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

• ChemBase ID: 156418
• Molecular Formular: C19H21NO4
• Molecular Mass: 327.37434
• Monoisotopic Mass: 327.14705816
• SMILES: CN1CC[C@]23c4c5ccc(c4O[C@H]2[C@H](C=C[C@H]3[C@H]1C5)OC(=O)C)O
• Canonical SMILES: CC(=O)O[C@H]1C=C[C@@H]2[C@@]34[C@H]1Oc1c4c(C[C@H]2N(CC3)C)ccc1O
• InChI: InChI=1S/C19H21NO4/c1-10(21)23-15-6-4-12-13-9-11-3-5-14(22)17-16(11)19(12,18(15)24-17)7-8-20(13)2/h3-6,12-13,15,18,22H,7-9H2,1-2H3/t12-,13+,15-,18-,19-/m0/s1
• InChIKey: JJGYGPZNTOPXGV-SSTWWWIQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,5R,13R,14S,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),8,10,15-tetraen-14-yl acetate
• IUPAC Traditional name: (1S,5R,13R,14S,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),8,10,15-tetraen-14-yl acetate
• Synonyms: 6-Acetylmorphine-N-methyl-d3 solution; 7,8-Didehydro-4,5α-epoxy-17-(methyl-d3)morphinan-3,6α-diol 6-Acetate; 6-Monoacetylmorphine-d3; 6-O-Acetylmorphine-d3; 6-O-Monoacetylmorphine-d3; Morphine-d3 6-Acetate; 6-Acetyl Morphine-d3; 7,8-Didehydro-4,5α-epoxy-17-methylmorphinan-3,6α-diol 6-Acetate; 6-Monoacetylmorphine; 6-O-Acetylmorphine; 6-O-Monoacetylmorphine; Morphine 6-Acetate; 6-Acetyl Morphine; 6-乙酰吗啡-N-甲基-d3 溶液

Database IDs

• CAS Number: 2784-73-8; 136765-25-8
• MDL Number: MFCD00673257
• PubChem SID: 24882039; 24882040; 162250556
• PubChem CID: 46780039

CALCULATED PROPERTIES

• Acid pKa: 10.187711
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -1.638114
• LogD (pH = 7.4): -0.13188331
• Log P: 1.3072112
• Molar Refractivity: 89.2739 cm^3
• Polarizability: 34.614315 Å^3
• Polar Surface Area: 59.0 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Methanol
• Apperance: Light Beige to Pale Yellow Solid; Pale Yellow Solid
• Melting Point: 184-189°C; 189-192°C
• Mass Shift: M+3

Safety Information

• Storage Condition: Controlled Substance, -20°C Freezer
• RTECS: AL7700000
• European Hazard Symbols: Flammable (F); Harmful (Xn)
• UN Number: 1648
• Hazard Class: 3
• Packing Group: 2
• Risk Statements: 11-20/21/22-36
• Safety Statements: 16-36/37
• RID/ADR: UN 1648 3/PG 2
• Drug Control: regulated under CDSA - not available from Sigma-Aldrich Canada
• Storage Temperature: -20°C

Product Information

• Concentration: 1 mg/mL in acetonitrile; 100 μg/mL in acetonitrile
• Grade: drug standard
• Isotopic Purity: 99 atom % D
• Empirical Formula (Hill Notation): C19D3H18NO4

DETAILS

Toronto Research Chemicals - A186900

A metabolite of Heroin (H281180). Controlled substance.

Toronto Research Chemicals - A186902

A labelled metabolite of Heroin (H281180). Controlled substance.

REFERENCES

• Oldendorf, W., et al.: Science, 178, 984 (1972)
• Selley, D., et al.: Biochem. Pharmacol., 62, 447 (1972)
• Girardin, F., et al.: Clin. Pharmacol. Ther., 74, 341 (1972)
• Ferrari, A., et al.: Pharmacol. Res., 50, 551 (1972)
• Oldendorf, W., et al.: Science, 178, 984 (1972)
• Selley, D., et al.: Biochem. Pharmacol., 62, 447 (1972)
• Girardin, F., et al.: Clin. Pharmacol. Ther., 74, 341 (1972)
• Ferrari, A., et al.: Pharmacol. Res., 50, 551 (1972)