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Merck
CN

R2146

Radicicol

greener alternative

from Diheterospora chlamydosporia, Tyrosine kinase inhibitor, solid

别名:

[1aS-(1aR*,2Z,4E,14*,15aR*)]-8-氯-1a,14,15,15a-四氢-9,11-二羟基-14-甲基-6H-环氧乙烯并[e][2]苯并氧杂环-6,12(7H)-二酮, 根赤壳菌素

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关于此项目

经验公式（希尔记法）:
C18H17ClO6
化学文摘社编号:
12772-57-5
分子量:
364.78
UNSPSC Code:
51111800
PubChem Substance ID:
24899351
NACRES:
NA.77
MDL number:
MFCD06795865
Form:
solid
Quality level:
200

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产品名称

根赤壳霉素 来源于Diheterospora chlamydosporia, solid

SMILES string

C[C@@H]1C[C@H]2O[C@@H]2C=C\C=C\C(=O)Cc3c(Cl)c(O)cc(O)c3C(=O)O1

InChI

1S/C18H17ClO6/c1-9-6-15-14(25-15)5-3-2-4-10(20)7-11-16(18(23)24-9)12(21)8-13(22)17(11)19/h2-5,8-9,14-15,21-22H,6-7H2,1H3/b4-2+,5-3-/t9-,14-,15-/m1/s1

InChI key

WYZWZEOGROVVHK-GTMNPGAYSA-N

form

solid

greener alternative product score

old score: 15
new score: 9
Find out more about DOZN™ Scoring

greener alternative product characteristics

Waste Prevention
Atom Economy
Use of Renewable Feedstocks
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

color

white to yellow-white

solubility

ethanol: 10 mg/mL

antibiotic activity spectrum

fungi

greener alternative category

, Re-engineered

mode of action

enzyme | inhibits

storage temp.

−20°C

Quality Level

200

Gene Information

human ... HSP90AA1(3320), SRC(6714)
rat ... Src(83805)

相关类别

Application

根赤壳菌素（来源于Diheterospora chlamydosporia）作为热休克蛋白90(Hsp90)抑制剂已用于：
  • 研究其对秀丽隐杆线虫寿命延长和健康的影响
  • 研究其对酵母蛋白聚集的影响
  • 研究其对氧杂蒽酮敏化癌细胞的影响

Biochem/physiol Actions

根赤壳菌素是一种抗真菌大环内酯抗生素，存在于Diheterospora chlamydosporia、Chaetomium chiversii和Monosporium bonorden真菌中。它可用作酪氨酸激酶和热休克蛋白90(Hsp90)的抑制剂。根赤壳菌素参与抑制Ras、Mos和Src等各种原癌基因转化。它还可抑制丝裂原诱导型一氧化氮合酶(COX-2)和磷脂酰肌醇依赖性蛋白激酶1(PDK1)的活性。根赤壳菌素参与将细胞周期阻滞在G1-S期。它在体内具有抗癌和抗血管生成活性。

Disclaimer

光敏性

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Carc. 1B - Muta. 1B

存储类别

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

法规信息

涉药品监管产品
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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000486037
0000486037
0000458784
0000458784
0000320580

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I Pillay et al.
Cell growth & differentiation : the molecular biology journal of the American Association for Cancer Research, 7(11), 1487-1499 (1996-11-01)
Sam68 (Src-associated in mitosis 68 kDa) is a protein that associates with and is tyrosine phosphorylated by Src in a mitosis-specific manner, thereby raising the possibility of a role for Src in the regulation of the cell cycle. This study
J F Zhao et al.
Oncogene, 11(1), 161-173 (1995-07-06)
Activated versions of ras and mos oncogenes subvert the signal transduction pathway by mimicking transducers at the plasma membrane and cytosol respectively. Radicicol (UCS1006), an antifungal antibiotic, had the ability to suppress transformation by ras and mos oncogenes in a
Yonghan He et al.
Biochemical and biophysical research communications, 436(2), 169-174 (2013-06-04)
Heat shock protein 90 (Hsp90) is involved in various cellular processes, such as cell proliferation, differentiation and apoptosis. As adipocyte differentiation plays a critical role in obesity development, the present study investigated the effect of an Hsp90 inhibitor radicicol on
Yilin Zhao et al.
The Journal of surgical research, 182(2), 312-318 (2012-11-10)
Intestinal injury is a key feature in sepsis. Inhibitors of heat shock protein 90 (Hsp90) have been shown to exert protective effects in models of inflammation. Herein, we hypothesized that Hsp90 might regulate intestinal inflammation and leakage in abdominal sepsis.
S V Sharma et al.
Oncogene, 16(20), 2639-2645 (1998-06-19)
Radicicol, a macrocyclic anti-fungal antibiotic, has the ability to suppress transformation by diverse oncogenes such as Src, Ras and Mos. Despite this useful property, the mechanism by which radicicol exerts its anti-transformation effects is currently unknown. To understand the transformation-suppressing
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