Introduction：Basic information about CAS 120373-24-2|Isopropyl unoprostone, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Isopropyl unoprostone |
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| CAS Number | 120373-24-2 | Molecular Weight | 424.614 |
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| Density | 1.0±0.1 g/cm3 | Boiling Point | 546.3±45.0 °C at 760 mmHg |
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| Molecular Formula | C25H44O5 | Melting Point | / |
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| MSDS | / | Flash Point | 172.2±22.2 °C |
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Names
| Name | isopropyl unoprostone |
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| Synonym | More Synonyms |
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Isopropyl unoprostone BiologicalActivity
| 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]. |
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| Related Catalog | Research Areas >>OthersSignaling Pathways >>Membrane Transporter/Ion Channel >>Potassium Channel |
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| Target | BK channels[1] |
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| 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. |
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| 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. |
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Chemical & Physical Properties
| Density | 1.0±0.1 g/cm3 |
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| Boiling Point | 546.3±45.0 °C at 760 mmHg |
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| Molecular Formula | C25H44O5 |
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| Molecular Weight | 424.614 |
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| Flash Point | 172.2±22.2 °C |
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| Exact Mass | 424.318878 |
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| PSA | 83.83000 |
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| LogP | 4.63 |
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| Vapour Pressure | 0.0±3.3 mmHg at 25°C |
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| Index of Refraction | 1.492 |
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| InChIKey | XXUPXHKCPIKWLR-JHUOEJJVSA-N |
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| SMILES | CCCCCCCC(=O)CCC1C(O)CC(O)C1CC=CCCCC(=O)OC(C)C |
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| Storage condition | -20°C Freezer |
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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 |
