11-cis-Retinal
11-cis-Retinal (11-cis Retinaldehyde; 11-cis Vitamin A aldehyde), oxidized form of 11-cis-Retinol (HY-W587807), is a naturally occurring visual component. 11-cis-Retinal binds to opsin in the mammalian visual system as an inverse agonist forming the inactive conformation of rhodopsin. 11-cis-Retinal plays a crucial role in vision, growth and development. 11-cis-Retinal can restore visual function in moths with visual impairments. 11-cis-Retinal can restore retinal function in an early-age LCA2 retinal degeneration 12 mouse model.
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- No. CAS: 564-87-4
- Fòrmula: C20H28O
- Peso molecular:284.44
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Almacenamiento:
-20°C, stored under nitrogen
* In solvent : -80°C, 6 months; -20°C, 1 month (stored under nitrogen)
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Actividad biológica
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Human Endogenous Metabolite |
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| HEK293 | CC50 |
23 μM
Compound: 11-cis-retinal
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Cytotoxicity against HEK293 cells by WST-1 assay
Cytotoxicity against HEK293 cells by WST-1 assay
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[PMID: 20805032] |
11-cis-Retinal (i.p., from postnatal day 14 to 21) restores retinal function in an early-age LCA2 retinal degeneration 12 mouse model[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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No. CAS 564-87-4
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Appearance Liquid (Density: 1.07 g/cm3)
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Peso molecular 284.44
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Fòrmula C20H28O
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Color Yellow to brown
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SMILES
CC(/C=C\C=C(\C=C\C1=C(CCCC(C)1C)C)C)=C\C=O
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Synonyms
11-cis Retinaldehyde; 11-cis Vitamin A aldehyde
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Structure Classification
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Initial Source
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Envío
Room temperature in continental US; may vary elsewhere.
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Almacenamiento
-20°C, stored under nitrogen
* In solvent : -80°C, 6 months; -20°C, 1 month (stored under nitrogen)
Pureza y Documentación
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Ficha de datos (267 KB)
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SDS (557 KB)
- English - EN (557 KB)
- Français - FR (557 KB)
- Deutsch - DE (557 KB)
- Norwegian - NO (557 KB)
- Español - ES (557 KB)
- Swedish - SV (557 KB)
- Italian - IT (557 KB)
- Korean - KR (557 KB)
- Portuguese - PT (557 KB)
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Instrucciones de manejo (2659 KB)
Referencias
[1]. Chen P, et al. Interaction of 11-cis-retinol dehydrogenase with the chromophore of retinal g protein-coupled receptor opsin. J Biol Chem. 2001 Jun 15;276(24):21098-104. [Content Brief]
[2]. Bennett RR, et al. 11-cis retinal restores visual function in vitamin A-deficient Manduca. Vis Neurosci. 1991 May;6(5):473-9. [Content Brief]
[3]. Dai X, et al. Intraperitoneal chromophore injections delay early-onset and rapid retinal cone degeneration in a mouse model of Leber congenital amaurosis. Exp Eye Res. 2021 Nov;212:108776. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
11-cis-Retinal Related Classifications
HY-116711 Related Classifications
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