(2S,3S,4S,5R,6S)-6-[4-({2-butyl-5-[(1E)-2-carboxy-2-(thiophen-2-ylmethyl)eth-1-en-1-yl]-1H-imidazol-1-yl}methyl)benzoyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase ID: 168136
• Molecular Formular: C29H32N2O10S
• Molecular Mass: 600.63678
• Monoisotopic Mass: 600.17776623
• SMILES: c1nc(n(c1/C=C(\Cc1cccs1)/C(=O)O)Cc1ccc(cc1)C(=O)O[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)O)CCCC
• Canonical SMILES: CCCCc1ncc(n1Cc1ccc(cc1)C(=O)O[C@@H]1O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O)/C=C(/C(=O)O)\Cc1cccs1
• InChI: InChI=1S/C29H32N2O10S/c1-2-3-6-21-30-14-19(12-18(26(35)36)13-20-5-4-11-42-20)31(21)15-16-7-9-17(10-8-16)28(39)41-29-24(34)22(32)23(33)25(40-29)27(37)38/h4-5,7-12,14,22-25,29,32-34H,2-3,6,13,15H2,1H3,(H,35,36)(H,37,38)/b18-12+/t22-,23-,24+,25-,29-/m0/s1
• InChIKey: JVRRLPUZNDYCTR-QYCHHQBPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6S)-6-[4-({2-butyl-5-[(1E)-2-carboxy-2-(thiophen-2-ylmethyl)eth-1-en-1-yl]-1H-imidazol-1-yl}methyl)benzoyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC Traditional name: (2S,3S,4S,5R,6S)-6-[4-({2-butyl-5-[(1E)-2-carboxy-2-(thiophen-2-ylmethyl)eth-1-en-1-yl]imidazol-1-yl}methyl)benzoyloxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• Synonyms: (E)-3-[2-Butyl-1-[(4-carboxyphenyl)methyl]imidazol-5-yl]-2-(2-thienylmethyl)-2-propenoic Acid β-D-Glucuronide; Eprosartan Acyl-β-D-glucuronide, >90%

Database IDs

• PubChem SID: 162262268
• PubChem CID: 71316384

CALCULATED PROPERTIES

• Acid pKa: 3.0190334
• H Acceptors: 10
• H Donor: 5
• LogD (pH = 5.5): 0.4395009
• LogD (pH = 7.4): -1.7265445
• Log P: 2.1960046
• Molar Refractivity: 149.3229 cm^3
• Polarizability: 57.917114 Å^3
• Polar Surface Area: 188.64 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Off-White Solid
• Melting Point: 167-170°C (dec.)

Safety Information

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

DETAILS

Toronto Research Chemicals - E590110

A metabolite of Eprosartan.