(14S)-10-methoxy-4-methyl-12-oxa-4-azapentacyclo[9.6.1.01,13.05,17.07,18]octadeca-7(18),8,10,15-tetraen-14-ol

• ChemBase ID: 156503
• Molecular Formular: C18H21NO3
• Molecular Mass: 299.36424
• Monoisotopic Mass: 299.15214354
• SMILES: CN1CCC23c4c5ccc(c4OC2[C@H](C=CC3C1C5)O)OC
• Canonical SMILES: COc1ccc2c3c1OC1C43CCN(C(C2)C4C=C[C@@H]1O)C
• InChI: InChI=1S/C18H21NO3/c1-19-8-7-18-11-4-5-13(20)17(18)22-16-14(21-2)6-3-10(15(16)18)9-12(11)19/h3-6,11-13,17,20H,7-9H2,1-2H3/t11?,12?,13-,17?,18?/m0/s1
• InChIKey: OROGSEYTTFOCAN-GLKGZOLDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (14S)-10-methoxy-4-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-ol
• IUPAC Traditional name: (14S)-10-methoxy-4-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-ol
• Synonyms: 7,8-Didehydro-4,5-epoxy-3-methoxy-17-(methyl-3)morphinan-6-ol; Codeine-d3 hydrochloride dihydrate; 7,8-二脱氢-4,5-环氧-3-甲氧基-17-(甲基-3)吗啡喃-6-醇; 可待因-d3 盐酸盐 二水合物

Database IDs

• CAS Number: 70420-71-2
• MDL Number: MFCD00150783
• PubChem SID: 162250641; 24892623
• PubChem CID: 16219112

CALCULATED PROPERTIES

• Acid pKa: 13.78274
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -1.9427414
• LogD (pH = 7.4): -0.44837403
• Log P: 1.3429513
• Molar Refractivity: 84.6047 cm^3
• Polarizability: 32.610058 Å^3
• Polar Surface Area: 41.93 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22
• Safety Statements: 36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H332
• GHS Precautionary statements: P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Drug Control: USDEA Schedule II; Home Office Schedule 2; stupéfiant; kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada
• Storage Temperature: 2-8°C

Product Information

• Isotopic Purity: 98 atom % D
• Empirical Formula (Hill Notation): C18H18D3NO3 · HCl · 2H2O