(1R,2R,3S,5S)-3-(4-hydroxybenzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid

• ChemBase ID: 130696
• 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)c1ccc(cc1)O)C(=O)O
• Canonical SMILES: Oc1ccc(cc1)C(=O)O[C@H]1C[C@@H]2CC[C@H]([C@H]1C(=O)O)N2C
• InChI: InChI=1S/C16H19NO5/c1-17-10-4-7-12(17)14(15(19)20)13(8-10)22-16(21)9-2-5-11(18)6-3-9/h2-3,5-6,10,12-14,18H,4,7-8H2,1H3,(H,19,20)/t10-,12+,13-,14+/m0/s1
• InChIKey: GFOOTRIURAVHGP-AHLTXXRQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,3S,5S)-3-(4-hydroxybenzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid
• IUPAC Traditional name: (1R,2R,3S,5S)-3-(4-hydroxybenzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid
• Synonyms: p-Hydroxybenzoylecgonine; 对羟基苯甲酰芽子碱

Database IDs

• CAS Number: 90899-22-2
• MDL Number: MFCD00274051
• PubChem SID: 162224974
• PubChem CID: 71308330

CALCULATED PROPERTIES

• Acid pKa: 2.8656015
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.89932364
• LogD (pH = 7.4): -0.9360611
• Log P: -0.8998281
• Molar Refractivity: 78.3722 cm^3
• Polarizability: 30.720915 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