CAS 16639-19-3

retinylglucuronide

Description:

Retinyl glucuronide is a chemical compound that serves as a metabolite of retinol, commonly known as vitamin A. It is formed through the conjugation of retinol with glucuronic acid, a process that enhances its solubility and facilitates excretion from the body. This compound is typically found in various biological fluids, including blood and urine, and plays a role in the metabolism of vitamin A. Retinyl glucuronide is characterized by its relatively low molecular weight and polar nature, which allows it to be readily transported in the bloodstream. Its presence is often used as a biomarker for vitamin A status in nutritional studies. Additionally, retinyl glucuronide is of interest in pharmacokinetics and toxicology, as it may influence the bioavailability and efficacy of vitamin A and its derivatives. Understanding its characteristics and behavior in biological systems is crucial for assessing vitamin A metabolism and its implications for health and disease.

Formula: C₂₆H₃₈O₇

InChI: InChI=1/C26H38O7/c1-16(11-12-19-18(3)10-7-14-26(19,4)5)8-6-9-17(2)13-15-32-25-22(29)20(27)21(28)23(33-25)24(30)31/h6,8-9,11-13,20-23,25,27-29H,7,10,14-15H2,1-5H3,(H,30,31)/b9-6+,12-11+,16-8-,17-13-/t20-,21-,22+,23-,25+/m0/s1

Synonyms:

• Retinyl beta-glucuronide
• beta-D-Glucopyranosiduronic acid, 3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenyl, (all-E)-
• (2S,3S,4S,5R,6R)-6-{[(2Z,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-yl]oxy}-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid (non-preferred name)

E-Retinyl b-glucuronide

CAS: 16639-19-3

E-Retinyl b-glucuronide is a metabolite of vitamin A that is formed in the liver by glucuronidation of retinol. It has been shown to have immunomodulatory effects and can be used to activate various immune cells, such as T lymphocytes, monocytes, and natural killer cells. E-Retinyl b-glucuronide binds to cell surface antigens and induces the expression of surface markers on mononuclear cells. In vitro studies have shown that this metabolite has growth-promoting activity for certain types of cancerous cells including colon carcinoma, breast carcinoma, and thyroid carcinoma. E-Retinyl b-glucuronide is also known to inhibit the binding of 13-cis retinoic acid to its receptor, thereby preventing the activation of genes in target tissues.

Formula: C₂₆H₃₈O₇

Purity: Min. 95%

Molecular weight: 462.58 g/mol

Ref: 3D-MR146410

Retin-15-yl β-D-Glucopyranosiduronic Acid(>85%)

Controlled Product

CAS: 16639-19-3

Applications Retin-15-yl β-D-Glucopyranosiduronic Acid is a Vitamin A metabolite of blood plasma.
References Eckhoff, C., et al.: Toxicol. Appl. Pharm., 11, 116-27 (1991)

Formula: C₂₆H₃₈O₇

Purity: >85%

Color and Shape: Neat

Molecular weight: 462.58

Ref: TR-R239840