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17685-04-0 | β-D-Glucopyranosiduronic acid, ethyl
CAS No: 17685-04-0 Catalog No: AG0024Z7 MDL No:
Product Description
Catalog Number:
AG0024Z7
Chemical Name:
β-D-Glucopyranosiduronic acid, ethyl
CAS Number:
17685-04-0
Molecular Formula:
C8H14O7
Molecular Weight:
222.1926
IUPAC Name:
(2S,3S,4S,5R,6R)-6-ethoxy-3,4,5-trihydroxyoxane-2-carboxylic acid
InChI:
InChI=1S/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
InChI Key:
IWJBVMJWSPZNJH-UQGZVRACSA-N
SMILES:
CCO[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O
Properties
Complexity:
231
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
5
Defined Bond Stereocenter Count:
0
Exact Mass:
222.074g/mol
Formal Charge:
0
Heavy Atom Count:
15
Hydrogen Bond Acceptor Count:
7
Hydrogen Bond Donor Count:
4
Isotope Atom Count:
0
Molecular Weight:
222.193g/mol
Monoisotopic Mass:
222.074g/mol
Rotatable Bond Count:
3
Topological Polar Surface Area:
116A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-1.4
Literature
| Title | Journal |
|---|---|
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| Ethyl glucuronide concentrations in beard hair after a single alcohol dose: evidence for incorporation in hair root. | International journal of legal medicine 20120901 |
| Prolonged urinary detection times of EtG and EtS in patients with decreased renal function. | Alcoholism, clinical and experimental research 20120701 |
| Grinding procedure influence on LC-MS/MS determination of ethyl glucuronide concentrations in hair. | Bioanalysis 20120601 |
| Positive EtG findings in hair as a result of a cosmetic treatment. | Forensic science international 20120510 |
| Ethyl glucuronide in hair - A highly effective test for the monitoring of alcohol consumption. | Forensic science international 20120510 |
| Can ethyl glucuronide in hair be determined only in 3 cm hair strands? | Forensic science international 20120510 |
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| Practical experiences in application of hair fatty acid ethyl esters and ethyl glucuronide for detection of chronic alcohol abuse in forensic cases. | Forensic science international 20120510 |
| The influence of ethanol containing cosmetics on ethyl glucuronide concentration in hair. | Forensic science international 20120510 |
| Investigations on the influence of different grinding procedures on measured ethyl glucuronide concentrations in hair determined with an optimized and validated LC-MS/MS method. | Analytical and bioanalytical chemistry 20120501 |
| Interpretation problems in a forensic case of abstinence determination using alcohol markers in hair. | Forensic science international 20120410 |
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| Ethyl glucuronide in human hair after daily consumption of 16 or 32 g of ethanol for 3 months. | Forensic science international 20120210 |
| Characterization of sialic acid index of plasma apolipoprotein J and phosphatidylethanol during alcohol detoxification--a pilot study. | Alcoholism, clinical and experimental research 20120201 |
| Determination of ethyl glucuronide in nails by liquid chromatography tandem mass spectrometry as a potential new biomarker for chronic alcohol abuse and binge drinking behavior. | Analytical and bioanalytical chemistry 20120201 |
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| A high-performance liquid chromatographic-tandem mass spectrometric method for the determination of ethyl glucuronide and ethyl sulfate in urine validated according to forensic guidelines. | Journal of chromatographic science 20120101 |
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| Voucher-based reinforcement for alcohol abstinence using the ethyl-glucuronide alcohol biomarker. | Journal of applied behavior analysis 20120101 |
| Monitoring of the alcohol biomarkers PEth, CDT and EtG/EtS in an outpatient treatment setting. | Alcohol and alcoholism (Oxford, Oxfordshire) 20120101 |
| Deposition of ethyl glucuronide in WHP rat hair after chronic ethanol intake. | Pharmacological reports : PR 20120101 |
| The detection and quantification of ethyl glucuronide in placental tissue and placental perfusate by headspace solid-phase microextraction coupled with gas chromatography-mass spectrometry. | Journal of population therapeutics and clinical pharmacology = Journal de la therapeutique des populations et de la pharamcologie clinique 20120101 |
| Ethyl-glucuronide and ethyl-sulfate in placental and fetal tissues by liquid chromatography coupled with tandem mass spectrometry. | Analytical biochemistry 20111101 |
