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

• ChemBase ID: 6128
• Molecular Formular: C16H14O5
• Molecular Mass: 286.27936
• Monoisotopic Mass: 286.08412355
• SMILES: c1cc(O)ccc1[C@H]1Oc2c(C(=O)C1)c(cc(c2)OC)O
• Canonical SMILES: COc1cc2O[C@@H](CC(=O)c2c(c1)O)c1ccc(cc1)O
• InChI: InChI=1S/C16H14O5/c1-20-11-6-12(18)16-13(19)8-14(21-15(16)7-11)9-2-4-10(17)5-3-9/h2-7,14,17-18H,8H2,1H3/t14-/m0/s1
• InChIKey: DJOJDHGQRNZXQQ-AWEZNQCLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-3,4-dihydro-2H-1-benzopyran-4-one
• IUPAC Traditional name: sakuranetin
• Synonyms: (2S)-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-2,3-dihydro-4H-chromen-4-one; 4',5-Dihydroxy-7-methoxyflavanone; Sakuranetin

Database IDs

• CAS Number: 2957-21-3
• PubChem SID: 160969553; 99444988
• PubChem CID: 73571

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.62401
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.9806783
• LogD (pH = 7.4): 2.95584
• Log P: 2.981002
• Molar Refractivity: 75.7721 cm^3
• Polarizability: 29.1946 Å^3
• Polar Surface Area: 75.99 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.86
• LOG S: -3.51
• Solubility (Water): 8.83e-02 g/l

PROPERTIES

Physical Property

• Apperance: Powder

Product Information

• Purity: 98.5

DETAILS

DrugBank - DB08517

Drug information: experimental