methyl (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[3-hydroxy-5-(methoxycarbonyl)phenoxy]oxane-2-carboxylate

• ChemBase ID: 167776
• Molecular Formular: C15H18O10
• Molecular Mass: 358.29742
• Monoisotopic Mass: 358.08999678
• SMILES: c1(cc(cc(c1)C(=O)OC)O[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)OC)O
• Canonical SMILES: COC(=O)[C@@H]1O[C@@H](Oc2cc(O)cc(c2)C(=O)OC)[C@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C15H18O10/c1-22-13(20)6-3-7(16)5-8(4-6)24-15-11(19)9(17)10(18)12(25-15)14(21)23-2/h3-5,9-12,15-19H,1-2H3/t9-,10-,11+,12-,15+/m0/s1
• InChIKey: HATBKPOUYSZRBZ-QKZHPOIUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[3-hydroxy-5-(methoxycarbonyl)phenoxy]oxane-2-carboxylate
• IUPAC Traditional name: methyl (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[3-hydroxy-5-(methoxycarbonyl)phenoxy]oxane-2-carboxylate
• Synonyms: α-Resorcylic Acid 3-O-β-D-Glucuronide Dimethyl Diester; 5-Carboxyresorcinol 3-O-β-D-Glucuronide Dimethyl Diester; 3,5-Dihydroxybenzoic Acid 3-O-β-D-Glucuronide Dimethyl Diester

Database IDs

• PubChem SID: 162261909
• PubChem CID: 71316226

CALCULATED PROPERTIES

• Acid pKa: 9.043275
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -0.43243077
• LogD (pH = 7.4): -0.44200125
• Log P: -0.43230736
• Molar Refractivity: 78.826 cm^3
• Polarizability: 31.850338 Å^3
• Polar Surface Area: 151.98 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Light Brown Solid

DETAILS

Toronto Research Chemicals - D451725

3,5-Dihydroxybenzoic Acid 3-O-β-D-Glucuronide is a possible glucuronide metabolite of alkylresorcinol in humans.