11-cis Retinal

11-cis Retinal is a chromophore that binds to opsin in the mammalian visual system as an inverse agonist forming the inactive conformation of rhodopsin. When 11-cis retinal absorbs a photon of light, it isomerizes to form all-trans retinal (Cay-18449) beginning the phototransduction cycle, which is the basis for mammalian vision. A G121L mutation in opsin allows 11-cis retinal to bind as a partial agonist and activate rhodopsin in the absence of light. In a moth model of carotenoid deficiency-induced low visual sensitivity, 11-cis retinal application to compound eyes restored visual sensitivity almost completely.Formal Name: (2E,4Z,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal. CAS Number: 564-87-4. Synonyms: 11-cis Retinaldehyde, 11-cis Vitamin A aldehyde. Molecular Formula: C20H28O. Formula Weight: 284.4. Purity: >65%. Formulation: (Request formulation change), An oil. Solubility: Chloroform: Slightly Soluble, Methanol: Slightly Soluble. SMILES: CC1=C(/C=C/C(C)=C/C=C\C(C)=C\C([H])=O)C(C)(C)CCC1. InChi Code: InChI=1S/C20H28O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,15H,7,10,14H2,1-5H3/b9-6-,12-11+,16-8+,17-13+. InChi Key: NCYCYZXNIZJOKI-IOUUIBBYSA-N.