953037-17-7

Basic information

• Product Name: 3,4-Dihydroxybenzoic Acid 3-O-β-D-Glucuronide
• Synonyms: 3,4-Dihydroxybenzoic Acid 3-O-β-D-Glucuronide;5-Carboxy-2-hydroxyphenyl β-D-Glucopyranosiduronic Acid
• CAS NO: 953037-17-7
• Molecular Formula: C₁₃H₁₄O₁₀
• Molecular Weight: 330.24426
• EINECS: -0
• Product Categories: Aromatics;Glucuronides;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals
• Mol File: 953037-17-7.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Solubility: Methanol (Slightly), Water (Slightly)
• Stability: Very Hygroscopic
• CAS DataBase Reference: 3,4-Dihydroxybenzoic Acid 3-O-β-D-Glucuronide(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-Dihydroxybenzoic Acid 3-O-β-D-Glucuronide(953037-17-7)
• EPA Substance Registry System: 3,4-Dihydroxybenzoic Acid 3-O-β-D-Glucuronide(953037-17-7)

Safety Data

• Hazardous Substances Data: 953037-17-7(Hazardous Substances Data)

Usage

Description

3,4-Dihydroxybenzoic Acid 3-O-β-D-Glucuronide is a glucuronide conjugate of 3,4-dihydroxybenzoic acid, which is a metabolite of protocatechuic aldehyde, a major bioactive phenolic acid found in the roots of Salvia miltiorrhiza. It is formed through the glucuronidation process, where a glucuronic acid molecule is attached to the 3-hydroxyl group of 3,4-dihydroxybenzoic acid, enhancing its water solubility and facilitating its excretion from the body.

Uses

Used in Pharmaceutical Industry:
3,4-Dihydroxybenzoic Acid 3-O-β-D-Glucuronide is used as a pharmaceutical intermediate for the synthesis of various drugs and drug candidates. Its enhanced water solubility and improved bioavailability make it a valuable component in the development of new medications.
Used in Metabolism and Detoxification Research:
As a metabolite of protocatechuic aldehyde, 3,4-Dihydroxybenzoic Acid 3-O-β-D-Glucuronide plays a crucial role in the metabolism and detoxification processes in the body. It is used in research to understand the metabolic pathways and detoxification mechanisms involving phenolic acids and their conjugates.
Used in Nutraceutical and Dietary Supplement Development:
Due to its association with the bioactive compounds found in Salvia miltiorrhiza, 3,4-Dihydroxybenzoic Acid 3-O-β-D-Glucuronide has potential applications in the development of nutraceuticals and dietary supplements aimed at promoting health and well-being.
Used in Analytical Chemistry:
3,4-Dihydroxybenzoic Acid 3-O-β-D-Glucuronide can be used as a reference compound in analytical chemistry for the development and validation of methods for the analysis and quantification of phenolic acid metabolites and their conjugates in biological samples.

Upstream product

• 1376574-36-5 methyl 1-O-(5-ethoxycarbonyl-2-benzyloxyphenyl)-2,3,4-tri-O-acetyl-β-D-glucopyranosiduronate 
• 1195945-43-7 ethyl 3-acetoxy-4-benzyloxybenzoate 
• 3943-89-3 Ethyl protocatechuate 
• 92420-89-8 methyl 2,3,4-tri-O-acetyl-1-O-(trichloroacetimidoyl)-α-D-glucopyranuronate 
• 78728-00-4 ethyl 3,4-diacetoxybenzoate 
• 177429-27-5 ethyl 4-benzyloxy-3-hydroxybenzoate 
• 80003-86-7 benzyl 3,4-dihydroxybenzoate 

Relevant articles and documents

Synthesis of New Sulfated and Glucuronated Metabolites of Dietary Phenolic Compounds Identified in Human Biological Samples

(Poly)phenols are a large group of dietary compounds present in fruits and vegetables; their consumption is associated with health beneficial effects. After ingestion, (poly)phenols suffer extensive metabolization, and the identification of their metaboli