3-methoxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzoic acid

• ChemBase ID: 157571
• Molecular Formular: C14H18O9
• Molecular Mass: 330.28732
• Monoisotopic Mass: 330.09508216
• SMILES: COc1cc(ccc1O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)C(=O)O
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2ccc(cc2OC)C(=O)O)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C14H18O9/c1-21-8-4-6(13(19)20)2-3-7(8)22-14-12(18)11(17)10(16)9(5-15)23-14/h2-4,9-12,14-18H,5H2,1H3,(H,19,20)/t9-,10-,11+,12-,14-/m1/s1
• InChIKey: JYFOSWJYZIVJPO-YGEZULPYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-methoxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzoic acid
• IUPAC Traditional name: 3-methoxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}benzoic acid
• Synonyms: 4-Hydroxy-3-methoxybenzoic acid 4-β-D-glucoside; Vanillic acid 4-β-D-glucopyranoside; Vanillic acid 4-β-D-glucoside

Database IDs

• CAS Number: 32142-31-7
• MDL Number: MFCD16294851
• Beilstein Number: 5452207
• PubChem SID: 162251708
• PubChem CID: 14132337

CALCULATED PROPERTIES

• Acid pKa: 4.0973573
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): -2.5147414
• LogD (pH = 7.4): -4.1990814
• Log P: -1.0984759
• Molar Refractivity: 73.9027 cm^3
• Polarizability: 29.639149 Å^3
• Polar Surface Area: 145.91 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (HPLC)
• Grade: analytical standard
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C14H18O9