(1R,2R,3S,5S)-3-(benzoyloxy)-8-azabicyclo[3.2.1]octane-2-carboxylic acid

• ChemBase ID: 130699
• Molecular Formular: C15H17NO4
• Molecular Mass: 275.29978
• Monoisotopic Mass: 275.11575803
• SMILES: c1ccc(cc1)C(=O)O[C@H]1C[C@@H]2CC[C@H]([C@H]1C(=O)O)N2
• Canonical SMILES: O=C(c1ccccc1)O[C@H]1C[C@@H]2CC[C@H]([C@H]1C(=O)O)N2
• InChI: InChI=1S/C15H17NO4/c17-14(18)13-11-7-6-10(16-11)8-12(13)20-15(19)9-4-2-1-3-5-9/h1-5,10-13,16H,6-8H2,(H,17,18)/t10-,11+,12-,13+/m0/s1
• InChIKey: CMYJDRSCSOXYHG-QNWHQSFQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,3S,5S)-3-(benzoyloxy)-8-azabicyclo[3.2.1]octane-2-carboxylic acid
• IUPAC Traditional name: (1R,2R,3S,5S)-3-(benzoyloxy)-8-azabicyclo[3.2.1]octane-2-carboxylic acid
• Synonyms: Benzoylnorecgonine; 苯甲酰降爱康宁

Database IDs

• CAS Number: 41889-45-6
• MDL Number: MFCD00153770
• PubChem SID: 162224977
• PubChem CID: 114718

CALCULATED PROPERTIES

• Acid pKa: 3.1123157
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.7197908
• LogD (pH = 7.4): -0.7184476
• Log P: -0.71840763
• Molar Refractivity: 71.0966 cm^3
• Polarizability: 28.248154 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-43
• Safety Statements: 22-26-36/37/39
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H317-H332
• GHS Precautionary statements: P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, 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: -20°C