2-{[7-(carboxymethoxy)-4-oxo-2-phenyl-4H-chromen-5-yl]oxy}acetic acid

• ChemBase ID: 179882
• Molecular Formular: C19H14O8
• Molecular Mass: 370.30966
• Monoisotopic Mass: 370.06886741
• SMILES: c12c(=O)cc(oc1cc(cc2OCC(=O)O)OCC(=O)O)c1ccccc1
• Canonical SMILES: OC(=O)COc1cc(OCC(=O)O)c2c(c1)oc(cc2=O)c1ccccc1
• InChI: InChI=1S/C19H14O8/c20-13-8-14(11-4-2-1-3-5-11)27-16-7-12(25-9-17(21)22)6-15(19(13)16)26-10-18(23)24/h1-8H,9-10H2,(H,21,22)(H,23,24)
• InChIKey: IGCSSLDDCHLXGL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[7-(carboxymethoxy)-4-oxo-2-phenyl-4H-chromen-5-yl]oxy}acetic acid
• IUPAC Traditional name: 2-{[7-(carboxymethoxy)-4-oxo-2-phenyl-4H-chromen-5-yl]oxy}acetic acid
• Synonyms: Flavodic acid

Database IDs

• CAS Number: 37470-13-6
• PubChem SID: 164235792
• PubChem CID: 71944

CALCULATED PROPERTIES

• Acid pKa: 2.4094462
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): -3.7197223
• LogD (pH = 7.4): -5.37742
• Log P: 1.6080092
• Molar Refractivity: 92.0668 cm^3
• Polarizability: 35.142616 Å^3
• Polar Surface Area: 119.36 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Application(s): Capillary protecting agent for treatment of atherosclerosis

REFERENCES

• Gowan, J.E. et al., Tetrahedron, 1958, 2, 116, (synth, uv)
• Simpson, T.H., J.O.C., 1963, 28, 2107, (synth)
• Fr. Pat., 1971, 2 076 753; CA, 77, 34341s, (Flavodic acid)
• Martindale, The Extra Pharmacopoeia, 28th/29th edn., Pharmaceutical Press, 1982, 12752