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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
Structure of 6-ACETYLMORPHINE

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

HIDE SMILES / InChI

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

PubMed

TitleDatePubMed
Purification and cloning of a broad substrate specificity human liver carboxylesterase that catalyzes the hydrolysis of cocaine and heroin.
1997 Jun 6
Fast analysis of drugs in a single hair.
1998 Dec
Determination of opiates in serum, saliva and hair addicted persons.
2001
Evaluation of immunoassays for semiquantitative detection of cocaine and metabolites or heroin and metabolites in extracts of sweat patches.
2001 Apr
Laboratory analysis of remotely collected oral fluid specimens for opiates by immunoassay.
2001 Jul-Aug
Urinary excretion profiles for total morphine, free morphine, and 6-acetylmorphine following smoked and intravenous heroin.
2001 Oct
Serum naltrexone and 6-beta-naltrexol levels from naltrexone implants can block very large amounts of heroin: a report of two cases.
2002 Jul
A rapid GC-MS method for the determination of dihydrocodeine, codeine, norcodeine, morphine, normorphine and 6-MAM in urine.
2002 Jun 25
Application of the CEDIA 6-MAM assay to routine drugs-of-abuse screening.
2002 May-Jun
Diacetylmorphine degradation to 6-monoacetylmorphine and morphine in cell culture: implications for in vitro studies.
2002 Oct 18
High prevalence of 6-acetylmorphine in morphine-positive oral fluid specimens.
2003 Apr 23
Screening for drugs of abuse in hair with ion spray LC-MS-MS.
2004 Oct 29
Removing and identifying drug contamination in the analysis of human hair.
2004 Oct 29
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
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
Feasibility and acceptability of an intranasal diamorphine spray as an alternative to injectable diamorphine for maintenance treatment.
2006
HPLC-DAD determination of opioids, cocaine and their metabolites in plasma.
2006 Aug 10
Paradoxical results in urine drug testing for 6-acetylmorphine and total opiates: implications for best analytical strategy.
2006 Mar
Four years' experience in external proficiency testing programs for hair testing of drugs of abuse in Italy (HAIRVEQ) and comparison with the Society of Hair Testing program in 2005.
2007 Feb
Determination of morphine and 6-acetylmorphine in blood with use of dried blood spots.
2008 Dec
Determining plasma morphine levels using GC-MS after solid phase extraction to monitor drug levels in the postoperative period.
2008 Jun
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
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
Disposable microfluidic device with ultraviolet detection for highly resolved screening of illicit drugs.
2009 Sep
[Impact of slow-release oral morphine on drug abusing habits in Austria].
2010
Quantitation of opioids in blood and urine using gas chromatography-mass spectrometry (GC-MS).
2010
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
[Simultaneous determination of opioid compounds in human urine by UPLC-MS/MS].
2010 Jun
Solid-phase microextraction for the detection of codeine, morphine and 6-monoacetylmorphine in human hair by gas chromatography-mass spectrometry.
2010 Mar 20
Substance Class Chemical
Created
by admin
on Wed Jul 05 23:56:23 UTC 2023
Edited
by admin
on Wed Jul 05 23:56:23 UTC 2023
Record UNII
M5E47P1ZCH
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
6-ACETYLMORPHINE
Common Name English
6-MAM
Common Name English
MORPHINAN-3,6-DIOL, 7,8-DIDEHYDRO-4,5-EPOXY-17-METHYL- (5.ALPHA.,6.ALPHA.)-, 6-ACETATE
Systematic Name English
MAM
Common Name English
6-MONOACETYLMORPHINE
Common Name English
6-O-ACETYLMORPHINE
Common Name English
6-O-MONOACETYLMORPHINE
Common Name English
MONOACETYLMORPHINE
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID60182154
Created by admin on Wed Jul 05 23:56:23 UTC 2023 , Edited by admin on Wed Jul 05 23:56:23 UTC 2023
PRIMARY
CAS
2784-73-8
Created by admin on Wed Jul 05 23:56:23 UTC 2023 , Edited by admin on Wed Jul 05 23:56:23 UTC 2023
PRIMARY
SMS_ID
100000125987
Created by admin on Wed Jul 05 23:56:23 UTC 2023 , Edited by admin on Wed Jul 05 23:56:23 UTC 2023
PRIMARY
FDA UNII
M5E47P1ZCH
Created by admin on Wed Jul 05 23:56:23 UTC 2023 , Edited by admin on Wed Jul 05 23:56:23 UTC 2023
PRIMARY
WIKIPEDIA
6-MONOACETYLMORPHINE
Created by admin on Wed Jul 05 23:56:23 UTC 2023 , Edited by admin on Wed Jul 05 23:56:23 UTC 2023
PRIMARY
EVMPD
SUB32914
Created by admin on Wed Jul 05 23:56:23 UTC 2023 , Edited by admin on Wed Jul 05 23:56:23 UTC 2023
PRIMARY
MESH
C026979
Created by admin on Wed Jul 05 23:56:23 UTC 2023 , Edited by admin on Wed Jul 05 23:56:23 UTC 2023
PRIMARY
PUBCHEM
5462507
Created by admin on Wed Jul 05 23:56:23 UTC 2023 , Edited by admin on Wed Jul 05 23:56:23 UTC 2023
PRIMARY
Related Record Type Details
TARGET -> AGONIST
Related Record Type Details
PRODRUG -> METABOLITE ACTIVE
6-MAM is a metabolite unique to heroin
Related Record Type Details
ACTIVE MOIETY