Details
| Stereochemistry | RACEMIC |
| 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 |
|---|---|---|
| A new group of highly active analgesic of the morphinan family. | 2004 Jan-Feb |
|
| Morphinane alkaloids with cell protective effects from Sinomenium acutum. | 2005 Jul |
|
| Comparative qualitative and quantitative determination of alkaloids in narcotic and condiment Papaver somniferum cultivars. | 2005 May |
|
| Opium Poppy (Papaver somniferum). | 2006 |
|
| Methods for regeneration and transformation in Eschscholzia californica: A model plant to investigate alkaloid biosynthesis. | 2006 |
|
| Drug development papers in PLoS Medicine: how we try to spot a winner. | 2006 Dec |
|
| A plant-derived morphinan as a novel lead compound active against malaria liver stages. | 2006 Dec |
|
| Comparative transcript and alkaloid profiling in Papaver species identifies a short chain dehydrogenase/reductase involved in morphine biosynthesis. | 2006 Oct |
|
| Increasing morphinan alkaloid production by over-expressing codeinone reductase in transgenic Papaver somniferum. | 2007 Jan |
|
| Levorphanol: the forgotten opioid. | 2007 Mar |
|
| Sinomenine, a natural dextrorotatory morphinan analog, is anti-inflammatory and neuroprotective through inhibition of microglial NADPH oxidase. | 2007 Sep 19 |
|
| Morphinane alkaloid dimers from Sinomenium acutum. | 2008 Jan |
|
| Metabolic engineering of morphinan alkaloids by over-expression and RNAi suppression of salutaridinol 7-O-acetyltransferase in opium poppy. | 2008 Jan |
|
| Endogenous morphine and nitric oxide coupled regulation of mitochondrial processes. | 2009 Dec |
|
| 7α-Methoxy-carbonyl-6,7,8,14-tetra-hydro-6,14-endo-ethenothebaine. | 2009 Mar 25 |
|
| Visualisation and quantitative analysis of the rodent malaria liver stage by real time imaging. | 2009 Nov 18 |
|
| Synthesis and SAR study of opioid receptor ligands: mono- and bis-indolomorphinans. | 2009 Oct |
|
| Biochemistry and occurrence of o-demethylation in plant metabolism. | 2010 |
|
| Molecular characterization of O-methyltransferases involved in isoquinoline alkaloid biosynthesis in Coptis japonica. | 2010 |
|
| Biological indications of a novel "short" µ opiate receptor in domestic chicken. | 2010 Aug 30 |
|
| Harnessing biodiversity: the Malagasy Institute of Applied Research (IMRA). | 2010 Dec 13 |
|
| Morphinans and isoquinolines: acetylcholinesterase inhibition, pharmacophore modeling, and interaction with opioid receptors. | 2010 Jul 15 |
|
| Straightforward assembly of the octahydroisoquinoline core of morphinan alkaloids. | 2010 May 21 |
|
| Hasubanan alkaloids with delta-opioid binding affinity from the aerial parts of Stephania japonica. | 2010 May 28 |
|
| Integration of deep transcriptome and proteome analyses reveals the components of alkaloid metabolism in opium poppy cell cultures. | 2010 Nov 18 |
|
| Interactive effects of endogenous morphine, nitric oxide, and ethanol on mitochondrial processes. | 2010 Oct |
|
| Total synthesis of (-)-morphine. | 2010 Oct 4 |
|
| 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 Sep 11 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 20:46:44 GMT 2025
by
admin
on
Mon Mar 31 20:46:44 GMT 2025
|
| Record UNII |
OJ66WL736G
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| Record Status |
Validated (UNII)
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| Record Version |
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-
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| Name | Type | Language | ||
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Systematic Name | English | ||
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Preferred Name | English |
| Code System | Code | Type | Description | ||
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1215192-09-8
Created by
admin on Mon Mar 31 20:46:44 GMT 2025 , Edited by admin on Mon Mar 31 20:46:44 GMT 2025
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PRIMARY | |||
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OJ66WL736G
Created by
admin on Mon Mar 31 20:46:44 GMT 2025 , Edited by admin on Mon Mar 31 20:46:44 GMT 2025
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PRIMARY | |||
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Morphinan
Created by
admin on Mon Mar 31 20:46:44 GMT 2025 , Edited by admin on Mon Mar 31 20:46:44 GMT 2025
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PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
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SALT/SOLVATE -> PARENT | |||
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ENANTIOMER -> RACEMATE |
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