sodium (2S,3S,4S,5R,6S)-6-[2-(benzyloxy)-5-(2-{[(benzyloxy)carbonyl]amino}ethyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylate

• ChemBase ID: 161761
• Molecular Formular: C29H30NNaO10
• Molecular Mass: 575.53897
• Monoisotopic Mass: 575.17674045
• SMILES: c1(c(ccc(c1)CCNC(=O)OCc1ccccc1)OCc1ccccc1)O[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)C(=O)[O-])O)O)O.[Na+]
• Canonical SMILES: O=C(OCc1ccccc1)NCCc1ccc(c(c1)O[C@@H]1O[C@@H](C(=O)[O-])[C@H]([C@@H]([C@@H]1O)O)O)OCc1ccccc1.[Na+]
• InChI: InChI=1S/C29H31NO10.Na/c31-23-24(32)26(27(34)35)40-28(25(23)33)39-22-15-18(11-12-21(22)37-16-19-7-3-1-4-8-19)13-14-30-29(36)38-17-20-9-5-2-6-10-20;/h1-12,15,23-26,28,31-33H,13-14,16-17H2,(H,30,36)(H,34,35);/q;+1/p-1/t23-,24-,25+,26-,28+;/m0./s1
• InChIKey: CRBGTWNOEJLGES-RHWZXYBLSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (2S,3S,4S,5R,6S)-6-[2-(benzyloxy)-5-(2-{[(benzyloxy)carbonyl]amino}ethyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylate
• IUPAC Traditional name: sodium (2S,3S,4S,5R,6S)-6-[2-(benzyloxy)-5-(2-{[(benzyloxy)carbonyl]amino}ethyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylate
• Synonyms: 5-(2-(N-Benzyloxycarbonyl)aminoethyl)-2-(O-benzyl)hydroxyphenyl β-D-Glucopyranosiduronic Acid Sodium Salt; N-Benzyloxycarbonyl-4-O-benzyl Dopamine 3-β-D-Glucuronide Sodium Salt

Database IDs

• PubChem SID: 162255896
• PubChem CID: 71313882

CALCULATED PROPERTIES

• Acid pKa: 3.1699612
• H Acceptors: 9
• H Donor: 4
• LogD (pH = 5.5): 0.56027025
• LogD (pH = 7.4): -0.58485574
• Log P: 2.8657293
• Molar Refractivity: 150.872 cm^3
• Polarizability: 55.33891 Å^3
• Polar Surface Area: 166.84 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid
• Melting Point: 104-106°C

Safety Information

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

DETAILS

Toronto Research Chemicals - B286165

Protected Dopamine metabolite.