(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[2-(propoxycarbonyl)benzoyloxy]oxane-2-carboxylic acid

• ChemBase ID: 174778
• Molecular Formular: C17H20O10
• Molecular Mass: 384.3347
• Monoisotopic Mass: 384.10564684
• SMILES: c1ccc(c(c1)C(=O)OCCC)C(=O)O[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)O
• Canonical SMILES: CCCOC(=O)c1ccccc1C(=O)O[C@@H]1O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O
• InChI: InChI=1S/C17H20O10/c1-2-7-25-15(23)8-5-3-4-6-9(8)16(24)27-17-12(20)10(18)11(19)13(26-17)14(21)22/h3-6,10-13,17-20H,2,7H2,1H3,(H,21,22)/t10-,11-,12+,13-,17-/m0/s1
• InChIKey: XRZYBZZNZLUFDV-QLLRCSDMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[2-(propoxycarbonyl)benzoyloxy]oxane-2-carboxylic acid
• IUPAC Traditional name: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[2-(propoxycarbonyl)benzoyloxy]oxane-2-carboxylic acid
• Synonyms: 1-(Propyl 1,2-Benzenedicarboxylate} β-D-Glucopyranuronic Acid; Monopropyl Phthalate O-β-D-Glucuronide

Database IDs

• PubChem SID: 164230688
• PubChem CID: 71750826

CALCULATED PROPERTIES

• Acid pKa: 2.7712572
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -1.899918
• LogD (pH = 7.4): -2.730393
• Log P: 0.7658425
• Molar Refractivity: 86.9107 cm^3
• Polarizability: 34.715027 Å^3
• Polar Surface Area: 159.82 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M567105

A glucuronide conjugate of the phthalate ester metabolite Monopropyl Phthalate (M567100).