Matches in DBpedia 2015-10 for { <http://dbpedia.org/resource/6-Monoacetylmorphine> ?p ?o }
- 6-Monoacetylmorphine abstract "6-Monoacetylmorphine (6-MAM) or 6-acetylmorphine (6-AM) is one of three active metabolites of heroin (diacetylmorphine), the others being morphine and the much less active 3-monoacetylmorphine (3-MAM).6-MAM is rapidly created from heroin in the body, and then is either metabolized into morphine or excreted in the urine. Since 6-MAM is a unique metabolite to heroin, its presence in the urine confirms that heroin was the opioid used. This is significant because on a urine immunoassay drug screen, the test typically tests for morphine, which is a metabolite of a number of legal and illegal opiates/opioids such as codeine, morphine sulfate, and heroin. Trace amounts of 6-MAM, a specific metabolite of heroin, are also excreted for approximately 6-8 hours following heroin use. so a urine specimen must be collected soon after the last heroin use, however, the presence of 6-MAM suggests that heroin was used as recently as within the last day. 6-MAM is naturally found in the brain of certain mammals.Heroin is rapidly metabolized by esterase enzymes in the brain and has an extremely short half-life. It has also relatively weak affinity to μ-opioid receptors because the 3-hydroxy group which is essential for effective binding to the receptor is masked by the acetyl group. Therefore, heroin acts as a pro-drug, serving as a lipophilic transporter of sorts for the systemic delivery of morphine, which actively binds with μ-opioid receptors.6-MAM already has a free 3-hydroxy group and shares the high lipophilicity of heroin, so it penetrates the brain just as quickly and does not need to be deacetylated at the 6-position in order to be bioactivated; this makes 6-monoacetylmorphine somewhat more potent than heroin, but it is rarely encountered as an illicit drug due to the difficulty in selectively acetylating morphine at the 6-position without also acetylating the 3-position. This can however be accomplished by using acetic acid with an appropriate catalyst to carry out the acetylation,{[1]} rather than acetic anhydride, as acetic acid is not a strong enough acetylating agent to acetylate the phenolic 3-hydroxy group but is able to acetylate the 6-hydroxy group, thus selectively producing 6-MAM rather than heroin. The process used in creating black tar heroin actually leaves 6-MAM in the final product, which is one of several reasons why black tar, even when less pure, may be more potent than some powder varieties of heroin.".
- 6-Monoacetylmorphine atcPrefix "none".
- 6-Monoacetylmorphine casNumber "2784-73-8".
- 6-Monoacetylmorphine iupacName "3-hydroxy-6-acetyl-(5α,6α)-7,8-Didehydro-4,5-epoxy-17-methylmorphinan".
- 6-Monoacetylmorphine pubchem "5462507".
- 6-Monoacetylmorphine thumbnail 6-monoacetylmorphine2DCSD.svg?width=300.
- 6-Monoacetylmorphine wikiPageExternalLink P13571.HTM.
- 6-Monoacetylmorphine wikiPageID "4777013".
- 6-Monoacetylmorphine wikiPageLength "6632".
- 6-Monoacetylmorphine wikiPageOutDegree "27".
- 6-Monoacetylmorphine wikiPageRevisionID "677899585".
- 6-Monoacetylmorphine wikiPageWikiLink 3-Monoacetylmorphine.
- 6-Monoacetylmorphine wikiPageWikiLink Acetic_acid.
- 6-Monoacetylmorphine wikiPageWikiLink Acetic_anhydride.
- 6-Monoacetylmorphine wikiPageWikiLink Acetylation.
- 6-Monoacetylmorphine wikiPageWikiLink Black_tar_heroin.
- 6-Monoacetylmorphine wikiPageWikiLink Category:Acetate_esters.
- 6-Monoacetylmorphine wikiPageWikiLink Category:Biomolecules.
- 6-Monoacetylmorphine wikiPageWikiLink Category:Heroin.
- 6-Monoacetylmorphine wikiPageWikiLink Category:Morphinans.
- 6-Monoacetylmorphine wikiPageWikiLink Category:Morphine.
- 6-Monoacetylmorphine wikiPageWikiLink Category:Mu-opioid_agonists.
- 6-Monoacetylmorphine wikiPageWikiLink Category:Opioid_metabolites.
- 6-Monoacetylmorphine wikiPageWikiLink Category:Phenols.
- 6-Monoacetylmorphine wikiPageWikiLink Category:Prodrugs.
- 6-Monoacetylmorphine wikiPageWikiLink Category:Semisynthetic_opioids.
- 6-Monoacetylmorphine wikiPageWikiLink Codeine.
- 6-Monoacetylmorphine wikiPageWikiLink Heroin.
- 6-Monoacetylmorphine wikiPageWikiLink Metabolite.
- 6-Monoacetylmorphine wikiPageWikiLink Morphine.
- 6-Monoacetylmorphine wikiPageWikiLink Morphine-3-glucuronide.