| Urinary ethyl glucuronide as a novel screening tool in patients pre- and post-liver transplantation improves detection of alcohol consumption. | Hepatology (Baltimore, Md.) 20111101 |
| Chemometric evaluation of nine alcohol biomarkers in a large population of clinically-classified subjects: pre-eminence of ethyl glucuronide concentration in hair for confirmatory classification. | Analytical and bioanalytical chemistry 20111001 |
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| Analysis and interpretation of specific ethanol metabolites, ethyl sulfate, and ethyl glucuronide in sewage effluent for the quantitative measurement of regional alcohol consumption. | Alcoholism, clinical and experimental research 20110901 |
| Evaluation of ethyl glucuronide immunoassay urinalysis in five alcohol-dependent outpatients. | The American journal on addictions 20110901 |
| Ethyl sulphate and ethyl glucuronide in vitreous humor as postmortem evidence marker for ethanol consumption prior to death. | Forensic science international 20110715 |
| A study of distribution of ethyl glucuronide in different keratin matrices. | Forensic science international 20110715 |
| Detection of ethyl glucuronide in blood spotted on different surfaces. | Forensic science international 20110715 |
| Elimination and phase II metabolism of ethanol in camels after intravenous administration. | Veterinary journal (London, England : 1997) 20110701 |
| Biomarkers of recent drinking, retrograde extrapolation of blood-alcohol concentration and plasma-to-blood distribution ratio in a case of driving under the influence of alcohol. | Journal of forensic and legal medicine 20110701 |
| Confirmation analysis of ethyl glucuronide and ethyl sulfate in human serum and urine by CZE-ESI-MS(n) after intake of alcoholic beverages. | Electrophoresis 20110601 |
| Ethyl glucuronide, ethyl sulfate, and ethanol in urine after intensive exposure to high ethanol content mouthwash. | Journal of analytical toxicology 20110601 |
| Respiratory exposure to ethanol vapor during use of hand sanitizers: is it significant? | Journal of analytical toxicology 20110601 |
| Optimizing heroin-assisted treatment (HAT): assessment of the contribution of direct ethanol metabolites in identifying hazardous and harmful alcohol use. | Drug and alcohol dependence 20110501 |
| Comparison of ethyl glucuronide (EtG) and fatty acid ethyl esters (FAEEs) concentrations in hair for testing abstinence. | Analytical and bioanalytical chemistry 20110401 |
| Validated method for the determination of ethylglucuronide and ethylsulfate in human urine. | Analytical and bioanalytical chemistry 20110401 |
| Simultaneous determination of GHB and EtG in hair using GCMS/MS. | Drug testing and analysis 20110401 |
| Ethyl glucuronide, ethyl sulfate, and ethanol in urine after sustained exposure to an ethanol-based hand sanitizer. | Journal of analytical toxicology 20110301 |
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| Pregnancy and variations of carbohydrate-deficient transferrin levels measured by the candidate reference HPLC method. | Alcohol and alcoholism (Oxford, Oxfordshire) 20110101 |
| Clinical application of ethyl glucuronide testing in the U.S. Army. | Journal of addictive diseases 20110101 |
| Urinary ethyl glucuronide and ethyl sulfate testing for detection of recent drinking in an outpatient treatment program for alcohol and drug dependence. | Alcohol and alcoholism (Oxford, Oxfordshire) 20110101 |
| An improved method of determining ethanol use in a chronic pain population. | Journal of opioid management 20110101 |
| Urinary ethyl glucuronide and ethyl sulfate testing for recent drinking in alcohol-dependent outpatients treated with acamprosate or placebo. | Alcohol and alcoholism (Oxford, Oxfordshire) 20110101 |
| Urinary concentrations of ethyl glucuronide and ethyl sulfate as thresholds to determine potential ethanol-induced alteration of steroid profiles. | Drug testing and analysis 20110101 |
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| Ethyl glucuronide and ethyl sulfate in urine after consumption of various beverages and foods--misleading results? | International journal of legal medicine 20101101 |
| Urine tested positive for ethyl glucuronide and ethyl sulphate after the consumption of 'non-alcoholic' beer. | Forensic science international 20101010 |
| Urine tested positive for ethyl glucuronide and ethyl sulfate after the consumption of yeast and sugar. | Forensic science international 20101010 |
| Influence of ethanol dose and pigmentation on the incorporation of ethyl glucuronide into rat hair. | Alcohol (Fayetteville, N.Y.) 20100901 |
