96107-45-8

Basic information

• Product Name: 4-formyl-2-methoxyphenyl beta-D-glucopyranosiduronic acid
• Synonyms: 4-Formyl-2-methoxyphenyl beta-D-glucosiduronic acid;(2S,3S,4S,5R,6S)-6-(4-formyl-2-methoxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
• CAS NO: 96107-45-8
• Molecular Formula: C₁₄H₁₆O₉
• Molecular Weight: 328.2714
• Mol File: 96107-45-8.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 630.7°C at 760 mmHg
• Flash Point: 238.2°C
• Density: 1.594g/cm³
• Vapor Pressure: 8.9E-17mmHg at 25°C
• Refractive Index: 1.652
• CAS DataBase Reference: 4-formyl-2-methoxyphenyl beta-D-glucopyranosiduronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-formyl-2-methoxyphenyl beta-D-glucopyranosiduronic acid(96107-45-8)
• EPA Substance Registry System: 4-formyl-2-methoxyphenyl beta-D-glucopyranosiduronic acid(96107-45-8)

Safety Data

• Hazardous Substances Data: 96107-45-8(Hazardous Substances Data)

Upstream product

• 121-33-5 vanillin 
• 1301740-25-9 (3R,4S,5S,6S)-2-(4-formyl-2-methoxyphenoxy)-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate 
• 869996-05-4 O-(methyl 2,3,4-tri-O-acetyl-D-glucuronopyranosyl)-N-phenyl-2,2,2-trifluoroacetimidate 

Relevant articles and documents

In vitro characterization of glucuronidation of vanillin: Identification of human UDP-glucuronosyltransferases and species differences

Vanillin is a food flavoring agent widely utilized in foods, beverages, drugs, and perfumes and has been demonstrated to exhibit multiple pharmacological activities. Given the importance of glucuronidation in the metabolism of vanillin, the UDP-glucuronosyltransferase conjugation pathway of vanillin was investigated in this study. Vanillin glucuronide was identified by high-performance liquid chromatography-tandem mass spectrometry (HPLC-MS/MS) and a hydrolysis reaction catalyzed by β-glucuronidase. The kinetic study showed that vanillin glucuronidation by HLMs and HIMs followed Michaelis-Menten kinetics and the kinetic parameters were as follows: 134.9 ± 13.5 μM and 81.3 ± 11.3 μM for Km of HLMs and HIMs, 63.8 ± 2.0 nmol/min/mg pro and 13.4 ±2.0 nmol/min/mg pro for Vmax of HLMs and HIMs. All UDP-glucuronosyltransferase (UGT) isoforms except UGT1A4, 1A9, and 2B7 showed the capability to glucuronidate vanillin, and UGT1A6 exerted the higher Vmax/Km values than other UGT isoforms for the glucuronidation of vanillin when assuming expression of isoforms is similar in recombinant UGTs. Kinetic analysis using liver microsomes from six studied speices indicated that vanillin had highest affinity for the monkey liver microsomes enzyme (Km = 25.6 ± 3.2 μM) and the lowest affinity for the mice liver microsomes enzyme (Km = 149.1 ± 18.4 μM), and intrinsic clearance was in the following order: monkey > dog > minipig > mice > rat ~ human. These data collectively provided important information for understanding glucuronidation of vanillin. Copyright