CAS 22737-97-9

9-cis-Retinol

Description:

9-cis-Retinol, also known as 9-cis-vitamin A, is a derivative of vitamin A and plays a crucial role in various biological processes, particularly in vision and cellular differentiation. It is characterized by its polyene structure, which includes a long carbon chain with multiple conjugated double bonds, contributing to its light-absorbing properties. This compound is a stereoisomer of retinol, specifically featuring a cis configuration at the 9th carbon position, which influences its biological activity and interaction with retinal proteins. 9-cis-Retinol is soluble in organic solvents and exhibits a characteristic yellow-orange color. It is essential for the synthesis of visual pigments in the retina, particularly rhodopsin, and is involved in the regulation of gene expression through its action as a ligand for nuclear receptors. Additionally, it has implications in skin health and development, making it a subject of interest in dermatological research. Its stability can be affected by light and oxygen, necessitating careful handling and storage conditions to preserve its efficacy.

Formula: C₂₀H₃₀O

InChI: InChI=1S/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-MKOSUFFBSA-N

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

Synonyms:

• 22737-97-9
• 9-cis-Retinol
• 9-cis-Vitamin A alcohol
• Retinol, 9-cis-
• Retinol, all-trans-
• Vitamin A alcohol, all-trans-
• all-trans-Vitamin A
• all-trans-vitamin A alcohol

9-cis Retinol

CAS: 22737-97-9

Formula: C₂₀H₃₀O

Color and Shape: Solid

Molecular weight: 286.4516

Ref: IN-DA006WVZ

9-cis Retinol

CAS: 22737-97-9

9-cis Retinol

Purity: 98%

Molecular weight: 286.45g/mol

Ref: 54-OR1075409

Zuretinol

CAS: 22737-97-9

Zuretinol is a oral retinoid.

Formula: C₂₀H₃₀O

Color and Shape: Solid

Molecular weight: 286.45

Ref: TM-T35318

9-cis-Retinol

CAS: 22737-97-9

Formula: C₂₀H₃₀O

Molecular weight: 286.46

Ref: 4Z-R-764

9-cis-Retinol-d5

CAS: 22737-97-9

Formula: C₂₀H₂₅D₅O

Molecular weight: 291.49

Ref: 4Z-R-7626

9-cis-Retinol-d5

Controlled Product

CAS: 22737-97-9

Stability Light Sensitive, Temperature Sensitive
Applications 9-cis-Retinol-d5, is the labeled analogue of 9-cis-Retinol (R252095), a metabolite of Vitamin A.
References McCormick, A., et al.: J. Biol. Chem., 257(4), 1730 (1982), Buck, J., et al.: Science, 254, 1654 (1991), Napoli, J., et al.: Chem. Immunol. Immunopathol., 80, S52 (1996),

Formula: C₂₀H₂₅D₅O

Color and Shape: Neat

Molecular weight: 291.48

Ref: TR-R252098

9-cis-Retinol

Controlled Product

CAS: 22737-97-9

Stability Light Sensitive, Temperature Sensitive
Applications A metabolite of Vitamin A.
References McCormick, A., et al.: J. Biol. Chem., 257(4), 1730 (1982), Buck, J., et al.: Science, 254, 1654 (1991), Napoli, J., et al.: Chem. Immunol. Immunopathol., 80, S52 (1996),

Formula: C₂₀H₃₀O

Color and Shape: Neat

Molecular weight: 286.45

Ref: TR-R252095

9-cisRetinol

CAS: 22737-97-9

9-cisRetinol is a form of vitamin A that plays an important role in the synthesis of lipids and proteins. It has been shown to inhibit acid formation in the liver and to stimulate growth in some types of cancer cells. 9-cisRetinol is converted to all-trans retinoic acid, which is a nuclear hormone receptor that regulates gene expression. It also has been shown to be effective in clinical studies for the treatment of congenital amaurosis and cancer. 9-cisRetinol can inhibit phospholipase A2, which prevents the release of arachidonic acid from membrane phospholipids, as well as inhibit prostaglandin synthesis. The optimum pH for 9-cisRetinol activity is between 7 and 8.

Formula: C₂₀H₃₀O

Purity: Min. 95%

Molecular weight: 286.45 g/mol

Ref: 3D-FR27717

9-Cis-Retinol

CAS: 22737-97-9

Formula: C₂₀H₃₀O

Molecular weight: 286.46

Ref: ST-EA-CP-R65007