Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C19H21NO4 |
| Molecular Weight | 327.3743 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 5 / 5 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@@]12OC3=C4C(C[C@H]5N(C)CC[C@@]14[C@@]5([H])C=C[C@@H]2OC(C)=O)=CC=C3O
InChI
InChIKey=JJGYGPZNTOPXGV-SSTWWWIQSA-N
InChI=1S/C19H21NO4/c1-10(21)23-15-6-4-12-13-9-11-3-5-14(22)17-16(11)19(12,18(15)24-17)7-8-20(13)2/h3-6,12-13,15,18,22H,7-9H2,1-2H3/t12-,13+,15-,18-,19-/m0/s1
| Molecular Formula | C19H21NO4 |
| Molecular Weight | 327.3743 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 5 / 5 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Metabolism of cocaine and heroin is catalyzed by the same human liver carboxylesterases. | 1996 Nov |
|
| Purification and cloning of a broad substrate specificity human liver carboxylesterase that catalyzes the hydrolysis of cocaine and heroin. | 1997 Jun 6 |
|
| Human liver carboxylesterase hCE-1: binding specificity for cocaine, heroin, and their metabolites and analogs. | 1997 Sep |
|
| Fast analysis of drugs in a single hair. | 1998 Dec |
|
| High prevalence of 6-acetylmorphine in morphine-positive oral fluid specimens. | 2003 Apr 23 |
|
| Determination of opiates in biological samples through the analysis of heptafluorobutyric derivatives by gas chromatography/negative ion chemical ionization mass spectrometry. | 2003 Sep |
|
| Component analysis of illicit heroin samples with GC/MS and its application in source identification. | 2004 Jan |
|
| Simultaneous detection and quantitation of morphine, 6-acetylmorphine, and cocaine in toenails: comparison with hair analysis. | 2004 Mar |
|
| Removing and identifying drug contamination in the analysis of human hair. | 2004 Oct 29 |
|
| Simultaneous analysis of thebaine, 6-MAM and six abused opiates in postmortem fluids and tissues using Zymark automated solid-phase extraction and gas chromatography-mass spectrometry. | 2005 Aug 5 |
|
| Morphine and 6-monoacetylmorphine in hair of heroin users: use of invalid extraction procedures generates erroneous conclusions. | 2005 Jan-Feb |
|
| Mechanisms of mu opioid receptor/G-protein desensitization in brain by chronic heroin administration. | 2005 Jul 22 |
|
| Opiate concentrations in hair from subjects in a controlled heroin-maintenance program and from opiate-associated fatalities. | 2005 Jul-Aug |
|
| GC-MS quantitation of codeine, morphine, 6-acetylmorphine, hydrocodone, hydromorphone, oxycodone, and oxymorphone in blood. | 2005 Jul-Aug |
|
| Direct injection determination of benzoylecgonine, heroin, 6-monoacetylmorphine and morphine in serum by MLC. | 2005 May 6 |
|
| Population pharmacokinetics of heroin and its major metabolites. | 2006 |
|
| Use of gas chromatography/mass spectrometry with positive chemical ionization for the determination of opiates in human oral fluid. | 2006 |
|
| Feasibility and acceptability of an intranasal diamorphine spray as an alternative to injectable diamorphine for maintenance treatment. | 2006 |
|
| Pharmacokinetics and pharmacokinetic variability of heroin and its metabolites: review of the literature. | 2006 Jan |
|
| Fatal heroin intoxication in body packers in northern Thailand during the last decade: two case reports. | 2006 Jan |
|
| Paradoxical results in urine drug testing for 6-acetylmorphine and total opiates: implications for best analytical strategy. | 2006 Mar |
|
| Comparison of the various opiate alkaloid contaminants and their metabolites found in illicit heroin with 6-monoacetyl morphine as indicators of heroin ingestion. | 2006 May |
|
| [Preparation and characterization of anti-morphine vaccine antibody]. | 2006 May |
|
| Electrospray LC-MS method with solid-phase extraction for accurate determination of morphine-, codeine-, and ethylmorphine-glucuronides and 6-acetylmorphine in urine. | 2007 Mar |
|
| Morphine and 6-acetylmorphine concentrations in blood, brain, spinal cord, bone marrow and bone after lethal acute or chronic diacetylmorphine administration to mice. | 2007 Mar 2 |
|
| Determination of morphine and 6-acetylmorphine in blood with use of dried blood spots. | 2008 Dec |
|
| Long-term stability of various drugs and metabolites in urine, and preventive measures against their decomposition with special attention to filtration sterilization. | 2008 Jan 30 |
|
| Determining plasma morphine levels using GC-MS after solid phase extraction to monitor drug levels in the postoperative period. | 2008 Jun |
|
| Error in the article: "driving under the influence of opiates: concentration relationships between morphine, codeine, 6-acetyl morphine, and ethyl morphine in blood". | 2008 Jun |
