(1R,2S,6S,14R,15R,19R)-19-(2-hydroxypentan-2-yl)-15-methoxy-3-methyl-13-oxa-3-azahexacyclo[13.2.2.12,8.01,6.06,14.07,12]icosa-7,9,11,16-tetraen-11-ol

• ChemBase ID: 168823
• Molecular Formular: C25H33NO4
• Molecular Mass: 411.53382
• Monoisotopic Mass: 411.24095854
• SMILES: c1(c2c3c(cc1)C[C@H]1[C@]45[C@@]3([C@H]([C@]([C@H](C4)C(CCC)(O)C)(C=C5)OC)O2)CCN1C)O
• Canonical SMILES: CCCC([C@H]1C[C@]23C=C[C@]1(OC)[C@H]1[C@]43CCN([C@H]2Cc2c4c(O1)c(O)cc2)C)(O)C
• InChI: InChI=1S/C25H33NO4/c1-5-8-22(2,28)17-14-23-9-10-25(17,29-4)21-24(23)11-12-26(3)18(23)13-15-6-7-16(27)20(30-21)19(15)24/h6-7,9-10,17-18,21,27-28H,5,8,11-14H2,1-4H3/t17-,18+,21-,22?,23-,24+,25-/m1/s1
• InChIKey: CAHCBJPUTCKATP-JASAVYEXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,6S,14R,15R,19R)-19-(2-hydroxypentan-2-yl)-15-methoxy-3-methyl-13-oxa-3-azahexacyclo[13.2.2.1^2,^8.0^1,^6.0^6,^1^4.0^7,^1^2]icosa-7,9,11,16-tetraen-11-ol
• IUPAC Traditional name: (1R,2S,6S,14R,15R,19R)-19-(2-hydroxypentan-2-yl)-15-methoxy-3-methyl-13-oxa-3-azahexacyclo[13.2.2.1^2,^8.0^1,^6.0^6,^1^4.0^7,^1^2]icosa-7,9,11,16-tetraen-11-ol
• Synonyms: (αR,5α,7α)-4,5-Epoxy-3-hydroxy-6-methoxy-α,17-dimethyl-α-propyl-6,14-ethenomorphinan-7-methanol; 7α-((R)-1-Ηydroxy-1-methylbutyl)- 6,14-endo-ethenotetrahydrooripavine; (-)-Etorphine; 19-Propylorvinol; 7α-Etorphine; EtorphineDiscontinued

Database IDs

• CAS Number: 14521-96-1
• PubChem SID: 162262955
• PubChem CID: 71316694

CALCULATED PROPERTIES

• Acid pKa: 10.213173
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.47010317
• LogD (pH = 7.4): 1.1065465
• Log P: 2.4724507
• Molar Refractivity: 116.5142 cm^3
• Polarizability: 45.393173 Å^3
• Polar Surface Area: 62.16 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: White, crystalline powder
• Melting Point: 217°C

DETAILS

Toronto Research Chemicals - E936500

A narcotic analgesic. It is used to immobilize large animals.Controlled substance (opium derivatives).

REFERENCES

• Blane, G.F., et al.: J. Pharm. Pharmacol., 19, 367 (1967)
• Crooks, J.L., et al.: Vet. Rec., 87, 498 (1967)
• Grange, M., et al.: Rev. Med. Vet., 124, 899 (1967)