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E2656

(−)-Epothilone B

Name: (−)-Epothilone B
Brand: SIGMA

from Sorangium cellulosum, ≥98% (HPLC)

别名:

EPO906, EpoB, Patupilone

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关于此项目

经验公式（希尔记法）:

C₂₇H₄₁NO₆S

化学文摘社编号:

152044-54-7

分子量:

507.68

NACRES:

NA.77

PubChem Substance ID:

24724475

UNSPSC Code:

12352200

MDL number:

MFCD02101921

Assay:

≥98% (HPLC)

Form:

lyophilized powder

Quality level:

100

Storage condition:

desiccated, protect from light

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属性

biological source

Sorangium cellulosum

Quality Level

100

assay

≥98% (HPLC)

form

lyophilized powder

storage condition

desiccated, protect from light

color

white to off-white

storage temp.

−20°C

SMILES string

[H][C@]1(C[C@]2([H])O[C@]2(C)CCC[C@H](C)[C@H](O)[C@@H](C)C(=O)C(C)(C)[C@@H](O)CC(=O)O1)\C(C)=C\c3csc(C)n3

InChI

1S/C27H41NO6S/c1-15-9-8-10-27(7)22(34-27)12-20(16(2)11-19-14-35-18(4)28-19)33-23(30)13-21(29)26(5,6)25(32)17(3)24(15)31/h11,14-15,17,20-22,24,29,31H,8-10,12-13H2,1-7H3/b16-11+/t15-,17+,20-,21-,22-,24-,27+/m0/s1

InChI key

QXRSDHAAWVKZLJ-PVYNADRNSA-N

说明

General description

Epothilones has antimitotic properties. It prevents microtubule depolymerization and competitively blocks paclitaxel binding to microtubules. Epothilone B is used to treat metastatic breast cancer (MBC).

Biochem/physiol Actions

(-)-Epothilone B is a microtubule (MT) stabilizing drug and natural macrolide antitumor from myxobacteria Sorangium cellulosum. EpoB has similar biological properties to EpoA. However, EpoB is 10-fold more potent than EpoA against P-glycoprotein-expressing multidrug resistant (MDR) cells (IC₅₀ = 2 nM for MDR CCRF-CEM/VBL₁₀₀ cells). (-)-Epothilone B is similar to paclitaxel in binding displacement, and a substitution for paclitaxel in dependent cell growth. EpoB causes cell cycle arrest (IC₅₀= 3.5 nM).

EpoB is a microtubule stabilizing drug and natural macrolide antitumor.

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

法规信息

新产品

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分析证书(COA)

Lot/Batch Number

0000457252

0000453726

0000391477

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Phase II clinical trial of ixabepilone (BMS-247550), an epothilone B analog, as first-line therapy in patients with metastatic breast cancer previously treated with anthracycline chemotherapy

Roche H, et al.

Journal of Clinical Oncology, 25(23), 3415-3420 (2007)

BMS-247550: a novel epothilone analog with a mode of action similar to paclitaxel but possessing superior antitumor efficacy

Lee FYF, et al.

Clinical cancer research : an official journal of the American Association for Cancer Research, 7(5), 1429-1437 (2001)

Preclinical small molecule WEHI-7326 overcomes drug resistance and elicits response in patient-derived xenograft models of human treatment-refractory tumors.

Christoph Grohmann et al.

Cell death & disease, 12(3), 268-268 (2021-03-14)

Targeting cell division by chemotherapy is a highly effective strategy to treat a wide range of cancers. However, there are limitations of many standard-of-care chemotherapies: undesirable drug toxicity, side-effects, resistance and high cost. New small molecules which kill a wide

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货号	GTIN
E2656-1MG	04061822415348
E2656-5MG	04061833065921