(1S,4R,5R,13R,17R)-10-hydroxy-4-(2H3)methyl-14-oxo-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10-trien-4-ium-4-olate

• ChemBase ID: 170062
• Molecular Formular: C17H19NO4
• Molecular Mass: 301.33706
• Monoisotopic Mass: 301.13140809
• SMILES: c1(c2c3c(cc1)C[C@@H]1[C@H]4[C@@]3([C@H](C(=O)CC4)O2)CC[N@+]1([O-])C)O
• Canonical SMILES: O=C1CC[C@@H]2[C@@]34[C@H]1Oc1c4c(C[C@H]2[N@@+](CC3)([O-])C)ccc1O
• InChI: InChI=1S/C17H19NO4/c1-18(21)7-6-17-10-3-5-13(20)16(17)22-15-12(19)4-2-9(14(15)17)8-11(10)18/h2,4,10-11,16,19H,3,5-8H2,1H3/t10-,11+,16-,17-,18+/m0/s1
• InChIKey: XDOZFXQPRPKZLY-FTXHVDJHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,4R,5R,13R,17R)-10-hydroxy-4-(^2H₃)methyl-14-oxo-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-4-ium-4-olate
• IUPAC Traditional name: (1S,4R,5R,13R,17R)-10-hydroxy-4-(^2H₃)methyl-14-oxo-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-4-ium-4-olate
• Synonyms: (5α)-4,5-Epoxy-3-hydroxy-17-methylmorphinan-6-one-d3 17-Oxide; Dihydromorphinone-d3 N-Oxide; Hydromorphone-d3 N-Oxide

Database IDs

• PubChem SID: 164225972
• PubChem CID: 71748791

CALCULATED PROPERTIES

• Acid pKa: 9.787864
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.6898289
• LogD (pH = 7.4): 0.68827003
• Log P: 0.69003475
• Molar Refractivity: 80.3073 cm^3
• Polarizability: 30.717016 Å^3
• Polar Surface Area: 73.41 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H714687

Labelled Hydromorphone N-Oxide, a metabolite of the opiate analgesic, Hydromorphone (H714650).

REFERENCES

• Baldacci, A. et al.: Electrophoresis, 27, 2444 (2006)
• Kelentei, B. et al.: Arzneim.-Forsch., 7, 594 (2006)