(1S,5R,13R,17S)-17-hydroxy-10-methoxy-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-trien-14-one

• ChemBase ID: 175700
• Molecular Formular: C17H19NO4
• Molecular Mass: 301.33706
• Monoisotopic Mass: 301.13140809
• SMILES: c1(c2c3c(cc1)C[C@@H]1[C@]4([C@@]3([C@H](C(=O)CC4)O2)CCN1)O)OC
• Canonical SMILES: COc1ccc2c3c1O[C@@H]1[C@@]43CCN[C@H](C2)[C@]4(O)CCC1=O
• InChI: InChI=1S/C17H19NO4/c1-21-11-3-2-9-8-12-17(20)5-4-10(19)15-16(17,6-7-18-12)13(9)14(11)22-15/h2-3,12,15,18,20H,4-8H2,1H3/t12-,15+,16+,17-/m1/s1
• InChIKey: RIKMCJUNPCRFMW-ISWURRPUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,5R,13R,17S)-17-hydroxy-10-methoxy-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7(18),8,10-trien-14-one
• IUPAC Traditional name: (1S,5R,13R,17S)-17-hydroxy-10-methoxy-12-oxa-4-azapentacyclo[9.6.1.0^1,^1^3.0^5,^1^7.0^7,^1^8]octadeca-7(18),8,10-trien-14-one
• Synonyms: (5α)-4,5-Epoxy-14-hydroxy-3-methoxymorphinan-6-one; 7,8-Dihydro-14-hydroxynorcodeinone; Noroxycodone

Database IDs

• CAS Number: 57664-96-7
• PubChem SID: 164231610
• PubChem CID: 5489120

CALCULATED PROPERTIES

• Acid pKa: 13.569508
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -2.517733
• LogD (pH = 7.4): -1.4052811
• Log P: 0.65181744
• Molar Refractivity: 78.7471 cm^3
• Polarizability: 31.185452 Å^3
• Polar Surface Area: 67.79 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Methanol
• Apperance: White Solid
• Melting Point: 166-168°C

Safety Information

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

DETAILS

Toronto Research Chemicals - N825150

A metabolite of Oxycodone (O870600).Controlled substance.

REFERENCES

• Lalovic, B., et al.: Drug Metab. Dispos., 32, 447 (2004)
• Edinboro, L., et al.: J. Anal. Toxicol., 29, 704 ( 2005), Huang, L., et al.: Pharm. Res., 22, 1489 (2004)
• Lalovic, B., et al.: Clin. Pharmacol. Ther., 79, 461 (2004)