Azadirachtin B

Azadirachtin B is an limonoid isolated from seed kernels of Azadirachta indica. Azadirachtin B increases alkaline phosphatase (ALP) activity and stimulates osteoblast differentiation. Azadirachtin B is active against the Epstein-Barr virus early antigen (EBV-EA). Azadirachtin B has insecticidal, nematocidal, anticancer, anti-inflammatory, antiviral and osteogenic properties.

Product information

CAS Number: 106500-25-8

Molecular Weight: 662.68

Formula: C33H42O14

Chemical Name: 4,11-dimethyl (1S,4S,5R,6S,7S,8R,11S,12R,14S,15R)-5,8,15-trihydrogenio-6-[(1S,2S,6S,8S,9R,11S)-6-hydrogenio-2-hydroxy-11-methyl-5,7,10-trioxatetracyclo[6.3.1.0²,⁶.0⁹,¹¹]dodec-3-en-9-yl]-7,14-dihydroxy-6-methyl-12-{[(2E)-2-methylbut-2-enoyl]oxy}-3,9-dioxatetracyclo[6.6.1.0¹,⁵.0¹¹,¹⁵]pentadecane-4,11-dicarboxylate

Smiles: C/C(=C\C)/C(=O)O[C@@H]1C[C@H](O)[C@]23CO[C@@H]([C@H]2[C@@](C)([C@H](O)[C@@H]2OC[C@]1([C@@H]32)C(=O)OC)[C@]12O[C@@]1(C)[C@H]1C[C@@H]2O[C@@H]2OC=C[C@]12O)C(=O)OC

InChiKey: USRBWQQLHKQWAV-ZGKQVQOISA-N

InChi: InChI=1S/C33H42O14/c1-7-14(2)24(36)45-17-11-16(34)30-12-44-20(25(37)40-5)21(30)28(3,23(35)19-22(30)31(17,13-43-19)26(38)41-6)33-18-10-15(29(33,4)47-33)32(39)8-9-42-27(32)46-18/h7-9,15-23,27,34-35,39H,10-13H2,1-6H3/b14-7+/t15-,16+,17-,18+,19-,20+,21+,22-,23-,27+,28+,29+,30-,31+,32+,33+/m1/s1

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥12 months if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

How to use

In Vitro:

Azadirachtin B (1 pM-100 µM; 48 hours; Osteoblast cells) treatment shows highest proliferation at 10 nM and 100 pM concentrations in osteoblast cells. Azadirachtin B increases expression of RunX-2 ∼2.5 fold at 10 nM concentration, ALP expression ∼2.8 fold at 10 nM and 100 pM concentration and OCN expression ∼2.5 folds at 10 nM as compared with control. Azadirachtin B (Compound 4) exhibits toxicity to the diamondback moth (Plutella xylostella) with an LD50 of 4.85-1.06 µg/g body weight, in 92 h. Azadirachtin B (compound 21) exhibits moderate or potent inhibitory effects (IC50 value of 384 mol ratio/32 pmol TPA) against the Epstein-Barr virus early antigen (EBV-EA) activation induced by tetradecanoylphorbol-13-acetate (TPA).

In Vivo:

On evaluation of Azadirachtin B (compound 21; oral administration) for its anti-tumor-initiating activity on the two-stage carcinogenesis of mouse skin tumor induced by peroxynitrite (ONOO-; PN) as an initiator and TPA as a promoter, this exhibited marked inhibitory activity.

Products are for research use only. Not for human use.