106500-25-8
106500-25-8 structure
- Name: Azadirachtin B
- Chemical Name: X5T1RMZ28I
- CAS Number: 106500-25-8
- Molecular Formula: C33H42O14
- Molecular Weight: 662.678
- Catalog: Signaling Pathways Anti-infection Influenza Virus
- Create Date: 2018-07-21 02:51:50
- Modify Date: 2024-01-16 16:10:53
-
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[1][2][3].
| Name | X5T1RMZ28I |
|---|---|
| Synonyms |
Dimethyl (2aR,3S,4S,4aR,5S,7aS,8S,10R,10aS,10bR)-3,8-dihydroxy-4-[(1S,2S,6S,8S,9R,11S)-2-hydroxy-11-methyl-5,7,10-trioxatetracyclo[6.3.1.02,6.09,11]dodec-3-en-9-yl]-4-methyl-10-{[(2E)-2-methyl-2-b 
utenoyl]oxy}octahydro-1H-furo[3',4':4,4a]naphtho[1,8-bc]furan-5,10a(8H)-dicarboxylate
X5T1RMZ28I 1H,7H-Naphtho[1,8a-c:4,5-b'c']difuran-5,10a(8H)-dicarboxylic acid, octahydro-3,8-dihydroxy-4-methyl-10-[[(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]-, dimethyl ester, (2aR,3S,4S,4aR,5S,7aS,8S,10R,10aS,10bR)- |
| Description | 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[1][2][3]. |
|---|---|
| Related Catalog | |
| Target |
Plutella xylostella[1] Alkaline phosphatase (ALP)[2] Epstein-Barr virus early antigen (EBV-EA)[3] |
| 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[1]. 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[1]. 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[2]. 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)[3]. Cell Proliferation Assay[1] Cell Line: Osteoblast cells Concentration: 1 pM, 100 pM, 10 nM, 1 µM, 100 µM Incubation Time: 48 hours Result: Showed highest proliferation at 10 nM and 100 pM concentrations in osteoblast cells. |
| 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[3]. |
| References |
| Density | 1.5±0.1 g/cm3 |
|---|---|
| Boiling Point | 780.5±60.0 °C at 760 mmHg |
| Molecular Formula | C33H42O14 |
| Molecular Weight | 662.678 |
| Flash Point | 246.6±26.4 °C |
| Exact Mass | 662.257446 |
| LogP | 1.31 |
| Vapour Pressure | 0.0±6.1 mmHg at 25°C |
| Index of Refraction | 1.628 |
| Storage condition | -20°C |
| Hazard Codes | Xn |
|---|