

[H]C1([H])C2OC3([H])OC=CC3(O)C1C4(C)OC24[C@@]5(C)[C@@H](O)[C@@H]6OC[C@]7([C@H](C[C@H](OC(=O)C(C)=CC)[C@]8(COC(O)([C@H]58)C(=O)OC)[C@@]67[H])OC(C)=O)C(=O)OC

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/t17?,18-,19?,20?,21+,22+,23?,25?,28?,29?,30?,31?,32-,33?,34-,35?/m0/s1

InChI key

FTNJWQUOZFUQQJ-CFYAVYSVSA-N

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Related Categories

Application

Azadirachtin has been used as a standard for high performance liquid chromatography (HPLC) and for quantification in suspension cultures of Azadirachta indica (A. Juss).

Biochem/physiol Actions

Triterpenoid found in need tree seeds, azadiractin suppresses feeding by many insect species and disrupts growth of most insect and other arthropod species, while having very low mammalian toxicity. Promising as a natural pesticide.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H317,H410

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Skin Sens. 1B

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN2917
BCCL5654
BCCL4570
BCCJ7099
BCCH2475

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Statistical media optimization for cell growth and azadirachtin production in Azadirachta indica (A. Juss) suspension cultures
Prakash G and Srivastava AK
Process Biochemistry (Oxford, United Kingdom), 40(12), 3795-3800 (2005)
Benshui Shu et al.
Scientific reports, 7(1), 13231-13231 (2017-10-19)
As an important botanical pesticide, azadirachtin demonstrates broad insecticidal activity against many agricultural pests. The results of a previous study indicated the toxicity and apoptosis induction of azadirachtin in Spodoptera frugiperda Sf9 cells. However, the lack of genomic data has
Torranis Ruttanaphan et al.
Insects, 11(10) (2020-10-15)
Spodoptera frugiperda, a highly polyphagous insect pest from America, has recently invaded and widely spread throughout Africa and Asia. Effective and environmentally safe tools are needed for successful pest management of this invasive species. Natural molecules extracted from plants offer
Cecilia Stahl Vieira et al.
Developmental and comparative immunology, 114, 103864-103864 (2020-09-13)
Rhodnius prolixus is an insect vector of two flagellate parasites, Trypanosoma rangeli and Trypanosoma cruzi, the latter being the causative agent of Chagas disease in Latin America. The R. prolixus neuroendocrine system regulates the synthesis of the steroid hormone ecdysone
Bruna Dallaqua et al.
Journal of ethnopharmacology, 143(3), 805-811 (2012-08-28)
The role of Azadirachta indica (neem) against Chagas disease and its antibiotic and antidiabetic action have been demonstrated in non-pregnant animals. However, the effects of neem on lipid metabolism and oxidative stress during pregnancy remain to be investigated. The objective
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