(2S,3S)-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

• ChemBase ID: 125847
• Molecular Formular: C15H12O8
• Molecular Mass: 320.25098
• Monoisotopic Mass: 320.05321734
• SMILES: Oc1cc(cc(O)c1O)[C@@H]1Oc2cc(O)cc(O)c2C(=O)[C@H]1O
• Canonical SMILES: Oc1cc2O[C@@H](c3cc(O)c(c(c3)O)O)[C@@H](C(=O)c2c(c1)O)O
• InChI: InChI=1S/C15H12O8/c16-6-3-7(17)11-10(4-6)23-15(14(22)13(11)21)5-1-8(18)12(20)9(19)2-5/h1-4,14-20,22H/t14-,15+/m1/s1
• InChIKey: KJXSIXMJHKAJOD-CABCVRRESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S)-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one
• IUPAC Traditional name: (-)-dihydromyricetin
• Synonyms: Dihydromyricetin; Ampeloptin; (+)-Ampelopsin; (+)-Dihydromyricetin; Ampelopsin

Database IDs

• CAS Number: 27200-12-0
• PubChem SID: 162220192
• PubChem CID: 12306070; 161557
• CHEBI ID: 28429
• Chemspider ID: 16735660
• Wikipedia Title: Ampelopsin

CALCULATED PROPERTIES

• Acid pKa: 7.7745996
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): 1.5105331
• LogD (pH = 7.4): 1.3567268
• Log P: 1.5128189
• Molar Refractivity: 76.5898 cm^3
• Polarizability: 29.281664 Å^3
• Polar Surface Area: 147.68 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: false