ChemicalBook > CAS DataBase List > Epothilone A

Epothilone A

Product Name
Epothilone A
CAS No.
152044-53-6
Chemical Name
Epothilone A
Synonyms
CS-555;CS-1899;Epothile;Ebomycin A;Epothilon A;Epothilone-S;EPOTHILONE A;(-)-EPOTHILONE A;epothile|||Epo A;Epothilone A (Epo A)
CBNumber
CB6972280
Molecular Formula
C26H39NO6S
Formula Weight
493.66
MOL File
152044-53-6.mol
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Epothilone A Property

Melting point:
95℃
alpha 
D21 -47.1° (c = 1.0 in methanol)
Boiling point:
683.3±55.0 °C(Predicted)
Density 
1.143
storage temp. 
-20°C
solubility 
Chloroform (Slightly), Ethyl Acetate (Slightly)
form 
solid
pka
13.57±0.70(Predicted)
color 
White to Off-White
Stability:
Stable under recommended storage conditions., Stable Under Recommended Storage C
InChIKey
HESCAJZNRMSMJG-KKQRBIROSA-N
SMILES
[C@]12([H])[C@]([H])(O1)CCC[C@H](C)[C@H](O)[C@@H](C)C(=O)C(C)(C)[C@@H](O)CC(=O)O[C@H](/C(/C)=C/C1=CSC(C)=N1)C2
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Safety

WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
E3656
Product name
(?)-Epothilone A
Purity
fromSorangiumcellulosum,>95%(HPLC),solid
Packaging
10μg
Price
$102
Updated
2024/03/01
Cayman Chemical
Product number
16482
Product name
Epothilone A
Purity
≥95%
Packaging
1mg
Price
$44
Updated
2024/03/01
Cayman Chemical
Product number
16482
Product name
Epothilone A
Purity
≥95%
Packaging
5mg
Price
$118
Updated
2024/03/01
Cayman Chemical
Product number
16482
Product name
Epothilone A
Purity
≥95%
Packaging
10mg
Price
$214
Updated
2024/03/01
Usbiological
Product number
E3428-74
Product name
Epothilone A
Packaging
100ug
Price
$513
Updated
2021/12/16
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Epothilone A Chemical Properties,Usage,Production

Uses

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.

Uses

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.

Definition

ChEBI: An epithilone that is epothilone C in which the double bond in the macrocyclic lactone ring has been oxidised to the corresponding epoxide (the 13R,14S diastereoisomer).

Biological Activity

epothilone a (epo a) is a naturally occurring microtubule-stabilizing macrolide that was first isolated from the myxobacterium sorangium cellulosum. the ic50 value of epothilone a in hct-116 cell line is 4.4 nm [1].it has been found that the skov-3 human ovarian cancer cells were susceptible to epothilone a with ic50 value of 20.4 ± 1.4 nm [2]. the antiproliferative capacity of epothilone a in skov-3 cell line (measured as ic50 after 72 h continuous treatment) was six times greater than that of ptx’s. besides, epothilone a induced time coursedependent apoptosis and necrosis [2].

target

MDR CCRF-CEM/VBL100 cells

References

[1] regueiro-ren a1, borzilleri rm, zheng x, kim sh, johnson ja, fairchild cr, lee fy, long bh, vite gd. synthesis and biological activity of novel epothilone aziridines. org lett. 2001 aug 23;3(17):2693-6.
[2] rogalska a1, marczak a, gajek a, szwed m, śliwińska a, drzewoski j, jóźwiak z. induction of apoptosis in human ovarian cancer cells by new anticancer compounds, epothilone a and b. toxicol in vitro. 2013 feb;27(1):239-49.

Epothilone A Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Epothilone A manufacturers

Qiuxian Baitai New Material Co., LTD
Product
Epothilone A 152044-53-6
Price
US $10.00/g
Min. Order
1KG
Purity
99%
Supply Ability
5ton/Month
Release date
2021-11-24
Shaanxi Dideu Medichem Co. Ltd
Product
Epothilone A 152044-53-6
Price
US $0.00-0.00/Kg
Min. Order
1KG
Purity
99.0%
Supply Ability
800 ton
Release date
2020-04-30
Career Henan Chemical Co
Product
Epothilone A 152044-53-6
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100kg
Release date
2019-07-09

152044-53-6, Epothilone ARelated Search:


  • 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
  • Epothilone A (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
  • 4,17-Dioxabicyclo[14.1.0]heptadecane-5,9-dione,7,11-dihydroxy-8,8,10,12-tetramethyl-3- [(1E)-1-methyl-2-(2-methyl-4-thiazolyl)- ethenyl]-,(1R,3R,7R,10S,11R,12R,16S)-rel-
  • CS-1899
  • CS-555
  • Ixabepilone Impurity 5
  • EPOTHILONE A
  • (-)-EPOTHILONE A
  • Epothilon A
  • Epothilone A USP/EP/BP
  • (1S,3S,7S,10R,11S,12S,16R)-7,11-Dihydroxy-8,8,10,12-tetramethyl-3-((E)-1-(2-methylthiazol-4-yl)prop-1-en-2-yl)-4,17-dioxabicyclo[14.1.0]heptadecane-5,9-dione
  • Epothilone A (Epo A)
  • Ebomycin A
  • epothile|||Epo A
  • 152044-53-6
  • C26H39NO6S
  • Chiral Reagents
  • Inhibitors
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Sulfur & Selenium Compounds