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

• ChemBase ID: 170053
• Molecular Formular: C17H20ClNO3
• Molecular Mass: 321.7986
• Monoisotopic Mass: 321.11317119
• SMILES: c1(c2c3c(cc1)C[C@@H]1[C@H]4[C@@]3([C@H](C(=O)CC4)O2)CCN1C)O.Cl
• Canonical SMILES: O=C1CC[C@@H]2[C@@]34[C@H]1Oc1c4c(C[C@H]2N(CC3)C)ccc1O.Cl
• InChI: InChI=1S/C17H19NO3.ClH/c1-18-7-6-17-10-3-5-13(20)16(17)21-15-12(19)4-2-9(14(15)17)8-11(10)18;/h2,4,10-11,16,19H,3,5-8H2,1H3;1H/t10-,11+,16-,17-;/m0./s1
• InChIKey: XHILEZUETWRSHC-NRGUFEMZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,5R,13R,17R)-10-hydroxy-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-trien-14-one hydrochloride
• IUPAC Traditional name: (1S,5R,13R,17R)-10-hydroxy-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-trien-14-one hydrochloride
• Synonyms: (5α)-4,5-Epoxy-3-hydroxy-17-(methyl-d3)morphinan-6-one Hydrochloride; Dihydromorphinone-d3 Hydrochloride; 4,5-Epoxy-3-hydroxy-N-(methy-d3)-6-oxomorphinan Hydrochloride; Dilaudid-d3; Hymorphan-d3; Laudicon-d3; NSC 117862-d3; Palladone-d3; Hydromorphone-d3 Hydrochloride

Database IDs

• CAS Number: 136765-37-2
• PubChem SID: 164225963
• PubChem CID: 71748784

CALCULATED PROPERTIES

• Acid pKa: 10.107628
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -1.1500992
• LogD (pH = 7.4): 0.57617587
• Log P: 1.6227497
• Molar Refractivity: 78.2624 cm^3
• Polarizability: 30.473902 Å^3
• Polar Surface Area: 49.77 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H714652

Labelled Hydromorphone (H714650). Analgesic (narcotic). Preparation by electrolytic reduction of Morphine.Controlled substance (opiate).

REFERENCES

• Buchwald, M.E., et al.: J. Pharmacol. Exp. Ther., 71, 197 (1941)
• Zernig, G., et al.: Life Sci., 57, 2113 (1941)
• Keith, D., et al.: J. Biol. Chem., 271, 19021 (1941)
• Pawar, M., et al.: Eur. J. Pharmacol., 563, 92 (1941)