prop-2-en-1-yl (3S,5S,6S)-6-{[5-(2,5-dimethylphenoxy)-2,2-dimethylpentanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate

• ChemBase ID: 169599
• Molecular Formular: C24H34O9
• Molecular Mass: 466.52136
• Monoisotopic Mass: 466.22028267
• SMILES: c1cc(cc(c1C)OCCCC(C(=O)O[C@@H]1OC([C@H](C([C@H]1O)O)O)C(=O)OCC=C)(C)C)C
• Canonical SMILES: C=CCOC(=O)C1O[C@@H](OC(=O)C(CCCOc2cc(C)ccc2C)(C)C)[C@@H](C([C@@H]1O)O)O
• InChI: InChI=1S/C24H34O9/c1-6-11-31-21(28)20-18(26)17(25)19(27)22(32-20)33-23(29)24(4,5)10-7-12-30-16-13-14(2)8-9-15(16)3/h6,8-9,13,17-20,22,25-27H,1,7,10-12H2,2-5H3/t17?,18-,19-,20?,22-/m0/s1
• InChIKey: SQWCELLFUXRDOB-VYAKAHFNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: prop-2-en-1-yl (3S,5S,6S)-6-{[5-(2,5-dimethylphenoxy)-2,2-dimethylpentanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate
• IUPAC Traditional name: prop-2-en-1-yl (3S,5S,6S)-6-{[5-(2,5-dimethylphenoxy)-2,2-dimethylpentanoyl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate
• Synonyms: Gemfibrozil 1-O-β-D-Glucuronide Allyl Ester

Database IDs

• PubChem SID: 162263731
• PubChem CID: 71317055

CALCULATED PROPERTIES

• Acid pKa: 12.161984
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 3.318994
• LogD (pH = 7.4): 3.3189867
• Log P: 3.318994
• Molar Refractivity: 118.0495 cm^3
• Polarizability: 47.2104 Å^3
• Polar Surface Area: 131.75 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: Pale-Yellow Oil

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - G305765

Gemfibrozil glucuronide derivative.