2-(3,4-dihydroxyphenyl)-3-methoxy-3,4-dihydro-2H-1-benzopyran-5,7-diol

• ChemBase ID: 128233
• Molecular Formular: C16H16O6
• Molecular Mass: 304.29464
• Monoisotopic Mass: 304.09468823
• SMILES: COC1Cc2c(cc(cc2OC1c1cc(c(cc1)O)O)O)O
• Canonical SMILES: COC1Cc2c(OC1c1ccc(c(c1)O)O)cc(cc2O)O
• InChI: InChI=1S/C16H16O6/c1-21-15-7-10-12(19)5-9(17)6-14(10)22-16(15)8-2-3-11(18)13(20)4-8/h2-6,15-20H,7H2,1H3
• InChIKey: PDHSAQOQVUXZGQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(3,4-dihydroxyphenyl)-3-methoxy-3,4-dihydro-2H-1-benzopyran-5,7-diol
• IUPAC Traditional name: meciadanol
• Synonyms: 3-O-methylcatechin; Meciadanolum; 3',4',5,7-Tetrahydroxy-3-methoxyflavan; (2R,3S)-2-(3,4-Dihydroxyphenyl)-3-methoxy-5,7-chromandiol; Meciadanol

Database IDs

• CAS Number: 65350-86-9
• PubChem SID: 162222542
• PubChem CID: 47610
• Wikipedia Title: Meciadanol

CALCULATED PROPERTIES

• Acid pKa: 9.004145
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 2.4380984
• LogD (pH = 7.4): 2.427567
• Log P: 2.4382336
• Molar Refractivity: 78.7509 cm^3
• Polarizability: 30.319628 Å^3
• Polar Surface Area: 99.38 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true