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2α,19α-Dihydroxy-3-oxo-urs-12-en-28-oic acid

Names

[ CAS No. ]:
176983-21-4

[ Name ]:
2α,19α-Dihydroxy-3-oxo-urs-12-en-28-oic acid

[Synonym ]:
2α,19α-dihydroxy-3-oxo-12-ursen-28-oic acid
(2α)-2,19-Dihydroxy-3-oxours-12-en-28-oic acid
Urs-12-en-28-oic acid, 2,19-dihydroxy-3-oxo-, (2α)-

Biological Activity

[Description]:

2α,19α-Dihydroxy-3-oxo-urs-12-en-28-oic acid, a natural ursane-type triterpene, is a potent inhibitor of HIV Protease (HIV Protease). 2α,19α-Dihydroxy-3-oxo-urs-12-en-28-oic acid is also an inhibitor of the activation of Epstein-Barr virus early antigen (EBV-EA). 2α,19α-Dihydroxy-3-oxo-urs-12-en-28-oic acid displays an inhibitory activity against nitric oxide production in Lipopolysaccharide (Lipopolysaccharides)-activated RAW 264.7 cells[1][2].

[Related Catalog]:

Research Areas >> Cancer
Signaling Pathways >> Anti-infection >> HSV
Research Areas >> Infection
Signaling Pathways >> Metabolic Enzyme/Protease >> HIV Protease

[In Vitro]

2α,19α-Dihydroxy-3-oxo-urs-12-en-28-oic acid (0.01-0.1 μM) 在脂多糖激活的巨噬细胞系、RAW 264.7 细胞中显示出对一氧化氮产生的中等抑制活性[1 ]。

[In Vivo]

2α,19α-Dihydroxy-3-oxo-urs-12-en-28-oic acid (0.0025%；饮用水；20 周) 显示出对 TPA 诱导的 EBV-EA 激活的抑制作用，并导致显着延迟 小鼠皮肤两阶段癌变[2]。 Animal Model: Female ICR mice (6 weeks old)[2] Dosage: 0.0025% Administration: Drinking water; for 20 weeks Result: Showed an inhibitory effect on the activation of EBV-EA induced by 12-O-tetradecanoylphorbol-13-acetate (TPA).

[References]

[1]. Xiao-Peng Wu, et al. A new ursane-type triterpene, cymosic acid from Rosa cymosa. J Asian Nat Prod Res. 2014;16(4):422-5.  

[2]. Shoko Taniguchi, et al. Production of bioactive triterpenes by Eriobotrya japonica calli. Phytochemistry. 2002 Feb;59(3):315-23.  

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
616.9±55.0 °C at 760 mmHg

[ Molecular Formula ]:
C30H46O5

[ Molecular Weight ]:
486.683

[ Flash Point ]:
340.9±28.0 °C

[ Exact Mass ]:
486.334534

[ LogP ]:
5.45

[ Vapour Pressure ]:
0.0±4.0 mmHg at 25°C

[ Index of Refraction ]:
1.574

[ Storage condition ]:
2-8℃

Related Compounds