- 6-Monoacetylmorphine wikiPageWikiLink Morphine-6-glucuronide.
- 6-Monoacetylmorphine wikiPageWikiLink Mu_opioid_receptor.
- 6-Monoacetylmorphine wikiPageWikiLink Opioid.
- 6-Monoacetylmorphine wikiPageWikiLink Pro-drug.
- 6-Monoacetylmorphine wikiPageWikiLink Prodrug.
- 6-Monoacetylmorphine wikiPageWikiLink Urine.
- 6-Monoacetylmorphine wikiPageWikiLink Μ-opioid_receptor.
- 6-Monoacetylmorphine wikiPageWikiLink File:Acetyl_groups_of_heroin.svg.
- 6-Monoacetylmorphine wikiPageWikiLink File:Heroin_black_tar.jpg.
- 6-Monoacetylmorphine wikiPageWikiLinkText "6-Monoacetylmorphine".
- 6-Monoacetylmorphine wikiPageWikiLinkText "6-acetylmorphine".
- 6-Monoacetylmorphine wikiPageWikiLinkText "6-monoacetylmorphine".
- 6-Monoacetylmorphine wikiPageWikiLinkText "Monoacetylmorphine".
- 6-Monoacetylmorphine atcPrefix "none".
- 6-Monoacetylmorphine c "19".
- 6-Monoacetylmorphine casNumber "2784".
- 6-Monoacetylmorphine chembl "592009".
- 6-Monoacetylmorphine chemspiderid "4575434".
- 6-Monoacetylmorphine eliminationHalfLife "300.0".
- 6-Monoacetylmorphine h "21".
- 6-Monoacetylmorphine hasPhotoCollection 6-Monoacetylmorphine.
- 6-Monoacetylmorphine inchi "1".
- 6-Monoacetylmorphine inchikey "DUAISAINBBQDAF-LEPYJNQMBC".
- 6-Monoacetylmorphine iupacName "3".
- 6-Monoacetylmorphine legalAu "S9".
- 6-Monoacetylmorphine legalUk "Class A".
- 6-Monoacetylmorphine legalUs "Schedule I".
- 6-Monoacetylmorphine molecularWeight "327.374".
- 6-Monoacetylmorphine n "1".
- 6-Monoacetylmorphine o "4".
- 6-Monoacetylmorphine pubchem "5462507".
- 6-Monoacetylmorphine routesOfAdministration "Intravenous".
- 6-Monoacetylmorphine smiles "CCc3ccc1O[C@@H]4[C@]25CCN[C@H][C@@H]5/C=C\[C@@H]4O".
- 6-Monoacetylmorphine stdinchi "1".
- 6-Monoacetylmorphine stdinchikey "DUAISAINBBQDAF-LEPYJNQMSA-N".
- 6-Monoacetylmorphine synonyms "6".
- 6-Monoacetylmorphine verifiedfields "changed".
- 6-Monoacetylmorphine verifiedrevid "477345991".
- 6-Monoacetylmorphine width "180".
- 6-Monoacetylmorphine wikiPageUsesTemplate Template:Clear-left.
- 6-Monoacetylmorphine wikiPageUsesTemplate Template:Drugbox.
- 6-Monoacetylmorphine wikiPageUsesTemplate Template:Opioidergics.
- 6-Monoacetylmorphine wikiPageUsesTemplate Template:Reflist.
- 6-Monoacetylmorphine subject Category:Acetate_esters.
- 6-Monoacetylmorphine subject Category:Biomolecules.
- 6-Monoacetylmorphine subject Category:Heroin.
- 6-Monoacetylmorphine subject Category:Morphinans.
- 6-Monoacetylmorphine subject Category:Morphine.
- 6-Monoacetylmorphine subject Category:Mu-opioid_agonists.
- 6-Monoacetylmorphine subject Category:Opioid_metabolites.
- 6-Monoacetylmorphine subject Category:Phenols.
- 6-Monoacetylmorphine subject Category:Prodrugs.
- 6-Monoacetylmorphine subject Category:Semisynthetic_opioids.
- 6-Monoacetylmorphine hypernym Metabolites.
- 6-Monoacetylmorphine type Article.
- 6-Monoacetylmorphine type Biomolecule.
- 6-Monoacetylmorphine type ChemicalCompound.
- 6-Monoacetylmorphine type ChemicalSubstance.
- 6-Monoacetylmorphine type Drug.
- 6-Monoacetylmorphine type Agonist.
- 6-Monoacetylmorphine type Alcohol.
- 6-Monoacetylmorphine type Analgesic.
- 6-Monoacetylmorphine type Article.
- 6-Monoacetylmorphine type Biomolecule.
- 6-Monoacetylmorphine type Chemical.
- 6-Monoacetylmorphine type Drug.
- 6-Monoacetylmorphine type Ester.
- 6-Monoacetylmorphine type Euphoriant.
- 6-Monoacetylmorphine type Heterocycle.