Introduction：Basic information about CAS 120373-36-6|Unoprostone, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Unoprostone |
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| CAS Number | 120373-36-6 | Molecular Weight | 382.534 |
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| Density | 1.1±0.1 g/cm3 | Boiling Point | 562.9±40.0 °C at 760 mmHg |
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| Molecular Formula | C22H38O5 | Melting Point | / |
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| MSDS | / | Flash Point | 308.3±23.8 °C |
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Names
| Name | unoprostone |
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| Synonym | More Synonyms |
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Unoprostone BiologicalActivity
| Description | Unoprostone, a prostaglandin F2α analogs (PGAs), activates BK channels to reduce oxidative stress- and light-induced retinal cell death, and phagocytotic dysfunction. Unoprostone reduces intraocular pressure and is used topically for glaucoma or ocular hypertension[1]. |
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| Related Catalog | Research Areas >>Neurological DiseaseSignaling Pathways >>Membrane Transporter/Ion Channel >>Potassium Channel |
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| In Vitro | Pretreatment with Unoprostone (0.01, 0.1, 1 μM; 1 h before H2O2 treatment) protects against H2O2-induced cell death in a concentration-dependent manner and the effect is significant at 0.1 μM and 1 μM concentrations[1]. Pretreatment with Unoprostone at concentrations of 0.1 to 3 μM protects against light-induced cell death in a concentration-dependent manner; the effect is significant at the 1 and 3 μM concentrations. Unoprostone reduces the morphological change, and it significantly inhibits the low mitochondrial membrane potential and cell death induced by light irradiation[1]. Unoprostone has prostaglandin F2α receptors (FP) binding affinity with a Ki of 3.86 μM[2]. Cell Viability Assay[1] Cell Line: H2O2-induced photoreceptor cell Concentration: 0.01, 0.1, 1 μM Incubation Time: 1 hour before H2O2 treatment Result: Protected against H2O2-induced cell death in a concentration-dependent manner. |
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| In Vivo | Unoprostone (0.06%, 0.12%; topical instillation; 3 µl) reduces mouse intraocular pressure (IOP) in a dose-dependent manner[3]. Animal Model: Male mice (6 weeks old)[3] Dosage: 0.06%, 0.12% Administration: Topical instillation; 3 µl Result: Reduced mouse IOP in a dose-dependent manner. |
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| References | [1]. Tsuruma K, et al. Unoprostone reduces oxidative stress- and light-induced retinal cell death, and phagocytoticdysfunction, by activating BK channels. Mol Vis. 2011;17:3556-65. Epub 2011 Dec 30. [2]. Kelly CR, et al. Real-time intracellular Ca2+ mobilization by travoprost acid, bimatoprost, unoprostone, and otheranalogs via endogenous mouse, rat, and cloned human FP prostaglandin receptors. J Pharmacol Exp Ther. 2003 Jan;304(1):238-45. [3]. Ota T, et al. The effects of prostaglandin analogues on IOP in prostanoid FP-receptor-deficient mice. Invest Ophthalmol Vis Sci. 2005 Nov;46(11):4159-63. |
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Chemical & Physical Properties
| Density | 1.1±0.1 g/cm3 |
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| Boiling Point | 562.9±40.0 °C at 760 mmHg |
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| Molecular Formula | C22H38O5 |
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| Molecular Weight | 382.534 |
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| Flash Point | 308.3±23.8 °C |
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| Exact Mass | 382.271912 |
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| PSA | 94.83000 |
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| LogP | 3.19 |
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| Vapour Pressure | 0.0±3.5 mmHg at 25°C |
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| Index of Refraction | 1.509 |
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| InChIKey | TVHAZVBUYQMHBC-SNHXEXRGSA-N |
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| SMILES | CCCCCCCC(=O)CCC1C(O)CC(O)C1CC=CCCCC(=O)O |
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Synonyms
| [1R-[1a(Z),2b,3a,5a]]-7-[3,5-Dihydroxy-2-(3-oxodecyl)cyclopentyl]-5-heptenoic acid |
| 13,14-Dihydro-15-keto-20-ethyl-PGF2a |
| Unoprostone |
| 13,14-DIHYDRO-15-KETO-20-ETHYL PROSTAGLANDIN F2ALPHA |
| Unii-6X4F561V3w |
| (5Z)-7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-(3-oxodecyl)cyclopentyl]-5-heptenoic acid |
| 9ALPHA,11ALPHA-DIHYDROXY-15-OXO-20A,20B-DIHOMOPROST-5-EN-1-OIC ACID |
