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

• ChemBase ID: 131942
• Molecular Formular: C16H19NO4
• Molecular Mass: 289.32636
• Monoisotopic Mass: 289.13140809
• SMILES: COC(=O)[C@H]1[C@H]2CC[C@H](N2)C[C@@H]1OC(=O)c1ccccc1
• Canonical SMILES: COC(=O)[C@H]1[C@H]2CC[C@H](N2)C[C@@H]1OC(=O)c1ccccc1
• InChI: InChI=1S/C16H19NO4/c1-20-16(19)14-12-8-7-11(17-12)9-13(14)21-15(18)10-5-3-2-4-6-10/h2-6,11-14,17H,7-9H2,1H3/t11-,12+,13-,14+/m0/s1
• InChIKey: AYDBLCSLKNTEJL-RFQIPJPRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1R,2R,3S,5S)-3-(benzoyloxy)-8-azabicyclo[3.2.1]octane-2-carboxylate
• IUPAC Traditional name: norcocaine
• Synonyms: Norcocaine; 去甲可卡因

Database IDs

• CAS Number: 18717-72-1
• PubChem SID: 162226219
• PubChem CID: 644007

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -1.3176824
• LogD (pH = 7.4): -0.58344674
• Log P: 1.8990601
• Molar Refractivity: 75.8657 cm^3
• Polarizability: 30.330688 Å^3
• Polar Surface Area: 64.63 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• RTECS: RD0400000
• European Hazard Symbols: Highly toxic (T+)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2
• Risk Statements: 60-26/27/28-43
• Safety Statements: 22-36/37/39-45
• GHS Pictograms: GHS06; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H300-H310-H317-H330-H360
• GHS Precautionary statements: P201-P260-P264-P280-P284-P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 2

DETAILS

Sigma Aldrich - N2279

Biochem/physiol Actions
可卡因的次要代谢物。具有生物活性。