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

• ChemBase ID: 130691
• Molecular Formular: C16H19NO5
• Molecular Mass: 305.32576
• Monoisotopic Mass: 305.12632271
• SMILES: CN1[C@H]2CC[C@@H]1[C@H]([C@H](C2)OC(=O)c1cccc(c1)O)C(=O)O
• Canonical SMILES: Oc1cccc(c1)C(=O)O[C@H]1C[C@@H]2CC[C@H]([C@H]1C(=O)O)N2C
• InChI: InChI=1S/C16H19NO5/c1-17-10-5-6-12(17)14(15(19)20)13(8-10)22-16(21)9-3-2-4-11(18)7-9/h2-4,7,10,12-14,18H,5-6,8H2,1H3,(H,19,20)/t10-,12+,13-,14+/m0/s1
• InChIKey: XCJJCRPRQYXLRE-AHLTXXRQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,3S,5S)-3-(3-hydroxybenzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid
• IUPAC Traditional name: (1R,2R,3S,5S)-3-(3-hydroxybenzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid
• Synonyms: m-Hydroxybenzoylecgonine; 间羟基苯甲酰芽子碱

Database IDs

• CAS Number: 129944-99-6
• MDL Number: MFCD00274048
• PubChem SID: 162224969
• PubChem CID: 448357

CALCULATED PROPERTIES

• Acid pKa: 2.9218812
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.8990586
• LogD (pH = 7.4): -0.90885454
• Log P: -0.8987068
• Molar Refractivity: 78.3722 cm^3
• Polarizability: 30.721449 Å^3
• Polar Surface Area: 87.07 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