(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(3-{1-hydroxy-2-[(2H3)methylamino]ethyl}phenoxy)oxane-2-carboxylic acid

• ChemBase ID: 176549
• Molecular Formular: C15H21NO8
• Molecular Mass: 343.32914
• Monoisotopic Mass: 343.12671664
• SMILES: c1c(cc(cc1)C(CNC)O)O[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)C(=O)O)O)O)O
• Canonical SMILES: CNCC(c1cccc(c1)O[C@@H]1O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O)O
• InChI: InChI=1S/C15H21NO8/c1-16-6-9(17)7-3-2-4-8(5-7)23-15-12(20)10(18)11(19)13(24-15)14(21)22/h2-5,9-13,15-20H,6H2,1H3,(H,21,22)/t9?,10-,11-,12+,13-,15+/m0/s1
• InChIKey: DMVJUYDQYGHJIC-WLCDGYCFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(3-{1-hydroxy-2-[(^2H₃)methylamino]ethyl}phenoxy)oxane-2-carboxylic acid
• IUPAC Traditional name: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(3-{1-hydroxy-2-[(^2H₃)methylamino]ethyl}phenoxy)oxane-2-carboxylic acid
• Synonyms: Phenylephrine-d3 Glucuronide

Database IDs

• PubChem SID: 164232459
• PubChem CID: 71751612

CALCULATED PROPERTIES

• Acid pKa: 2.876884
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -3.822458
• LogD (pH = 7.4): -3.8257136
• Log P: -3.8219855
• Molar Refractivity: 79.2612 cm^3
• Polarizability: 32.25379 Å^3
• Polar Surface Area: 148.71 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - P320652

Metabolite of labelled Phenylephrine.