(2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-methoxy-3,4-dihydro-2H-1-benzopyran-4-one

• ChemBase ID: 129621
• Molecular Formular: C16H14O6
• Molecular Mass: 302.27876
• Monoisotopic Mass: 302.07903817
• SMILES: O=C1c2c(O[C@H](c3ccc(O)c(O)c3)C1)cc(OC)cc2O
• Canonical SMILES: COc1cc2O[C@@H](CC(=O)c2c(c1)O)c1ccc(c(c1)O)O
• InChI: InChI=1S/C16H14O6/c1-21-9-5-12(19)16-13(20)7-14(22-15(16)6-9)8-2-3-10(17)11(18)4-8/h2-6,14,17-19H,7H2,1H3/t14-/m0/s1
• InChIKey: DSAJORLEPQBKDA-AWEZNQCLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-(3,4-dihydroxyphenyl)-5-hydroxy-7-methoxy-3,4-dihydro-2H-1-benzopyran-4-one
• IUPAC Traditional name: sterubin
• Synonyms: 7-Methoxy-3',4',5-trihydroxyflavanone; Sterubin; Sternbin; 7-O-Methyleriodictyol

Database IDs

• CAS Number: 51857-11-5
• PubChem SID: 162223911
• PubChem CID: 1268276
• Chemspider ID: 1064932
• Wikipedia Title: Sterubin

CALCULATED PROPERTIES

• Acid pKa: 8.576348
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 2.6770754
• LogD (pH = 7.4): 2.6493254
• Log P: 2.6774368
• Molar Refractivity: 77.753 cm^3
• Polarizability: 29.836496 Å^3
• Polar Surface Area: 96.22 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder
• Density: 1.458 g/mL