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CAS 152044-53-6 C26H39NO6S Epothilone A
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Product information:
(-)-epothilone a basic information | |
product name: | (-)-epothilone a |
synonyms: | 4,17-dioxabicyclo14.1.0heptadecane-5,9-dione, 7,11-dihydroxy-8,8,10,12-tetramethyl-3-(1e)-1-methyl-2-(2-methyl-4-thiazolyl)ethenyl-, (1s,3s,7s,10r,11s,12s,16r)-;epothilone-s;(1s,3s,7s,10r,11s,12s,16r)-7,11-dihydroxy-8,8,10,12-tetramethyl-3-[(1e)-1-methyl-2-(2-methyl-4-thiazolyl)ethenyl]-4,17-dioxabicyclo[14.1.0]heptadecane-5,9-dione;epothile;4,17-dioxabicyclo[14.1.0]heptadecane-5,9-dione,7,11-dihydroxy-8,8,10,12-tetramethyl-3- [(1e)-1-methy;ixabepilone impurity 5 (epothilone a);(1s,3s,7s,10r,11s,12s,16r,e)-7,11-dihydroxy-8,8,10,12-tetramethyl-3-(1-(2-methylthiazol-4-yl)prop-1-en-2-yl)-4,17-dioxa-bicyclo[14.1.0]heptadecane-5,9-dione;(1s,3s,7s,10r,11s,12s,16r)-7,11-dihydroxy-8,8,10,12-tetramethyl-3-[(1e)-1-methyl-2-(2-methyl-4-thiazolyl)ethenyl]-4,17-dioxabicyclo[14.1.0]heptadecane-5,9-dione epothilone a |
cas: | 152044-53-6 |
mf: | c26h39no6s |
mw: | 0 |
einecs: | |
product categories: | chiral reagents;inhibitors;intermediates & fine chemicals;pharmaceuticals;sulfur & selenium compounds |
mol file: | 152044-53-6.mol |
(-)-epothilone a chemical properties | |
mp | 95ºC |
density | 1.143 |
storage temp. | 20°c |
safety information | |
msds information | |
(-)-epothilone a usage and synthesis | |
usage | the epothilones are a novel class of antineoplastic agents possessing antitubulin activity. epothilone a, b isolated from sorangium cellulosum was associated with cell cycle arrest at g2/m transition and apoptosis that was resisted with overexpression of β-tubulin and p-glycoprotein in human bladder carcinoma cell. |
usage | epothilone a is a microtubule inhibitor isolated from the myxobacteria, sorangium cellulosum. epothilone a acts by stabilising microtubule formation at the taxol binding site, and causes cell cycle arrest at the g2/m transition, leading to cytotoxicity. epothilone a has been investigated in clinical trials as an antitumour agent. |
usage | epothilone a is a microtubule inhibitor isolated from the myxobacteria, sorangium cellulosum. epothilone a acts by stabilising microtubule formation at the taxol binding site, and causes cell cycle arrest at the g2/m transition, leading to cytotoxicity. epothilone a has been investigated in clinical trials as an antitumor agent. |
Specification:
Category | Pharmaceutical Raw Materials, Fine Chemicals, Bulk drug |
Standard | Medical standard |
Shelf life | 2 years |
Storage | should be stored in a well-closed container at low temperature, keep away from moisture, heat and light. |
Test Item | Standard: USP |
Identification |
IR spectrum similar to that of RS |
HPLC retention time similar to that of RS |
|
Related substance |
Total impurities: NMT0.3% |
Single impurity: NMT0.1% |
|
Heavy metals |
NMT 10ppm |
Loss on drying |
NMT0.5% |
Residue on ignition |
NMT0.1% |
Assay |
98.5%-101.0% |
Product Description:
EpothiloneA was found in the celllosum of Myxobacteria Sorangiumcellulosum. It is a microtubule stabilizer similar to paclitaxel, which induces the polymerization of tubulin and leads to the cell cycle stopping at g2-M phase, which produces toxicity and also induces apoptosis. The EC0.01 value of EpothiloneA is 2μM. EpothiloneA effectively inhibited the proliferation of HCT116 cells with IC50 of 4.4nM. EpothiloneA acts on KB3-1,KBV-1,Hela, and Hs578T cells and has cytotoxic Chemicalbook with IC50 ranging from 13nM to 160nM. EpothiloneA is more water-soluble than paclitaxel, and it competitively binds to microtubules with IC50 of 2.3μM. However,EpothiloneA and Taxol do not share a pharmacophore, and they independently and specifically utilize their tubulin binding bags. The newly discovered Transformation of EpothiloneA caused by AspergillusnigerAS3.739 produced metabolites that were toxic to McF-7 cells but had very high IC50 values.
Product Application and Function:
Epothilone, a class of macrolides, was first reported by G. Hoffle et al., National Center for Biotechnology (GBF), Germany, in chemical Book 993. Ebomycin was isolated from the fermentation broth of the suborder Myxobacteria, cystis fibrinosa. The main components of ebomycin were EpothiloneA and B.
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