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(-)-Epothilone A_Molecular_structure_CAS_152044-53-6)
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(-)-Epothilone A

Catalog No. E3656 Name Sigma Aldrich
CAS Number 152044-53-6 Website http://www.sigmaaldrich.com
M. F. C26H39NO6S Telephone 1-800-521-8956
M. W. 493.65596 Fax
Purity >95% (HPLC) Email
Storage desiccated Chembase ID: 72615

SYNONYMS

IUPAC name
(1S,3S,7S,10R,11S,12S,16R)-7,11-dihydroxy-8,8,10,12-tetramethyl-3-[1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-4,17-dioxabicyclo[14.1.0]heptadecane-5,9-dione
IUPAC Traditional name
(1S,3S,7S,10R,11S,12S,16R)-7,11-dihydroxy-8,8,10,12-tetramethyl-3-[1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-4,17-dioxabicyclo[14.1.0]heptadecane-5,9-dione
Synonyms
EpoA

DATABASE IDS

CAS Number 152044-53-6
PubChem SID 24724476

PROPERTIES

Biological Source from Sorangium cellulosum
Empirical Formula (Hill Notation) C26H39NO6S
Purity >95% (HPLC)
Apperance solid
MSDS Link Download
Storage Condition desiccated
Storage Condition protect from light
Storage Temperature -20°C
German water hazard class 3

DETAILS

Description (简体中文)
Biochem/physiol Actions
(-)-Epothilone A is a microtubule (MT) stabilizing drug and natural macrolide antitumor from myxobacteria Sorangium cellulosum. EpoA exhibits kinetics similar to paclitaxel by inducing tubulin polymerization in vitro and producing enhanced microtubule stability and bundling in cultured cells. In contrast to paclitaxel, Epothilone A exhibits a greater cytotoxicity against P-glycoprotein-expressing multidrug resistant (MDR) cells (IC50 = 20 nM for MDR CCRF-CEM/VBL100 cells). Epothilone A is a competitve inhibitor of 3H-paclitaxel binding with comparable IC50 to paclitaxel in displacement competition assays. EpoA causes cell cycle arrest at the G2/M transition leading to cytotoxicity.
Description (English)
Biochem/physiol Actions
(-)-Epothilone A is a microtubule (MT) stabilizing drug and natural macrolide antitumor from myxobacteria Sorangium cellulosum. EpoA exhibits kinetics similar to paclitaxel by inducing tubulin polymerization in vitro and producing enhanced microtubule stability and bundling in cultured cells. In contrast to paclitaxel, Epothilone A exhibits a greater cytotoxicity against P-glycoprotein-expressing multidrug resistant (MDR) cells (IC50 = 20 nM for MDR CCRF-CEM/VBL100 cells). Epothilone A is a competitve inhibitor of 3H-paclitaxel binding with comparable IC50 to paclitaxel in displacement competition assays. EpoA causes cell cycle arrest at the G2/M transition leading to cytotoxicity.

REFERENCES