Compound: THEBAINE
SMILES: O1c2c(OC)ccc3c2[C@@]45[C@@H]1C(OC)=CC=C4[C@H](N(C)CC5)C3
InChIKey: FQXXSQDCDRQNQE-VMDGZTHMSA-N
Synonyms: THEBAINE, Paramorphine, Thebain, 115-37-7, 3-O-Methyl-oripavin, 2P9MKG8GX7, 4,5alpha-Epoxy-3,6-dimethoxy-17-methyl-6,8-morphinadien, DTXSID7046099, (5R,9R,13S)-4,5-Epoxy-3,6-dimethoxy-9alpha-methyl-6,8-morphinadien, CHEBI:9519, IDS-NT-002, DTXCID5026099, (4R,7aR,12bS)-7,9-dimethoxy-3-methyl-2,4,7a,13-tetrahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinoline, 3,6-dimethoxy-17-methyl-6,7,8,14-tetradehydro-4,5alpha-epoxymorphinan, (5alpha)-6,7,8,14-tetradehydro-4,5-epoxy-3,6-dimethoxy-17-methylmorphinan, (4R,7aR,12bS)-7,9-dimethoxy-3-methyl-2,4,7a,13-tetrahydro-1H-4,12-methanobenzofuro(3,2-e)isoquinoline, RefChem:389309, 204-084-1, NCGC00160239-01, Thebaine (1.0mg/ml in Acetonitrile), CAS-115-37-7, EINECS 204-084-1, UNII-2P9MKG8GX7, tebaine, Kodein, DEA No. 9333, Thebaine, powder, NCGC00247709-01, Codeine Impurity G, THEBAINE [MI], codeine methyl enol ether, Thebaine CRS - * narc, THEBAINE [WHO-DD], SCHEMBL37580, Thebaine, 1mg/ml in Methanol, CHEMBL403893, SCHEMBL29574789, GTPL13146, Thebaine 0.1 mg/ml in Methanol, BDBM224032, Thebaine (1 mg/ml in Acetonitrile), Tox21_111751, Tox21_112863, Morphinan, 6,7,8,14-tetradehydro-4,5-alpha-epoxy-3,6-dimethoxy-17-methyl-, NS00005833, C06173, T-0020, CODEINE MONOHYDRATE IMPURITY G [EP IMPURITY], Q63392872, OXYCODONE HYDROCHLORIDE IMPURITY F [EP IMPURITY], Thebaine, European Pharmacopoeia (EP) Reference Standard, CODEINE HYDROCHLORIDE DIHYDRATE IMPURITY G [EP IMPURITY], CODEINE PHOSPHATE HEMIHYDRATE IMPURITY G [EP IMPURITY], CODEINE PHOSPHATE SESQUIHYDRATE IMPURITY G [EP IMPURITY], 6,7,8,14-tetradehydro-4,5-epoxy-3,6-dimethoxy-17-methylmorphinan, 3,6-Dimethoxy-17-methyl-5beta-6,7,8,14-tetradehydro-4,5-epoxymorphinan, HYDROCODONE HYDROGEN TARTRATE 2.5-HYDRATE IMPURITY I [EP IMPURITY], (5.ALPHA.)-6,7,8,14-TETRADEHYDRO-4,5-EPOXY-3,6-DIMETHOXY-17-METHYLMORPHINAN, Morphinan, 6,7,8,14-tetradehydro-4,5-epoxy-3,6-dimethoxy-17-methyl-,(5.alpha.)-, D4R
Theoretical properties:
molecular_formula: C19H21NO3
molecular_weight: 311.4 g/mol
exact_mass: 311.15214353 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 2
heavy_atom_count: 23
topological_polar_surface_area: 30.9 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Thebaine is a morphinane alkaloid and an organic heteropentacyclic compound. It is functionally related to an oripavine. It is a conjugate base of a thebaine(1+).
chembl: THEBAINE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Thebaine (paramorphine), also known as codeine methyl enol ether, is an opiate alkaloid, its name coming from the Greek Θῆβαι, Thēbai (Thebes), an ancient city in Upper Egypt. A minor constituent of opium, thebaine is chemically similar to both morphine and codeine, but has stimulatory rather than depressant effects.  At high doses, it causes convulsions similar to strychnine poisoning. The synthetic enantiomer (+)-thebaine does show analgesic effects apparently mediated through opioid receptors, unlike the inactive natural enantiomer (−)-thebaine. While thebaine is not used therapeutically, it is the main alkaloid extracted from Papaver bracteatum (Iranian opium / Persian poppy) and can be converted industrially into a variety of compounds that do have medicinal value.