U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C16H21N.ClH
Molecular Weight 263.806
Optical Activity ( + / - )
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MORPHINAN HYDROCHLORIDE, (±)-

SMILES

Cl.[H][C@@]12CC3=CC=CC=C3[C@]4(CCCC[C@@]14[H])CCN2

InChI

InChIKey=UTTZKIWMKFVYCK-CLUYDPBTSA-N
InChI=1S/C16H21N.ClH/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;1H/t14-,15+,16-;/m0./s1

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Anticonvulsant effects of new morphinan derivatives.
2001 Jul 9
Morphine-6beta-glucuronide and morphine-3-glucuronide, opioid receptor agonists with different potencies.
2001 Nov 1
New dimeric morphine from opium poppy (Papaver somuniferum) and its physiological function.
2003 Jul
New morphinan derivatives with negligible psychotropic effects attenuate convulsions induced by maximal electroshock in mice.
2003 Mar 7
Electrospray tandem mass spectrometric investigations of morphinans.
2003 Nov
1,2-Dehydroreticuline synthase, the branch point enzyme opening the morphinan biosynthetic pathway.
2004 Apr
10-Ketomorphinan and 3-substituted-3-desoxymorphinan analogues as mixed kappa and micro opioid ligands: synthesis and biological evaluation of their binding affinity at opioid receptors.
2004 Jan 1
A new group of highly active analgesic of the morphinan family.
2004 Jan-Feb
A role for intra- and intercellular translocation in natural product biosynthesis.
2005 Jun
Opium Poppy (Papaver somniferum).
2006
Comparative transcript and alkaloid profiling in Papaver species identifies a short chain dehydrogenase/reductase involved in morphine biosynthesis.
2006 Oct
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 Sep
Poppy alkaloid profiling by electrospray tandem mass spectrometry and electrospray FT-ICR mass spectrometry after [ring-13C6]-tyramine feeding.
2007 Jan
Neuroprotective effects of cannabidiol in endotoxin-induced uveitis: critical role of p38 MAPK activation.
2008
Metabolic engineering of morphinan alkaloids by over-expression and RNAi suppression of salutaridinol 7-O-acetyltransferase in opium poppy.
2008 Jan
The presence of endogenous morphine signaling in animals.
2008 Oct
Synthesis of a stable iminium salt and propellane derivatives.
2008 Oct 17
Production of benzylisoquinoline alkaloids in Saccharomyces cerevisiae.
2008 Sep
7α-Methoxy-carbonyl-6,7,8,14-tetra-hydro-6,14-endo-ethenothebaine.
2009 Mar 25
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
Morphinans and isoquinolines: acetylcholinesterase inhibition, pharmacophore modeling, and interaction with opioid receptors.
2010 Jul 15
Hasubanan alkaloids with delta-opioid binding affinity from the aerial parts of Stephania japonica.
2010 May 28
Interactive effects of endogenous morphine, nitric oxide, and ethanol on mitochondrial processes.
2010 Oct
Patents
Name Type Language
MORPHINAN HYDROCHLORIDE, (±)-
Systematic Name English
MORPHINAN, HYDROCHLORIDE (1:1), (±)-
Common Name English
(4ASR,10SR,10ASR)-1,3,4,9,10,10A-HEXAHYDRO-2H-10,4A-(IMINOETHANO)PHENANTHRENE, HYDROCHLORIDE
Systematic Name English
MORPHINAN HYDROCHLORIDE (±)-FORM [MI]
Common Name English
Code System Code Type Description
PUBCHEM
20678913
Created by admin on Sat Dec 16 01:11:45 GMT 2023 , Edited by admin on Sat Dec 16 01:11:45 GMT 2023
PRIMARY
FDA UNII
3BR0Y870P7
Created by admin on Sat Dec 16 01:11:45 GMT 2023 , Edited by admin on Sat Dec 16 01:11:45 GMT 2023
PRIMARY
CAS
1071557-77-1
Created by admin on Sat Dec 16 01:11:45 GMT 2023 , Edited by admin on Sat Dec 16 01:11:45 GMT 2023
PRIMARY