Maytansinol isobutyrate
ansamitocin P3
CAS: 66584-72-3
Molecular Formula: C32H43ClN2O9
Maytansinol isobutyrate - Names and Identifiers
| Name | ansamitocin P3 |
| Synonyms | Tam 330 Tam-330 Nsc292222 ansamitocin P3 Ansamitosin P 3 Anasamitocin P-3 Maytansinol isobutyrate ANSAMITOCIN P-3(MAYTANSINOL ISOBUTYRATE) 2'-De(acetylmethylamino)-2'-methylmaytansine 2'-De[acetyl(methyl)amino]-2'-methylmaytansine |
| CAS | 66584-72-3 |
Maytansinol isobutyrate - Physico-chemical Properties
| Molecular Formula | C32H43ClN2O9 |
| Molar Mass | 635.14 |
| Density | 1.29 |
| Melting Point | 190-192℃ |
| Boling Point | 833.1±65.0 °C(Predicted) |
| pKa | 9.82±0.70(Predicted) |
| Storage Condition | Keep in dark place,Inert atmosphere,Store in freezer, under -20°C |
| In vitro study | 5 μm Ansamitocin p-3 completely inhibited the polymerization of bovine brain isolated microtubules, but in contrast to VCR, Ansamitocin p-3 at a high concentration of 80 μm did not cause tubulin polymerization. The 16 μm Ansamitocin p-3 was also effective in depolymerizing the polymerized tubulin (IC50=3.8 μm). The addition of Ansamitocin p-3 to cultured cells prevented a certain concentration of dibutyrylcyclic adenosine 3 ':5'-phosphate from changing the AC cell morphology from fibroepithelioid to glioma-like cells. In addition, p-3 treatment with 16 nM Ansamitocin also resulted in rapid dispersion of the good cytoplasmic network of A31 cells. p-3 short-term treatment of A31 cells or KB cells, Ansamitocin also inhibits DNA synthesis. These results indicate that the Ansamitocin p-3 acts by interacting with the microtubule assembly system, resulting in inhibition of mitotic spindle fiber formation and ultimately cell death. Ansamitocin p-3 acts on A- 549, HT-29 and MCF-7 cells and has toxicity in a dose-dependent manner. ED50 is 4 × 10. Ansamitocin p-3 acts on HCT-116 cells and also has toxicity, the EC50 is 0.081 nM. The Ansamitocin p-3 enhances the effect of radiation on Drosophila cells and human cancer cells in a p53-dependent manner. |
| In vivo study | Treatment with Ansamitocin p-3 (>1 µg) significantly inhibited the growth of leukemia SN36 and induced arrest of P388 leukemia cells at metaphase. The Ansamitocin p-3 treated mice with intraperitoneal injection of B16 malignant melanoma at a dose of 25 g/kg per day significantly prolonged the life span by 130%. p-3 Ansamitocin treatment also significantly prolonged the lifespan of mice carrying Ehrlich ascites carcinoma, Sarcoma 180, and P815 mastocytoma, but only weakly prolonged the lifespan of mice carrying ascites MOPC-104E myeloma, leukemia L1210, and leukemia c1498. |
Maytansinol isobutyrate - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | R20/22 - Harmful by inhalation and if swallowed. R36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
| WGK Germany | 3 |
| RTECS | OQ2293000 |
Maytansinol isobutyrate - Preparation solution concentration reference
| 1mg | 5mg | 10mg | |
|---|---|---|---|
| 1 mM | 1.574 ml | 7.872 ml | 15.745 ml |
| 5 mM | 0.315 ml | 1.574 ml | 3.149 ml |
| 10 mM | 0.157 ml | 0.787 ml | 1.574 ml |
| 5 mM | 0.031 ml | 0.157 ml | 0.315 ml |
Last Update：2024-01-02 23:10:35
Maytansinol isobutyrate - Reference Information
| Use | Ansamitocin P-3 (AP3) is a small molecule antibiotic, which has anti-tumor, anti-Mycobacterium tuberculosis, antibacterial and other pharmacological activities; Its components are P-0, P-1, P-2, P-3, P-3 ', P-4 and P-4', in which ansericin P-3 is the main synthetic product, it prevents the mitosis of cells by blocking the formation of microtubules and causes cell death, and has a significant anti-tumor effect in vitro and in tumor-bearing animals. |
| preparation method | Method 1: a method for extraction, separation and purification of ansericin P-3, the method comprises the following steps: 1) extracting the fermentation broth or solid fermentation medium at the end of fermentation with an extraction solvent to obtain an extract; 2) the obtained extract is concentrated until no extraction solvent flows out to obtain concentrated extract crude product A, then neutral alumina is added and mixed with crude product A uniformly with organic solvent; 3) the step 2) mixed homogeneous crude product A is distilled to dry sand; 4) the organic solvent is added to the step 3) dried sand crude product A, shake and stand, take the supernatant; 5) concentrate the supernatant of step 4), add silica gel to rotate and boil to sand, the ansericin P-3 was obtained by column chromatography gradient elution. |
| biological activity | Ansamitocin p-3 (Maytansinol isobutyrate, NSC292222, Antibiotic C 15003P3) it is a potent tubulin polymerization inhibitor with IC50 of 3.4 μm. |
Last Update：2024-04-09 21:50:46
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Product Name: ansamitocin P3 Visit Supplier Webpage Request for quotationCAS: 66584-72-3
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
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