Codeine methyl ether

Details

• Internal ID: 8bf9e08a-4b16-4a40-98a7-ad28d1fe4824
• Taxonomy: Alkaloids and derivatives > Morphinans
• IUPAC Name: (4R,4aR,7S,7aR,12bS)-7,9-dimethoxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline
• SMILES (Canonical): CN1CCC23C4C1CC5=C2C(=C(C=C5)OC)OC3C(C=C4)OC
• SMILES (Isomeric): CN1CC[C@]23[C@@H]4[C@H]1CC5=C2C(=C(C=C5)OC)O[C@H]3[C@H](C=C4)OC
• InChI: InChI=1S/C19H23NO3/c1-20-9-8-19-12-5-7-15(22-3)18(19)23-17-14(21-2)6-4-11(16(17)19)10-13(12)20/h4-7,12-13,15,18H,8-10H2,1-3H3/t12-,13+,15-,18-,19-/m0/s1
• InChI Key: HGPQAWTZLJXCTC-SSTWWWIQSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₃NO₃
• Molecular Weight: 313.40 g/mol
• Exact Mass: 313.16779360 g/mol
• Topological Polar Surface Area (TPSA): 30.90 Ų
• XlogP: 1.70

Synonyms

• Codeine methyl ether
• 2859-16-7
• O(6)-Codeine methyl ether
• EINECS 220-674-1
• UNII-15M9MY9A04
• 15M9MY9A04
• (4R,4aR,7S,7aR,12bS)-7,9-dimethoxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline
• (5alpha,6alpha)-7,8-Didehydro-4,5-epoxy-3,6-dimethoxy-17-methylmorphinan
• Dimethylmorphine
• O6-Methylcodeine
• Morphinan, 7,8-didehydro-3,6-alpha-dimethoxy-4,5-alpha-epoxy-17-methyl-
• 7,8-Didehydro-4,5alpha-epoxy-3,6alpha-dimethoxy-17-methylmorphinan (O-Methylcodeine)
• Morphinan, 7,8-didehydro-4,5-epoxy-3,6-dimethoxy-17-methyl-, (5.alpha.,6.alpha.)-
• O-Methylcodeine
• 6-Methoxycodeine
• Di-O-methylmorphine
• 6-O-Methyl Codeine
• Morphine Dimethyl Ether
• CHEMBL412301
• SCHEMBL1490396
• DTXSID30951258
• HGPQAWTZLJXCTC-SSTWWWIQSA-N
• Morphinan, 7,8-didehydro-4,5.alpha.-epoxy-3,6.alpha.-dimethoxy-17-methyl-
• AKOS015968308
• LS-91701
• O-Methylcodeine 0.1 mg/ml in Acetonitrile
• CODEINE MONOHYDRATE IMPURITY A [EP IMPURITY]
• Q27251732
• 3,6-Dimethoxy-17-methyl-7,8-didehydro-4,5-epoxymorphinan
• CODEINE HYDROCHLORIDE DIHYDRATE IMPURITY A [EP IMPURITY]
• CODEINE PHOSPHATE HEMIHYDRATE IMPURITY A [EP IMPURITY]
• CODEINE PHOSPHATE SESQUIHYDRATE IMPURITY A [EP IMPURITY]
• HYDROCODONE HYDROGEN TARTRATE 2.5-HYDRATE IMPURITY F [EP IMPURITY]
• 4,5.ALPHA.-EPOXY-3,6.ALPHA.-DIMETHOXY-17-METHYL-7,8-DIDEHYDROMORPHINAN
• Codeine impurity A 7,8-didehydro-4,5a-epoxy-3,6a-dimethoxy-17-methylmorphinan (o-methylcodeine)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL236	P41143	Delta opioid receptor	4410 nM	Ki	PMID: 18311899
CHEMBL237	P41145	Kappa opioid receptor	5430 nM	Ki	PMID: 18311899
CHEMBL233	P35372	Mu opioid receptor	1910 nM	Ki	PMID: 18311899

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.43%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.05%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.52%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.91%	94.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.85%	97.25%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	87.67%	90.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.59%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.45%	94.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.32%	89.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.20%	97.14%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	81.74%	96.86%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.46%	100.00%

Plants that contains it

• Aloe microstigma
• Chrozophora plicata
• Papaver somniferum

Cross-Links

• PubChem: 5492619
• NPASS: NPC174783
• ChEMBL: CHEMBL412301