| Identification of noninvasive biomarkers for alcohol-induced liver disease using urinary metabolomics and the Ppara-null mouse. | Journal of proteome research 20100806 |
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| Editorial commentary: alcohol biomarker papers. | Alcoholism, clinical and experimental research 20100601 |
| Clinical (nonforensic) application of ethyl glucuronide measurement: are we ready? | Alcoholism, clinical and experimental research 20100601 |
| Direct determination of ethyl glucuronide and ethyl sulfate in postmortem urine specimens using hydrophilic interaction liquid chromatography-electrospray ionization-tandem mass spectrometry. | Journal of analytical toxicology 20100601 |
| Effect of bleaching on ethyl glucuronide in hair: an in vitro experiment. | Forensic science international 20100520 |
| A fully validated high-performance liquid chromatography-tandem mass spectrometry method for the determination of ethyl glucuronide in hair for the proof of strict alcohol abstinence. | Analytical and bioanalytical chemistry 20100401 |
| Quantification of fatty acid ethyl esters (FAEE) and ethyl glucuronide (EtG) in meconium from newborns for detection of alcohol abuse in a maternal health evaluation study. | Analytical and bioanalytical chemistry 20100401 |
| Abstinence monitoring of suspected drinking drivers: ethyl glucuronide in hair versus CDT. | Traffic injury prevention 20100401 |
| Ethyl glucuronide and ethyl sulfate in meconium and hair-potential biomarkers of intrauterine exposure to ethanol. | Forensic science international 20100320 |
| Consensus of the Society of Hair Testing on hair testing for chronic excessive alcohol consumption 2009. | Forensic science international 20100320 |
| Validation of a headspace solid-phase microextraction-GC-MS/MS for the determination of ethyl glucuronide in hair according to forensic guidelines. | Forensic science international 20100320 |
| Ethyl glucuronide determination in meconium and hair by hydrophilic interaction liquid chromatography-tandem mass spectrometry. | Forensic science international 20100320 |
| Combined use of fatty acid ethyl esters and ethyl glucuronide in hair for diagnosis of alcohol abuse: interpretation and advantages. | Forensic science international 20100320 |
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| Practical use of ethyl glucuronide and ethyl sulfate in postmortem cases as markers of antemortem alcohol ingestion. | International journal of legal medicine 20100301 |
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| No-discharge atmospheric pressure chemical ionization mass spectrometry of ethyl glucuronide and ethyl sulfate. | Journal of mass spectrometry : JMS 20100101 |
| Ethyl glucuronide concentrations in oral fluid, blood, and urine after volunteers drank 0.5 and 1.0 g/kg doses of ethanol. | Journal of analytical toxicology 20100101 |
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| Direct determination of the ethanol metabolites ethyl glucuronide and ethyl sulfate in urine by liquid chromatography/electrospray tandem mass spectrometry. | Rapid communications in mass spectrometry : RCM 20050101 |
| Ethyl sulfate: a metabolite of ethanol in humans and a potential biomarker of acute alcohol intake. | Journal of analytical toxicology 20050101 |
| Forensic confirmatory analysis of ethyl sulfate--a new marker for alcohol consumption--by liquid-chromatography/electrospray ionization/tandem mass spectrometry. | Journal of the American Society for Mass Spectrometry 20041101 |
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| Urinary ethyl glucuronide and 5-hydroxytryptophol levels during repeated ethanol ingestion in healthy human subjects. | Alcohol and alcoholism (Oxford, Oxfordshire) 20030101 |
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| Preliminary immunochemical test for the determination of ethyl glucuronide in serum and urine: comparison of screening method results with gas chromatography-mass spectrometry. | Journal of analytical toxicology 20020101 |
| Comparison of urinary excretion characteristics of ethanol and ethyl glucuronide. | Journal of analytical toxicology 20020101 |
| Excretion profiles of ethyl glucuronide in human urine after internal dilution. | Journal of analytical toxicology 20020101 |
| Improvement of ethyl glucuronide determination in human urine and serum samples by solid-phase extraction. | Journal of chromatography. B, Biomedical sciences and applications 20010715 |
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