CAS 472-86-6

13-cis-Retinal

Description:

13-cis-Retinal, also known as 13-cis-retinaldehyde, is a vital chromophore in the visual cycle of vertebrates, playing a crucial role in the phototransduction process. It is an isomer of all-trans-retinal, characterized by its specific geometric configuration around the double bond at the 13th carbon position. This compound is a derivative of vitamin A and is essential for the functioning of rhodopsin, the light-sensitive receptor protein in the retina. In its natural state, 13-cis-retinal is a pale yellow, oily liquid that is soluble in organic solvents but less so in water. Its molecular structure includes a conjugated system of double bonds, which contributes to its light-absorbing properties. Upon exposure to light, 13-cis-retinal undergoes isomerization to form all-trans-retinal, initiating a cascade of biochemical reactions that ultimately result in visual perception. The compound is also studied for its potential applications in phototherapy and as a precursor in the synthesis of various retinoids.

Formula: C₂₀H₂₈O

InChI: 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: InChIKey=NCYCYZXNIZJOKI-HWCYFHEPSA-N

SMILES: C(=C/C(=C/C=C/C(=C\C=O)/C)/C)\C=1C(C)(C)CCCC1C

Synonyms:

• 13-cis-Retinaldehyde
• 13Z-Retinal
• Neoretinene a
• Neovitamin A aldehyde
• Nsc 122756
• Retinal
• Retinal, 13-cis-
• 13-cis-Retinal
• 13-Cis retinal

(2Z,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal

CAS: 472-86-6

Formula: C₂₀H₂₈O

Color and Shape: Solid

Molecular weight: 284.4357

Ref: IN-DA00DFGI

13-cis-Retinal

CAS: 472-86-6

Formula: C₂₀H₂₈O

Molecular weight: 284.44

Ref: 7W-GL1425

13-cis-Retinal 95%

Controlled Product

CAS: 472-86-6

Applications An isomer of all-trans-Retinal (R240000).
References Yan, E., et al.: Biochemistry, 43, 10867 (2004), Kukura, P., et al.: Science, 310, 1006 (2005), Ridge, K., et al.: J. Biol. Chem., 282, 9297 (2007),

Formula: C₂₀H₂₈O

Purity: 95%

Color and Shape: Neat

Molecular weight: 284.44

Ref: TR-R239900

13-cis-Retinal - 95%

CAS: 472-86-6

13-cis-Retinal is a natural compound that is a derivative of retinol. It is biologically active, and a precursor to retinoic acid. Retinal is synthesized from dietary vitamin A, and is converted to retinoic acid in the liver. Retinal binds to the receptor protein opsin, which initiates the photochemical conversion of light into nerve impulses. 13-cis-Retinal has been shown to be effective for restoring vision in people with retinitis pigmentosa and other degenerative diseases of the retina. This molecule also has anticancer properties that are due to its ability to inhibit cell division and induce apoptosis.

Formula: C₂₀H₂₈O

Purity: (%) Min. 95%

Color and Shape: Yellow Powder

Molecular weight: 284.44 g/mol

Ref: 3D-FR27712