17685-04-0

Basic information

• Product Name: ETHYL B-D-GLUCURONIDE
• Synonyms: ETHYL B-D-GLUCURONIDE;6-Ethoxy-3,4,5-trihydroxy-tetrahydro-pyran-2-carboxylicAcid;ethyl glucuronide;Ethyl -D-glucuronide;Ethyl--D-6-glucuronide;b-D-Glucopyranosiduronic acid, ethyl-;Ethyl-β-D-glucopyranosiduronsaeure;Ethyl beta-D-Glucuronide
• CAS NO: 17685-04-0
• Molecular Formula: C₈H₁₄O₇
• Molecular Weight: 222.19256
• EINECS: 200-659-6
• Product Categories: Carbohydrates & Derivatives;Glucuronides;Metabolites
• Mol File: 17685-04-0.mol
• Article Data: 3

Chemical Properties

• Melting Point: 160-161°C
• Boiling Point: 460 °C at 760 mmHg
• Flash Point: 9℃
• Appearance: off-white solid
• Density: 1.52 g/cm³
• Vapor Pressure: 2.13E-10mmHg at 25°C
• Refractive Index: 1.554
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Solubility: Methanol (Sparingly), Water (Slightly)
• PKA: 2.84±0.70(Predicted)
• Stability: Very Hygroscopic
• CAS DataBase Reference: ETHYL B-D-GLUCURONIDE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL B-D-GLUCURONIDE(17685-04-0)
• EPA Substance Registry System: ETHYL B-D-GLUCURONIDE(17685-04-0)

Safety Data

• Hazard Codes: F,T
• Statements: 11-23/24/25-39/23/24/25
• Safety Statements: 7-16-36/37-45
• RIDADR: UN1230 - class 3 - PG 2 - Methanol, solution
• WGK Germany: 1
• Hazardous Substances Data: 17685-04-0(Hazardous Substances Data)

Usage

Chemical Properties

Off-White Solid

Uses

Ethyl β-D-Glucuronide is a useful diagnostic marker for alcohol consumption, and acts as a marker to assess acute or chronic excessive alcohol consumption.

Definition

ChEBI: A beta-D-glucosiduronic acid that is the ethyl derivative of beta-D-glucuronic acid.

General Description

Ethyl ?-D-glucuronide is a primary urinary metabolite of alcohol and can be used as a biomarker for the monitoring of alchohol consumption. This Snap-N-Spike? Reference Solution is applicable for use in LC/MS or GC/MS applications for clinical toxicology, forensic analysis, or urine drug testing.

InChI:InChI=1/C8H14O7/c1-2-14-8-5(11)3(9)4(10)6(15-8)7(12)13/h3-6,8-11H,2H2,1H3,(H,12,13)/t3-,4-,5+,6-,8?/m0/s1

Upstream product

• 64-17-5 ethanol 
• 21085-72-3 1-bromo-2,3,4-tri-O-acetyl-α-D-glucuronic acid methyl ester 
• 77392-66-6 methyl (ethyl 2,3,4-tri-O-acetyl-β-D-glucopyranosid)uronate 

Relevant articles and documents

Preparation method of ethyl glucuronide and ethyl sulfate of ethyl alcohol non-oxidative metabolite

The invention relates to a preparation method of ethyl glucuronide and ethyl sulfate of ethyl alcohol non-oxidative metabolite, and belongs to the field of compound preparation. According to the preparation method, glucuronolactone is used as a basic reaction raw material, the ethyl glucuronide of the ethyl alcohol non-oxidative metabolite can be obtained by reacting under ultrasonic, water bath heating and other conditions through a triacetyl bromide glucuronic acid methyl ester intermediate, and the preparation method has the advantages of low environmental factors, simple operation and easyrealization; and in addition, absolute ethyl alcohol and sulfuric acid are used as raw materials, and the ethyl sulfate of the ethyl alcohol non-oxidative metabolite is obtained through heating, filtration, precipitation, water bath evaporating and other operations, and the preparation method has the advantages of wide source of raw materials, low requirements for environmental factors, simple operation and easy realization.

Directing the biological activities of heparan sulfate oligosaccharides using a chemoenzymatic approach

Heparan sulfate (HS) and heparin are highly sulfated polysaccharides exhibiting essential physiological functions. The sulfation patterns determine the functional selectivity for HS and heparin. Chemical synthesis of HS, especially those larger than a hexasaccharide, remains challenging. Enzymatic synthesis of HS has recently gained momentum. Here we describe the divergent assembly of HS heptasaccharides and nonasaccharides from a common hexasaccharide precursor. The hexasaccharide precursor was synthesized via a chemical method. The subsequent elongation, sulfation and epimerization were completed by glycosyltransferases, HS sulfotransferases and epimerase. Using the synthesized heptasaccharides, we discovered that the iduronic acid is critical for binding to fibroblast growth factor-2. We also designed a synthetic path to prepare a nonasaccharide with an antithrombin-binding affinity of 3 nM. Our method demonstrated the feasibility of combining chemical and enzymatic synthesis to prepare structurally defined HS oligosaccharides with desired biological activities.