(1S,13R,14S,17R)-4-(2H5)ethyl-10-hydroxy-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: 156422
• Molecular Formular: C20H23NO4
• Molecular Mass: 341.40092
• Monoisotopic Mass: 341.16270822
• SMILES: CCN1CC[C@]23c4c5ccc(c4O[C@H]2[C@H](C=C[C@H]3C1C5)OC(=O)C)O
• Canonical SMILES: CCN1CC[C@@]23[C@@H]4C1Cc1c3c(O[C@H]2[C@H](C=C4)OC(=O)C)c(cc1)O
• InChI: InChI=1S/C20H23NO4/c1-3-21-9-8-20-13-5-7-16(24-11(2)22)19(20)25-18-15(23)6-4-12(17(18)20)10-14(13)21/h4-7,13-14,16,19,23H,3,8-10H2,1-2H3/t13-,14?,16-,19-,20-/m0/s1
• InChIKey: GJMSIIXHYKMUJD-PQSIUIEHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,13R,14S,17R)-4-(^2H₅)ethyl-10-hydroxy-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,13R,14S,17R)-4-(^2H₅)ethyl-10-hydroxy-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-Acetyl-N-ethylnormorphine-(ethyl)d5; 6-乙酰基-N-乙基去甲吗啡-(乙基)d5

Database IDs

• MDL Number: MFCD05664362
• PubChem SID: 162250560
• PubChem CID: 71312316

CALCULATED PROPERTIES

• Acid pKa: 10.211242
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -1.362572
• LogD (pH = 7.4): -0.003933182
• Log P: 1.6310148
• Molar Refractivity: 94.0225 cm^3
• Polarizability: 36.452263 Å^3
• Polar Surface Area: 59.0 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Mass Shift: M+5

Safety Information

• 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): C20D5H18NO4