(1S,9S,13S)-1,13-dimethyl-10-azatricyclo[7.3.1.02,7]trideca-2,4,6-trien-4-ol

• ChemBase ID: 131061
• Molecular Formular: C14H19NO
• Molecular Mass: 217.30676
• Monoisotopic Mass: 217.14666423
• SMILES: C[C@@H]1[C@@H]2Cc3ccc(cc3[C@]1(CCN2)C)O
• Canonical SMILES: Oc1ccc2c(c1)[C@@]1(C)CCN[C@@H](C2)[C@H]1C
• InChI: InChI=1S/C14H19NO/c1-9-13-7-10-3-4-11(16)8-12(10)14(9,2)5-6-15-13/h3-4,8-9,13,15-16H,5-7H2,1-2H3/t9-,13+,14+/m1/s1
• InChIKey: DXESFJJJWBHLJX-IIMNLJJBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,9S,13S)-1,13-dimethyl-10-azatricyclo[7.3.1.0^2,^7]trideca-2,4,6-trien-4-ol
• IUPAC Traditional name: (1S,9S,13S)-1,13-dimethyl-10-azatricyclo[7.3.1.0^2,^7]trideca-2,4,6-trien-4-ol
• Synonyms: (+)-Normetazocine; (+)-(2S,[2α,6α,11R])-1,2,3,4,5,6-六氢-6,11-二甲基-2,6-亚甲基-3-喷他佐辛-8-醇; (+)-去甲美他佐辛

Database IDs

• CAS Number: 16670-83-0
• MDL Number: MFCD00167442
• PubChem SID: 162225339
• PubChem CID: 11042181

CALCULATED PROPERTIES

• Acid pKa: 9.882097
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.686872
• LogD (pH = 7.4): -0.10931383
• Log P: 1.9431611
• Molar Refractivity: 65.3864 cm^3
• Polarizability: 25.587225 Å^3
• Polar Surface Area: 32.26 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Drug Control: regulated under CDSA - not available from Sigma-Aldrich Canada