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

• ChemBase ID: 130695
• Molecular Formular: C16H19NO4
• Molecular Mass: 289.32636
• Monoisotopic Mass: 289.13140809
• SMILES: CN1[C@H]2CCC1[C@H](C(C2)OC(=O)c1ccccc1)C(=O)O
• Canonical SMILES: CN1[C@H]2CCC1[C@H](C(C2)OC(=O)c1ccccc1)C(=O)O
• InChI: InChI=1S/C16H19NO4/c1-17-11-7-8-12(17)14(15(18)19)13(9-11)21-16(20)10-5-3-2-4-6-10/h2-6,11-14H,7-9H2,1H3,(H,18,19)/t11-,12?,13?,14+/m0/s1
• InChIKey: GVGYEFKIHJTNQZ-GFJIZPEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,5S)-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid
• IUPAC Traditional name: (2R,5S)-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid
• Synonyms: Benzoylecgonine-d3 tetrahydrate; 3-苯甲酸基-8-(甲基-d3)-8-氮杂双环[3.2.1]辛烷-2-羧酸; 苯甲酰芽子碱-d3 四水合物

Database IDs

• CAS Number: 115732-68-8
• MDL Number: MFCD00150641
• PubChem SID: 162224973; 24892041
• PubChem CID: 16219052

CALCULATED PROPERTIES

• Acid pKa: 3.1464374
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.59588516
• LogD (pH = 7.4): -0.59690845
• Log P: -0.59486806
• Molar Refractivity: 76.3913 cm^3
• Polarizability: 30.082672 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 25
• Safety Statements: 45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• Drug Control: USDEA Schedule II; Home Office Schedule 2; stupéfiant; kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada

Product Information

• Grade: drug standard
• Isotopic Purity: 98 atom % D