sodium (2S,3S,4S,5R,6R)-6-{[(1R)-2,3-dihydro-1H-inden-1-yl](prop-2-yn-1-yl)amino}-3,4,5-trihydroxyoxane-2-carboxylate

• ChemBase ID: 177381
• Molecular Formular: C18H20NNaO6
• Molecular Mass: 369.34427
• Monoisotopic Mass: 369.11883165
• SMILES: [C@@H]1([C@@H]([C@@H]([C@@H](O[C@H]1C(=O)[O-])N(CC#C)[C@H]1c2c(CC1)cccc2)O)O)O.[Na+]
• Canonical SMILES: C#CCN([C@@H]1CCc2c1cccc2)[C@@H]1O[C@@H](C(=O)[O-])[C@H]([C@@H]([C@@H]1O)O)O.[Na+]
• InChI: InChI=1S/C18H21NO6.Na/c1-2-9-19(12-8-7-10-5-3-4-6-11(10)12)17-15(22)13(20)14(21)16(25-17)18(23)24;/h1,3-6,12-17,20-22H,7-9H2,(H,23,24);/q;+1/p-1/t12-,13+,14+,15-,16+,17-;/m1./s1
• InChIKey: MJZUZFCYTAWQNO-FYNQUVQUSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (2S,3S,4S,5R,6R)-6-{[(1R)-2,3-dihydro-1H-inden-1-yl](prop-2-yn-1-yl)amino}-3,4,5-trihydroxyoxane-2-carboxylate
• IUPAC Traditional name: sodium (2S,3S,4S,5R,6R)-6-[(1R)-2,3-dihydro-1H-inden-1-yl(prop-2-yn-1-yl)amino]-3,4,5-trihydroxyoxane-2-carboxylate
• Synonyms: (1R)-2,3-Dihydro-N-2-propyn-1-yl-1H-inden-1-amine N-β-D-Glucuronide Sodium Salt; Rasagiline N-β-D-Glucuronide Sodium Salt, 90%

Database IDs

• PubChem SID: 164233291
• PubChem CID: 71751987

CALCULATED PROPERTIES

• Acid pKa: 3.3530424
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -1.7418965
• LogD (pH = 7.4): -2.66988
• Log P: -1.6850089
• Molar Refractivity: 98.1283 cm^3
• Polarizability: 34.351147 Å^3
• Polar Surface Area: 113.29 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 156-158°C (dec.)

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - R126010

A metabolite of Rasagiline.