Ansamitocin P-3 (Antibiotic C 15003P3) 是一种微管 (microtubule)抑制剂。Ansamitocin P-3 是一种大环抗肿瘤抗生素。 Information Ansamitocin p-3 (Maytansinol isobutyrate, NSC292222, Antibiotic C 15003P3) is a potent inhibitor of tubulin polymerization with IC50 of 3.4 μM. In vitro Ansamitocin p-3 at 5 μM completely inhibits the polymerization of tubulin isolated from bovine brains, but in contrast to VCR, Ansamitocin p-3 at a high concentration of 80 μM does not leads to the aggregation of tubulin. Ansamitocin p-3 at 16 μM also potently depolymerizes the polymerized tubulin (IC50 = 3.8 μM). The addition of Ansamitocin p-3 to culture cells blocks the morphological alteration of AC cells from fibroepithelioid to a glial cell type caused by the exposure to a certain concentration of dibutyryl cyclic adenosine 3\':5\'-monophosphate. In addition, Ansamitocin p-3 treatment at 16 nM causes the well-defined network of cytoplasmic microtubules of A31 cells rapidly dispersed. Short-term Ansamitocin p-3 treatment also inhibits the synthesis of DNA in A31 cells or KB cells. These results confirm that Ansamitocin p-3 acts by interfering with the microtubule assembly system, thus resulting in an inhibition of mitotic spindle fiber formation and, ultimately, cytokilling. Ansamitocin p-3 displays potent cytotoxicity against A-549, HT-29, and MCF-7 cells in a dose-dependent manner with ED50 of 4 ×10 -7 , 4 × 10 -7 , and 2 × 10 -6 μg/mL, respectively. Ansamitocin p-3 also exhibits cytotoxicity against HCT-116 cells with a much low EC50 of 0.081 nM. Ansamitocin p-3 enhances the effect of radiation both in Drosophila cells and human cancer cells in a p53 dependent manner. In vivo Ansamitocin p-3 treatment (>1 μg) significantly suppresses the growth of leukemia SN36, and induces an increased arrest in metaphase of P388 leukemia cells. Ansamitocin p-3 treatment at 25 μg/kg/day significantly prolongs the survival time of mice bearing i.p. B16 melanoma by 130%. Ansamitocin p-3 treatment also significantly prolongs the survival time of mice bearing Ehrlich ascites carcinoma, Sarcoma 180, and P815 mastocytoma, while slightly prolongs the survival time of mice bearing ascites MOPC-104E myeloma,leukemia L1210, and leukemia C1498. Cell Research(from reference) Cell lines:A31 and KB Concentrations:Dissolved in DMSO, final concentrations ~10 μM Incubation Time:~24 hours
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Ansamitocin p-3 (Maytansinol isobutyrate, NSC292222)
Dangerous GoodsCAS number:66584-72-3 molecular formula:C32H43ClN2O9
overview
compound introduction
Specs
| Chinese alias | 安丝菌素 P-3 | 安沙菌素 P-3 | 安丝菌素 p-3(美登醇异丁酸酯,NSC292222) | ||
| English alias | 2'-De(acetylmethylamino)-2'-methylmaytansine | AC-35339 | Ansamitocin P 3 | EX-A492 | Ansamitomicin P-3 | Maytansine, 2'-de(acetylmethylamino)-2'-methyl- | (1S,2R,3S,5S,6S,16E,18E,20R,21S)-11-chloro-21-hydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8,23-dio | ||
| CAS number | 66584-72-3 | molecular formula | C32H43ClN2O9 |
| molecular weight | 635.14 g/mol | Exact mass | 10mM in DMSO |
| PSA | 136.000 Ų | logp | 4.445 |
numbering system
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physicochemical properties
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Safety information
pictogram:
GHS07
Signal word:
Warning
Hazard Statement:
H315: 引起皮肤刺激 H319: 引起严重眼睛刺激 H335: 可能引起呼吸道刺激 H302: 吞食有害 H332: 吸入有害
Statement of Preventive Measures:
P305+P351+P338: 如进入眼睛:用水小心冲洗几分钟。如戴隐形眼镜并可方便地取出,取出隐形眼镜。继续冲洗。 P304+P340: 如误吸入:将人转移到空气新鲜处,保持呼吸舒适体位。
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