Isopropyl unoprostone

Modify Date: 2024-01-02 17:53:12

Isopropyl unoprostone Structure
Isopropyl unoprostone structure
Common Name Isopropyl unoprostone
CAS Number 120373-24-2 Molecular Weight 424.614
Density 1.0±0.1 g/cm3 Boiling Point 546.3±45.0 °C at 760 mmHg
Molecular Formula C25H44O5 Melting Point N/A
MSDS N/A Flash Point 172.2±22.2 °C

 Use of Isopropyl unoprostone


Isopropyl unoprostone (Unoprostone isopropyl ester), an analogue of a prostaglandin metabolite, is a potent large conductance Ca2+-activated K+ (BK) channels activator. Isopropyl unoprostone has antiglaucoma effects, lowering intraocular pressure (IOP) by increasing aqueous humour outflow. Isopropyl unoprostone can improve retinal sensitivity and the protection of central retinal sensitivity[1][2].

 Names

Name isopropyl unoprostone
Synonym More Synonyms

 Isopropyl unoprostone Biological Activity

Description Isopropyl unoprostone (Unoprostone isopropyl ester), an analogue of a prostaglandin metabolite, is a potent large conductance Ca2+-activated K+ (BK) channels activator. Isopropyl unoprostone has antiglaucoma effects, lowering intraocular pressure (IOP) by increasing aqueous humour outflow. Isopropyl unoprostone can improve retinal sensitivity and the protection of central retinal sensitivity[1][2].
Related Catalog
Target

BK channels[1]

In Vitro Isopropyl unoprostone (0.01-1 μM; 24 h) protects against H2O2-induced 661W cell death[2]. Isopropyl unoprostone (0.1-3 μM; 24 h) reduced the morphological change of 661W cells and protects against light-induced cell death[2]. Isopropyl unoprostone (0.001-1 μM; 48 h) suppresses light-induced phagocytotic dysfunction in ARPE-19 cells[2]. Apoptosis Analysis[2] Cell Line: 661W (treated with Isopropyl unoprostone for 1 h, then added H2O2) Concentration: 0.01, 0.1 and 1 μM Incubation Time: 24 h Result: Protected against H2O2-induced cell death in a concentration-dependent manner. Apoptosis Analysis[2] Cell Line: 661W (treated with Isopropyl unoprostone for 1 h, then exposed to 2,500 lux of white fluorescent light) Concentration: 0.1, 1 and 3 μM Incubation Time: 24 h Result: Protected against light-induced cell death in a concentration-dependent manner, and the effect was significant at the 1 and 3 μM concentrations; reduced the morphological change (the transition to a rounder shape) which is potentially indicative of a pre-apoptotic stage.
References

[1]. Haria M, et al. Unoprostone (isopropyl unoprostone). Drugs Aging. 1996 Sep;9(3):213-8; discussion 219-20. 

[2]. Tsuruma K, et al. Unoprostone reduces oxidative stress- and light-induced retinal cell death, and phagocytotic dysfunction, by activating BK channels. Mol Vis. 2011;17:3556-65.

 Chemical & Physical Properties

Density 1.0±0.1 g/cm3
Boiling Point 546.3±45.0 °C at 760 mmHg
Molecular Formula C25H44O5
Molecular Weight 424.614
Flash Point 172.2±22.2 °C
Exact Mass 424.318878
PSA 83.83000
LogP 4.63
Vapour Pressure 0.0±3.3 mmHg at 25°C
Index of Refraction 1.492
Storage condition -20°C Freezer

 Synonyms

MFCD00886951
Unoprostone Isopropyl
Isopropyl (5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-(3-oxodecyl)cyclopentyl]-5-heptenoate
5-Heptenoic acid, 7-((1R,2R,3R,5S)-3,5-dihydroxy-2-(3-oxodecyl)cyclopentyl)-, 1-methylethyl ester, (5Z)-
Unoprostone Isopropyl Ester
Isopropyl (5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-(3-oxodecyl)cyclopentyl]hept-5-enoate (non-preferred name)
Isopropyl unoprostone