Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C16H21N |
| Molecular Weight | 227.3446 |
| Optical Activity | ( - ) |
| Defined Stereocenters | 3 / 3 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
C1CC[C@]23CCN[C@H](CC4=C2C=CC=C4)[C@@H]3C1
InChI
InChIKey=INAXVFBXDYWQFN-XHSDSOJGSA-N
InChI=1S/C16H21N/c1-2-6-13-12(5-1)11-15-14-7-3-4-8-16(13,14)9-10-17-15/h1-2,5-6,14-15,17H,3-4,7-11H2/t14-,15+,16-/m0/s1
| Molecular Formula | C16H21N |
| Molecular Weight | 227.3446 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 3 / 3 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Harnessing biodiversity: the Malagasy Institute of Applied Research (IMRA). | 2010-12-13 |
|
| Integration of deep transcriptome and proteome analyses reveals the components of alkaloid metabolism in opium poppy cell cultures. | 2010-11-18 |
|
| Total synthesis of (-)-morphine. | 2010-10-04 |
|
| Interactive effects of endogenous morphine, nitric oxide, and ethanol on mitochondrial processes. | 2010-10 |
|
| In vitro and in vivo pharmacological profile of the 5-benzyl analogue of 14-methoxymetopon, a novel mu opioid analgesic with reduced propensity to alter motor function. | 2010-09-11 |
|
| Biological indications of a novel "short" µ opiate receptor in domestic chicken. | 2010-08-30 |
|
| Morphinans and isoquinolines: acetylcholinesterase inhibition, pharmacophore modeling, and interaction with opioid receptors. | 2010-07-15 |
|
| Hasubanan alkaloids with delta-opioid binding affinity from the aerial parts of Stephania japonica. | 2010-05-28 |
|
| Straightforward assembly of the octahydroisoquinoline core of morphinan alkaloids. | 2010-05-21 |
|
| Biochemistry and occurrence of o-demethylation in plant metabolism. | 2010 |
|
| Molecular characterization of O-methyltransferases involved in isoquinoline alkaloid biosynthesis in Coptis japonica. | 2010 |
|
| Univalent and bivalent ligands of butorphan: characteristics of the linking chain determine the affinity and potency of such opioid ligands. | 2009-12-10 |
|
| Endogenous morphine and nitric oxide coupled regulation of mitochondrial processes. | 2009-12 |
|
| Visualisation and quantitative analysis of the rodent malaria liver stage by real time imaging. | 2009-11-18 |
|
| Synthesis and SAR study of opioid receptor ligands: mono- and bis-indolomorphinans. | 2009-10 |
|
| Evolution of morphine biosynthesis in opium poppy. | 2009-05-07 |
|
| 7α-Methoxy-carbonyl-6,7,8,14-tetra-hydro-6,14-endo-ethenothebaine. | 2009-03-25 |
|
| Recent developments in the chemistry of thebaine and its transformation products as pharmacological targets. | 2009 |
|
| Bisbenzylisoquinoline alkaloids from Cocculus pendulus. | 2009 |
|
| NADPH oxidase as a therapeutic target in Alzheimer's disease. | 2008-12-03 |
|
| Synthesis of a stable iminium salt and propellane derivatives. | 2008-10-17 |
|
| The presence of endogenous morphine signaling in animals. | 2008-10 |
|
| Production of benzylisoquinoline alkaloids in Saccharomyces cerevisiae. | 2008-09 |
|
| Quantitative 1H nuclear magnetic resonance metabolite profiling as a functional genomics platform to investigate alkaloid biosynthesis in opium poppy. | 2008-08 |
|
| Concise synthesis of dimemorfan (DF) starting from 3-hydroxymorphinan (3-HM). | 2008-07 |
|
| Isolation and antimalarial activity of new morphinan alkaloids on Plasmodium yoelii liver stage. | 2008-06-01 |
|
| Syntheses of 4,6'-epoxymorphinan derivatives and their pharmacologies. | 2008-04-15 |
|
| Neuronal apoptosis and inflammatory responses in the central nervous system of a rabbit treated with Shiga toxin-2. | 2008-03-21 |
|
| MLR-ANN and RTO approach to mu-opioid receptor-binding affinity. Pooling data from different sources. | 2008-03 |
|
| Enhancement of alkaloid production in opium and California poppy by transactivation using heterologous regulatory factors. | 2008-02 |
|
| Morphinane alkaloid dimers from Sinomenium acutum. | 2008-01 |
|
| Metabolic engineering of morphinan alkaloids by over-expression and RNAi suppression of salutaridinol 7-O-acetyltransferase in opium poppy. | 2008-01 |
|
| Neuroprotective effects of cannabidiol in endotoxin-induced uveitis: critical role of p38 MAPK activation. | 2008 |
|
| Antidepressant-like effects of the novel kappa opioid antagonist MCL-144B in the forced-swim test. | 2008 |
|
| Persistence of evolutionary memory: primordial six-transmembrane helical domain mu opiate receptors selectively linked to endogenous morphine signaling. | 2007-12 |
|
| Sinomenine, a natural dextrorotatory morphinan analog, is anti-inflammatory and neuroprotective through inhibition of microglial NADPH oxidase. | 2007-09-19 |
|
| QSAR study on the antinociceptive activity of some morphinans. | 2007-07 |
|
| In-vitro investigation of oxazol and urea analogues of morphinan at opioid receptors. | 2007-06-15 |
|
| High-affinity carbamate analogues of morphinan at opioid receptors. | 2007-03-15 |
|
| Levorphanol: the forgotten opioid. | 2007-03 |
|
| Increasing morphinan alkaloid production by over-expressing codeinone reductase in transgenic Papaver somniferum. | 2007-01 |
|
| Poppy alkaloid profiling by electrospray tandem mass spectrometry and electrospray FT-ICR mass spectrometry after [ring-13C6]-tyramine feeding. | 2007-01 |
|
| Drug development papers in PLoS Medicine: how we try to spot a winner. | 2006-12 |
|
| A plant-derived morphinan as a novel lead compound active against malaria liver stages. | 2006-12 |
|
| Total synthesis of (+/-)-morphine. | 2006-11-09 |
|
| Comparative transcript and alkaloid profiling in Papaver species identifies a short chain dehydrogenase/reductase involved in morphine biosynthesis. | 2006-10 |
|
| Non-competitive inhibitory activities of morphinan and morphine derivatives at the alpha 3 beta 4 Neuronal nicotinic acetylcholine receptor determined using nonlinear chromatography and chemometric techniques. | 2006-09 |
|
| Opium Poppy (Papaver somniferum). | 2006 |
|
| Methods for regeneration and transformation in Eschscholzia californica: A model plant to investigate alkaloid biosynthesis. | 2006 |
|
| Formic acid catalysed rearrangement of 5beta-methyldihydrothevinols (= 3,6-dimethoxy-5,17-dimethyl-4,5-epoxy-6,14-ethanomorphinan-7-methanols): synthesis of new doubly bridged morphinan derivatives. | 2005-02 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 20:46:43 GMT 2025
by
admin
on
Mon Mar 31 20:46:43 GMT 2025
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| Record UNII |
O97T9O1050
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| Record Status |
Validated (UNII)
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| Record Version |
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m7630
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RACEMATE -> ENANTIOMER |
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SALT/SOLVATE -> PARENT |
