methyl (1R,2R,3S,5S)-3-hydroxy-8-(2H3)methyl-8-azabicyclo[3.2.1]octane-2-carboxylate hydrochloride

• ChemBase ID: 167943
• Molecular Formular: C10H18ClNO3
• Molecular Mass: 235.70782
• Monoisotopic Mass: 235.09752112
• SMILES: Cl.[C@@H]12CC[C@@H](N1C)[C@H]([C@H](C2)O)C(=O)OC
• Canonical SMILES: COC(=O)[C@H]1[C@@H](O)C[C@H]2N([C@@H]1CC2)C.Cl
• InChI: InChI=1S/C10H17NO3.ClH/c1-11-6-3-4-7(11)9(8(12)5-6)10(13)14-2;/h6-9,12H,3-5H2,1-2H3;1H/t6-,7+,8-,9+;/m0./s1
• InChIKey: RLLMNWXOZDXKCQ-NPPHLGRCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1R,2R,3S,5S)-3-hydroxy-8-(^2H₃)methyl-8-azabicyclo[3.2.1]octane-2-carboxylate hydrochloride
• IUPAC Traditional name: methyl (1R,2R,3S,5S)-3-hydroxy-8-(^2H₃)methyl-8-azabicyclo[3.2.1]octane-2-carboxylate hydrochloride
• Synonyms: (1R,2R,3S,5S)-3-Hydroxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic Acid Methyl Ester-d3 Hydrochloride; [1R-(exo,exo)]-3-Hydroxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic Acid Methyl Ester-d3 Hydrochloride; Ecgonine Methyl Ester-d3 Hydrochloride; 3β-Hydroxy-2β-tropanecarboxylic Acid Methyl Ester-d3 Hydrochloride; (-)-Ecgonine Methyl Ester-d3 Hydrochloride

Database IDs

• PubChem SID: 162262076
• PubChem CID: 71316301

CALCULATED PROPERTIES

• Acid pKa: 14.59541
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -3.4322162
• LogD (pH = 7.4): -1.8564101
• Log P: -0.21319184
• Molar Refractivity: 51.3384 cm^3
• Polarizability: 20.633392 Å^3
• Polar Surface Area: 49.77 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E325562

Labelled analogue of (-)-Ecgonine Methyl Ester. (-)-Ecgonine Methyl Ester is the methyl ester derivative of (-)-Ecgonine (E325550) and an important metabolite of Cocaine (C633500).Controlled Substance.

REFERENCES

• Mets, B. et al.: Life Sci., 65, 1317 (1999)
• Vaz, A, et al.: Life Sci., 55, PL439 (1999)