(2R,3R)-3,5,7-trihydroxy-8-(3-methylbut-2-en-1-yl)-2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one

• ChemBase ID: 305993
• Molecular Formular: C20H20O5
• Molecular Mass: 340.3698
• Monoisotopic Mass: 340.13107374
• SMILES: c1(cc(c2c(c1CC=C(C)C)O[C@@H]([C@H](C2=O)O)c1ccccc1)O)O
• Canonical SMILES: CC(=CCc1c(O)cc(c2c1O[C@H](c1ccccc1)[C@H](C2=O)O)O)C
• InChI: InChI=1S/C20H20O5/c1-11(2)8-9-13-14(21)10-15(22)16-17(23)18(24)19(25-20(13)16)12-6-4-3-5-7-12/h3-8,10,18-19,21-22,24H,9H2,1-2H3/t18-,19+/m0/s1
• InChIKey: ATJOIGKHVRPLSM-RBUKOAKNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R)-3,5,7-trihydroxy-8-(3-methylbut-2-en-1-yl)-2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one
• IUPAC Traditional name: glepidotin B
• Synonyms: Glepidotin B

Database IDs

• CAS Number: 87440-56-0

CALCULATED PROPERTIES

• Acid pKa: 7.5901537
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 4.1485934
• LogD (pH = 7.4): 3.9359767
• Log P: 4.152082
• Molar Refractivity: 94.8899 cm^3
• Polarizability: 36.238457 Å^3
• Polar Surface Area: 86.99 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder