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Merck

G5048

Sigma-Aldrich

替普瑞酮(异构体混合物)

别名:

6,10,14,18-四甲基-5,9,13,17-十九碳四烯-2-酮,(5E,9E,13E)和(5Z,9E,13E)异构体混合物, GGA, UNII-S8S8451A4O, 戊四烯酮, 替普瑞酮

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About This Item

经验公式(希尔记法):
C23H38O
CAS号:
分子量:
330.55
MDL號碼:
分類程式碼代碼:
12352200
PubChem物質ID:
NACRES:
NA.77

化驗

≥98% (HPLC)

形狀

oil

儲存條件

protect from light

顏色

clear

溶解度

DMSO: >5 mg/mL

儲存溫度

−20°C

SMILES 字串

C\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CCC(C)=O

InChI

1S/C23H38O/c1-19(2)11-7-12-20(3)13-8-14-21(4)15-9-16-22(5)17-10-18-23(6)24/h11,13,15,17H,7-10,12,14,16,18H2,1-6H3/b20-13+,21-15+,22-17+

InChI 密鑰

HUCXKZBETONXFO-NJFMWZAGSA-N

應用

替普瑞酮已被用作热休克蛋白70 (HSP70)的诱导剂,以分析对局部缺血/再灌注(I/R)的保护作用。

生化/生理作用

替普瑞酮可以诱导 HSP70、HSPB8 和 HSPB1 的表达。诱导 HSP70 表达可预防各种疾病的发展,例如炎症性肠病、缺氧/缺血性脑损伤,以及脊髓和延髓性肌萎缩(细胞保护和抗炎作用)。 报告表明,GGA 可通过诱导 HSP70 表达来预防 NSAID 诱导的胃和肠损伤。其他研究表明,GGA 可以诱导 HSPB5 R120G TG 小鼠中 HSPB8 和 HSPB1 的表达,并减少淀粉样蛋白低聚物以及不溶性聚集体的形成。
替普瑞酮是一种无环聚异戊二烯类化合物,研究表明对再灌注损伤、炎症和器官移植具有保护作用。它是一种抗溃疡剂,参与保护胃黏膜。

儲存類別代碼

10 - Combustible liquids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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Fu-Cheng Luo et al.
Free radical biology & medicine, 52(7), 1218-1227 (2012-01-31)
There are few efficacious interventions to combat morphine dependence. Thioredoxin-1 (Trx-1) and heat shock protein 70 (Hsp70) are emerging as important modulators of neuronal function. They have been shown to be involved in cellular protective mechanisms against a variety of
Yasuo M Tsutsumi et al.
Life sciences, 101(1-2), 43-48 (2014-03-04)
Geranylgeranylacetone (GGA) is commonly utilized to protect the gastric mucosa in peptic ulcer disease. Recently GGA has been shown to protect the myocardium from ischemia/reperfusion by activating heat shock proteins. However, the exact mechanism as to how GGA activates these
Deli Zhang et al.
Journal of molecular and cellular cardiology, 51(3), 381-389 (2011-07-13)
The most common clinical tachycardia, Atrial Fibrillation (AF), is a progressive disease, caused by cardiomyocyte remodeling, which finally results in contractile dysfunction and AF persistence. Recently, we identified a protective role of heat shock proteins (HSPs), especially the small HSPB1
Naoyuki Yoshikawa et al.
Anti-cancer drugs, 21(9), 850-860 (2010-08-21)
Geranylgeranylacetone (GGA), an isoprenoid compound, is a widely used antiulcer drug developed in Japan. GGA is structurally similar to plaunotol and geranylgeraniol, another isoprenoid reported to exert strong anticancer effects. In an earlier study, GGA was shown to inhibit ovarian
Masaki Yoda et al.
Journal of orthopaedic science : official journal of the Japanese Orthopaedic Association, 16(6), 791-798 (2011-08-13)
Osteoarthritis (OA) is a common disease, afflicting many sufferers with both pain and functional disorders. Various therapies have been attempted for OA, but no fully effective treatment has been established yet. Apoptosis of chondrocytes caused by reactive oxygen species (ROS)

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