(2S,3S,4S,5R,6S)-6-(4-{3-[ethyl(3-phenylpropyl)amino]propyl}phenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase ID: 170245
• Molecular Formular: C26H35NO7
• Molecular Mass: 473.5586
• Monoisotopic Mass: 473.24135247
• SMILES: c1cccc(c1)CCCN(CCCc1ccc(cc1)O[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)O)CC
• Canonical SMILES: CCN(CCCc1ccccc1)CCCc1ccc(cc1)O[C@@H]1O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O
• InChI: InChI=1S/C26H35NO7/c1-2-27(16-6-10-18-8-4-3-5-9-18)17-7-11-19-12-14-20(15-13-19)33-26-23(30)21(28)22(29)24(34-26)25(31)32/h3-5,8-9,12-15,21-24,26,28-30H,2,6-7,10-11,16-17H2,1H3,(H,31,32)/t21-,22-,23+,24-,26+/m0/s1
• InChIKey: ROSKDYIQPTYGEV-TYUWDEHNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6S)-6-(4-{3-[ethyl(3-phenylpropyl)amino]propyl}phenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC Traditional name: (2S,3S,4S,5R,6S)-6-(4-{3-[ethyl(3-phenylpropyl)amino]propyl}phenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
• Synonyms: 4-[3-[Ethyl(3-phenylpropyl)amino]propyl]phenol β-D-Glucopyranosiduronic Acid; 4-Hydroxy Alverine β-D-Glucuronide

Database IDs

• PubChem SID: 164226155
• PubChem CID: 71748893

CALCULATED PROPERTIES

• Acid pKa: 2.9877934
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): 0.4790605
• LogD (pH = 7.4): 0.4798325
• Log P: 0.48000696
• Molar Refractivity: 126.6666 cm^3
• Polarizability: 50.111645 Å^3
• Polar Surface Area: 119.69 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H827960

A potential metabolite of Alverine.