|
| Driving under the influence of opiates: concentration relationships between morphine, codeine, 6-acetyl morphine, and ethyl morphine in blood. | 2008 May |
|
| Simultaneous detection and quantification of amphetamines, diazepam and its metabolites, cocaine and its metabolites, and opiates in hair by LC-ESI-MS-MS using a single extraction method. | 2008 Sep |
|
| Group-selective antibodies based fluorescence immunoassay for monitoring opiate drugs. | 2008 Sep |
|
| Development and validation of a solid-phase extraction gas chromatography-mass spectrometry method for the simultaneous quantification of methadone, heroin, cocaine and metabolites in sweat. | 2008 Sep |
|
| Simultaneous determination of morphine, codeine, 6-acetylmorphine, cocaine and benzoylecgonine in hair by liquid chromatography/electrospray ionization tandem mass spectrometry. | 2009 Apr |
|
| Characteristics and comparative severity of respiratory response to toxic doses of fentanyl, methadone, morphine, and buprenorphine in rats. | 2009 Dec 15 |
|
| Criteria for opiate identification using liquid chromatography linked to tandem mass spectrometry: problems in routine practice. | 2009 Jan |
|
| Multiclass analysis of illicit drugs in plasma and oral fluids by LC-MS/MS. | 2009 Jan |
|
| Distribution of 6-monoacetylmorphine and morphine in head and pubic hair from heroin-related deaths. | 2009 Jan 10 |
|
| Optimization of a rapid microwave-assisted extraction method for the simultaneous determination of opiates, cocaine and their metabolites in human hair. | 2009 Jun 15 |
|
| Response to postcard from Sweden. | 2009 Nov |
|
| A comparison of the validity of gas chromatography- mass spectrometry and liquid chromatography- tandem mass spectrometry analysis of urine samples for morphine, codeine, 6-acetylmorphine, and benzoylecgonine. | 2009 Oct |
|
| Quantitation of morphine, codeine, hydrocodone, hydromorphone, oxycodone, oxymorphone, and 6-monoacetylmorphine (6-MAM) in urine, blood, serum, or plasma using liquid chromatography with tandem mass spectrometry detection. | 2010 |
|
| Quantitation of opioids in blood and urine using gas chromatography-mass spectrometry (GC-MS). | 2010 |
|
| Multiple-drug toxicity caused by the coadministration of 4-methylmethcathinone (mephedrone) and heroin. | 2010 Apr |
|
| Simultaneous quantitation of morphine, 6-acetylmorphine, codeine, 6-acetylcodeine and tramadol in hair using mixed-mode solid-phase extraction and gas chromatography-mass spectrometry. | 2010 Apr |
|
| Forensic toxicology findings in deaths involving gamma-hydroxybutyrate. | 2010 Jan |
|
| Microwave-assisted high-throughput derivatization techniques utilizing silicon carbide microtiter platforms. | 2010 Jan 1 |
|
| Heroin markers in hair of a narcotic police officer: active or passive exposure? | 2010 Mar 20 |
|
| Solid-phase microextraction for the detection of codeine, morphine and 6-monoacetylmorphine in human hair by gas chromatography-mass spectrometry. | 2010 Mar 20 |
|
| Automated solid-phase extraction-liquid chromatography-tandem mass spectrometry analysis of 6-acetylmorphine in human urine specimens: application for a high-throughput urine analysis laboratory. | 2010 Oct |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 16:30:32 GMT 2023
by
admin
on
Fri Dec 15 16:30:32 GMT 2023
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| Record UNII |
M5E47P1ZCH
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| Record Status |
Validated (UNII)
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| Record Version |
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DTXSID60182154
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2784-73-8
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100000125987
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M5E47P1ZCH
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6-MONOACETYLMORPHINE
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SUB32914
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C026979
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5462507
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| Related Record | Type | Details | ||
|---|---|---|---|---|
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TARGET -> AGONIST |
| Related Record | Type | Details | ||
|---|---|---|---|---|
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PRODRUG -> METABOLITE ACTIVE |
6-MAM is a metabolite unique to heroin
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| Related Record | Type | Details | ||
|---|---|---|---|---|
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ACTIVE MOIETY |
