401-10-5

Basic information

• Product Name: E-Retinoylb-glucuronide
• Synonyms: E-Retinoylb-glucuronide;(2S,3S,4S,5R,6S)-6-[(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)nona-2,4,6,8-tetraenoyl]oxy-3,4,5-trihydroxy-oxane-2-carboxylic acid;Retinoyl beta-glucuronide;retinoyl glucuronide;[(2E,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexene-1-yl)-1-oxo-2,4,6,8-nonatetrenyl]β-D-glucopyranosiduronic acid;Retinoyl β-D-glucopyranosiduronic acid;Retinoyl β-D-glucuronopyranoside;Retinoyl-β-D-glucuronide
• CAS NO: 401-10-5
• Molecular Formula: C26H36O8
• Molecular Weight: 476.562
• Product Categories: Glucuronides;Metabolites;Retinoids
• Mol File: 401-10-5.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 670.4°Cat760mmHg
• Flash Point: 220.1°C
• Appearance: /
• Density: 1.24g/cm³
• Vapor Pressure: 7.73E-21mmHg at 25°C
• Refractive Index: 1.578
• Storage Temp.: Amber Vial, -20°C Freezer, Under Inert Atmosphere
• Solubility: DMSO (Slightly), Water (Slightly)
• Stability: Light Sensitive, Temperature Sensitive, Unstable in Solution
• CAS DataBase Reference: E-Retinoylb-glucuronide(CAS DataBase Reference)
• NIST Chemistry Reference: E-Retinoylb-glucuronide(401-10-5)
• EPA Substance Registry System: E-Retinoylb-glucuronide(401-10-5)

Safety Data

• Hazardous Substances Data: 401-10-5(Hazardous Substances Data)

Usage

Description

E-Retinoylb-glucuronide, also known as RAG, is a biliary metabolite of Vitamin A that occurs naturally in human blood. It is a yellow solid with biological activity, playing a crucial role in promoting the growth of vitamin A-deficient rats and inducing the differentiation of specific cells, such as HL-60 and BA-HAN-1C cells. Notably, E-Retinoylb-glucuronide is less cytotoxic than Retinoic Acids, making it a potentially safer alternative for certain applications.

Uses

Used in Pharmaceutical Industry:
E-Retinoylb-glucuronide is used as a therapeutic agent for treating vitamin A deficiency. It is particularly effective in promoting the growth of vitamin A-deficient rats, indicating its potential use in addressing nutritional deficiencies in humans.
Used in Cellular Differentiation:
E-Retinoylb-glucuronide is used as a differentiation inducer for specific cell types, such as HL-60 and BA-HAN-1C cells. Its ability to induce differentiation without causing significant cytotoxicity makes it a valuable tool in cellular research and potential therapeutic applications.
Used in Research and Development:
As a naturally occurring metabolite with biological activity, E-Retinoylb-glucuronide is used as a research compound to study the effects of Vitamin A on cellular processes and to develop new therapeutic strategies for various health conditions.
Used in Drug Development:
Due to its less cytotoxic nature compared to Retinoic Acids, E-Retinoylb-glucuronide is used as a starting point for the development of new drugs with improved safety profiles. Researchers can explore its potential in creating novel pharmaceuticals with reduced side effects and increased efficacy.

InChI:InChI=1/C26H36O8/c1-15(11-12-18-17(3)10-7-13-26(18,4)5)8-6-9-16(2)14-19(27)33-25-22(30)20(28)21(29)23(34-25)24(31)32/h6,8-9,11-12,14,20-23,25,28-30H,7,10,13H2,1-5H3,(H,31,32)/b9-6+,12-11+,15-8+,16-14+/t20-,21-,22+,23-,25+/m0/s1