(2R,3S,4R)-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,4,7-triol

• ChemBase ID: 305300
• Molecular Formular: C15H14O5
• Molecular Mass: 274.26866
• Monoisotopic Mass: 274.08412355
• SMILES: c1(ccc2c(c1)O[C@@H]([C@H]([C@@H]2O)O)c1ccc(cc1)O)O
• Canonical SMILES: Oc1ccc(cc1)[C@H]1Oc2cc(O)ccc2[C@H]([C@@H]1O)O
• InChI: InChI=1S/C15H14O5/c16-9-3-1-8(2-4-9)15-14(19)13(18)11-6-5-10(17)7-12(11)20-15/h1-7,13-19H/t13-,14+,15-/m1/s1
• InChIKey: NTLUSUFJOUMRLA-QLFBSQMISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4R)-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,4,7-triol
• IUPAC Traditional name: guibourtinidol-4α-ol
• Synonyms: 3-Epiguibourtacacidin; 3,4,4',7-Tetrahydroxyflavan

Database IDs

• CAS Number: 38412-82-7

CALCULATED PROPERTIES

• Acid pKa: 9.134619
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 1.4831414
• LogD (pH = 7.4): 1.4753251
• Log P: 1.4832416
• Molar Refractivity: 71.2454 cm^3
• Polarizability: 27.858267 Å^3
• Polar Surface Area: 90.15 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder