Compound: levorphanol
SMILES: Oc1cc2c(C[C@H]3N(C)CC[C@]24[C@H]3CCCC4)cc1
InChIKey: JAQUASYNZVUNQP-USXIJHARSA-N
Synonyms: levorphanol, Levorphan, Aromarone, 17-Methylmorphinan-3-ol, Levorfanol, Levorphanolum, Levorfanolo, Ro 1-5431, (-)-3-Hydroxy-N-methylmorphinan, 77-07-6, (-)-N-Methylmorphinan-3-ol, DEA No. 9220, Morphinan-3-ol, 17-methyl-, Morphinan, 3-hydroxy-17-methyl-, IDS-NL-007, 27618J1N2X, 3 Hydroxy N methylmorphinan, DTXSID3023213, 1,3,4,9,10,10a-Hexahydro-11-methyl-2H-10,4a-iminoethanophenanthren-6-ol, l-, 2H-10,4a-Iminoethanophenanthren-6-ol, 1,3,4,9,10,10a-hexahydro-11-methyl-, 2H-10,4a-Iminoethanophenanthren-6-ol, 1,3,4,9,10,10a-hexahydro-11-methyl-, l-, Levodroman, (1R,9R,10R)-17-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-trien-4-ol, LevoDromoran, Levo Dromoran, L Dromoran, Levorphanol Dl-, (1R,9R,10R)-17-methyl-17-azatetracyclo(7.5.3.0^(1,10).0^(2,7))heptadeca-2(7),3,5-trien-4-ol, (1R,9R,10R)-17-methyl-17-azatetracyclo(7.5.3.01,10.02,7)heptadeca-2(7),3,5-trien-4-ol, (1R,9R,10R)-17-methyl-17-azatetracyclo[7.5.3.0^{1,10}.0^{2,7}]heptadeca-2(7),3,5-trien-4-ol, RefChem:55484, DTXCID203213, 201-002-6, Methorfinan [Czech], Levorfanolo [DCIT], Levorfanol [INN-Spanish], Levorphanolum [INN-Latin], Racemorfano [INN-Spanish], Levorphanol dl-form, Levorphanal, DEA No. 9733, Levorphanol (INN), Levorphanol [INN], CHEMBL592, CHEBI:6444, Methorfinan, Racemorphan [INN:BAN], Racemorphane [INN-French], Racemorphanum [INN-Latin], (+-)-17-Methylmorphinan-3-ol, HSDB 3349, (+-)-3-Hydroxy-N-methylmorphinan, Levorphanol [INN:BAN], EINECS 201-002-6, EINECS 206-048-0, UNII-V7R79HN3XD, L-morphan, (+-)-N-Methylmorphinan-3-ol, UNII-27618J1N2X, Morphinan, 3-hydroxy-N-methyl, (+)-, Morphinan-3-ol, 17-methyl-, (+/-)-, d-Form of levorphanol, Morphinan-3-ol, 17-methyl-, (-)-, LEVORPHANOL-tartarate, Morphinan-3-ol, 17-methyl-, (+-)-, Morphinan, 3-hydroxy-N-methyl-, (+-)-, LEVORPHANOL [MI], RACEMORPHAN [INN], LEVORPHANOL [HSDB], LEVORPHANOL [VANDF], 2H-10, 4a-Iminoethanophenanthren-6-ol, 1,3,4,9,10,10a-hexahydro-11-methyl-, dl-, Epitope ID:2279994, SCHEMBL24335, LEVORPHANOL [WHO-DD], GTPL7595, SCHEMBL29408781, BDBM82427, (+/-)-N-Methylmorphinan-3-ol, LEVORPHANOL DL-FORM [MI], (+)-cis-1,3,4,9,10,10a-Hexahydro-11-methyl-2H-10,4a-iminoethanophenanthren-6-ol, (-) 3-hydroxy-N-methylmorphinan, 2H-10,4a-(Iminoethano)phenanthren-6-ol, 1,3,4,9,10,10a-hexahydro-11-methyl-, (+)-, 17-Methyl-9alpha-morphinan-3-ol, BDBM224028, (+/-)-3-Hydroxy-N-methylmorphinan, BDBM50017233, BDBM50369518, 17-Methylmorphinan-3-ol, (+)- #, DB00854, CAS_5985-38-6, (+/-)-N-METHYL-3-HYDROXYMORPHINAN, NS00067936, C08014, D08123, Q2579108, 9.alpha.,13.alpha.,14.alpha.-Morphinan-3-ol, 17-methyl-
Theoretical properties:
molecular_formula: C17H23NO
molecular_weight: 257.37 g/mol
exact_mass: 257.177964357 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 0
heavy_atom_count: 19
topological_polar_surface_area: 23.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Crystals
color: Crystals
melting_point: 198-199 °C
Descriptions:
pubchem: Levorphanol is a morphinane alkaloid.
chembl: LEVORPHANOL is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Levorphanol (brand name Levo-Dromoran) is an opioid medication used to treat moderate to severe pain. It is the levorotatory enantiomer of the compound racemorphan. Its dextrorotatory counterpart is dextrorphan.
It was first described in Germany in 1946. The drug has been in medical use in the United States since 1953.