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R2146

Sigma-Aldrich

根赤壳霉素 来源于Diheterospora chlamydosporia

greener alternative

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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About This Item

经验公式（希尔记法）:
C18H17ClO6
CAS号:
12772-57-5
分子量:
364.78
MDL號碼:
MFCD06795865
分類程式碼代碼:
12352200
PubChem物質ID:
24899351
NACRES:
NA.77

形狀

solid

品質等級

200

環保替代產品評分

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

環保替代產品特色

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

顏色

white to yellow-white

溶解度

ethanol: 10 mg/mL

抗生素活性譜

fungi

環保替代類別

, Re-engineered

作用方式

enzyme | inhibits

儲存溫度

−20°C

SMILES 字串

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 密鑰

WYZWZEOGROVVHK-GTMNPGAYSA-N

基因資訊

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

相关类别

應用

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

生化／生理作用

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。

注意

光敏性

象形圖

Skull and crossbonesHealth hazard
GHS06,GHS08

訊號詞

Danger

危險聲明

H301 - H340 - H350

危險分類

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

儲存類別代碼

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

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

分析证书(COA)

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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
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
Chizuka Higashi et al.
Biological & pharmaceutical bulletin, 35(5), 725-730 (2012-06-13)
Primary effusion lymphoma (PEL) is an aggressive neoplasm caused by Kaposi's sarcoma-associated herpesvirus (KSHV) in immunosuppressed patients and human immunodeficiency virus (HIV)-infected homosexual males. We evaluated the cytotoxic effects of heat shock protein 90 (HSP90) inhibitors on PEL cells. The
Florian H Schopf et al.
Molecular cell, 74(1), 73-87 (2019-03-17)
The Hsp90 chaperone machinery in eukaryotes comprises a number of distinct accessory factors. Cns1 is one of the few essential co-chaperones in yeast, but its structure and function remained unknown. Here, we report the X-ray structure of the Cns1 fold
P Chanmugam et al.
The Journal of biological chemistry, 270(10), 5418-5426 (1995-03-10)
Two isoforms of cyclooxygenase (COX) have been identified in eukaryotic cells: a constitutively expressed COX-1 and mitogen-inducible COX-2, which is selectively expressed in response to various inflammatory stimuli. Thus, COX-2 instead of COX-1 is implicated to produce prostanoids mediating inflammatory
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