(1S,4R,5R,13R,14S,17R)-10,14-dihydroxy-4-(2H3)methyl-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10,15-tetraen-4-ium-4-olate

• ChemBase ID: 174813
• 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@H](C=C4)O)O2)CC[N@+]1([O-])C)O
• Canonical SMILES: O[C@H]1C=C[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/h2-5,10-11,13,16,19-20H,6-8H2,1H3/t10-,11+,13-,16-,17-,18+/m0/s1
• InChIKey: AMAPEXTUMXQULJ-NTNJBCAWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,4R,5R,13R,14S,17R)-10,14-dihydroxy-4-(^2H₃)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-4-ium-4-olate
• IUPAC Traditional name: (1S,4R,5R,13R,14S,17R)-10,14-dihydroxy-4-(^2H₃)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-4-ium-4-olate
• Synonyms: 5α,6α)-7,8-Didehydro-4,5-epoxy-17-(methyl-d3)morphinan-3,6-diol 17-Oxide; Genomorphin-d3; Genomorphine-d3; Morphine-d3 Oxide; Morphine-d3 N-Oxide

Database IDs

• PubChem SID: 164230723
• PubChem CID: 71750841

CALCULATED PROPERTIES

• Acid pKa: 9.807915
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.072523996
• LogD (pH = 7.4): 0.07099727
• Log P: 0.072682045
• Molar Refractivity: 82.1673 cm^3
• Polarizability: 31.012398 Å^3
• Polar Surface Area: 76.57 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M652317

A labelled metabolite of Morphine. Controlled substance (M652292).

REFERENCES

• Fennessy, M.R., et al.: Eur. J. Pharmacol., 8, 261 (1969)
• Hung, C., et al.: J. Pharm. Sci., 77, 719 (1969)
• Steger, P., et al.: J .Clin. Pharm. Ther., 21, 73 (1969)