CAS 2052-63-3

13-cis-Retinol

Description:

13-cis-Retinol, also known as 13-cis-retinal or 13-cis-vitamin A, is a derivative of vitamin A and plays a crucial role in vision and biological processes. It is characterized by its molecular structure, which includes a conjugated double bond system that contributes to its light-absorbing properties. This compound is a stereoisomer of all-trans-retinol, differing in the configuration around the double bond at the 13th carbon position. 13-cis-Retinol is typically a yellow to orange crystalline solid, soluble in organic solvents but less so in water. It is sensitive to light and oxygen, which can lead to degradation, making it important to store it in dark, airtight conditions. In biological systems, 13-cis-retinol can be converted to 11-cis-retinal, a key component in the visual cycle, facilitating the conversion of light into visual signals in the retina. Additionally, it has been studied for its potential therapeutic applications in dermatology and oncology, particularly in relation to its effects on cell differentiation and proliferation.

Formula: C₂₀H₃₀O

InChI: InChI=1/C20H30O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,21H,7,10,14-15H2,1-5H3/b9-6+,12-11+,16-8+,17-13-

InChI key: InChIKey=FPIPGXGPPPQFEQ-HWCYFHEPSA-N

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

Synonyms:

• (13Z)-Retinol
• (9Cis,13Cis)-Retinol
• 13-cis-Vitamin A
• Neovitamin A
• Neovitamin A₁
• Retinol, 13-cis-
• neo-Retinol
• 13-cis-Retinol
• Neovitamin A1
• 13-cis-Retinol
• 13-DIS-RETINOL
• 12-CIS-RETINOL

13-cis-Retinol

CAS: 2052-63-3

Stability Light Sensitive, Temperature Sensitive
Applications 13-cis-Retinol is one of the active metabolite of Vitamin A (R252000).
References Shantz, E., et al.: J. Biol. Chem., 183, A61 (1950), Barua, A., et al.: Biochem. J., 164, 133 (1977), Brouwer, I., et al.: Nutr. Res. Rev., 14, 267 (2001), Grillenberger, M., et al.: Br. J. Nutr., 95, 379 (2006),

Formula: C₂₀H₃₀O

Color and Shape: Neat

Molecular weight: 286.45

Ref: TR-R252110

13-Cis-retinol

CAS: 2052-63-3

13-Cis-retinol is a geometric isomer of retinol, which is a type of vitamin A derivative predominantly sourced from animal products such as liver, fish oils, and dairy. This compound undergoes conversion from retinyl esters or dietary provitamin A carotenoids, and is known for its structural differences that influence its physiological interactions.

Formula: C₂₀H₃₀O

Purity: Min. 95%

Molecular weight: 286.5 g/mol

Ref: 3D-CAA05263

13-Cis-Retinol

CAS: 2052-63-3

Formula: C₂₀H₃₀O

Molecular weight: 286.46

Ref: ST-EA-CP-R65009