(1S,5S,13R,14S,17R)-10-ethoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10,15-tetraen-14-ol

• ChemBase ID: 168684
• Molecular Formular: C19H23NO3
• Molecular Mass: 313.39082
• Monoisotopic Mass: 313.1677936
• SMILES: c1(c2c3c(cc1)C[C@H]1[C@H]4[C@@]3([C@H]([C@H](C=C4)O)O2)CCN1C)OCC
• Canonical SMILES: CCOc1ccc2c3c1O[C@@H]1[C@@]43CCN([C@@H](C2)[C@@H]4C=C[C@@H]1O)C
• InChI: InChI=1S/C19H23NO3/c1-3-22-15-7-4-11-10-13-12-5-6-14(21)18-19(12,8-9-20(13)2)16(11)17(15)23-18/h4-7,12-14,18,21H,3,8-10H2,1-2H3/t12-,13-,14-,18-,19-/m0/s1
• InChIKey: OGDVEMNWJVYAJL-JELDOXETSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,5S,13R,14S,17R)-10-ethoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7(18),8,10,15-tetraen-14-ol
• IUPAC Traditional name: (1S,5S,13R,14S,17R)-10-ethoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7(18),8,10,15-tetraen-14-ol
• Synonyms: (5α,6α)-7,8-Didehydro-4,5-epoxy-3-ethoxy-17-methylmorphinan-6-ol; 3-O-Ethylmorphine; 3-Ethoxymorphine; Codethyline; Diohin; Ethyl Morphine

Database IDs

• CAS Number: 76-58-4
• PubChem SID: 162262816
• PubChem CID: 6449

CALCULATED PROPERTIES

• Log P: 1.6997592
• Molar Refractivity: 89.3533 cm^3
• Polarizability: 34.45052 Å^3
• Polar Surface Area: 41.93 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true
• Acid pKa: 13.78274
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -1.5852752
• LogD (pH = 7.4): -0.08994477

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Yellow Solid
• Melting Point: 40-42°C

Safety Information

• Storage Condition: Controlled Substance, -20°C Freezer

DETAILS

Toronto Research Chemicals - E925155

Analgesic (narcotic); antitussive. Mydriatic.Controlled substance.

REFERENCES

• Ertl, P., et al.: J. Med. Chem., 43, 3714 (2000)
• Jones, A., et al.: Toxicol. Rev., 25, 15 (2000)
• Schwilke, E., et al.: J. Forensic Sci., 51, 1191 (2000)