3-methyl-4-oxo-2-(2H5)phenyl-4H-chromene-8-carboxylic acid

• ChemBase ID: 173726
• Molecular Formular: C17H12O4
• Molecular Mass: 280.27478
• Monoisotopic Mass: 280.07355886
• SMILES: c1(cccc2c1oc(c(c2=O)C)c1ccccc1)C(=O)O
• Canonical SMILES: OC(=O)c1cccc2c1oc(c1ccccc1)c(c2=O)C
• InChI: InChI=1S/C17H12O4/c1-10-14(18)12-8-5-9-13(17(19)20)16(12)21-15(10)11-6-3-2-4-7-11/h2-9H,1H3,(H,19,20)
• InChIKey: KMMBBZOSQNLLMN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-methyl-4-oxo-2-(^2H₅)phenyl-4H-chromene-8-carboxylic acid
• IUPAC Traditional name: 3-methyl-4-oxo-2-(^2H₅)phenylchromene-8-carboxylic acid
• Synonyms: 3-Methyl-4-oxo-2-(phenyl-d5)-4H-1-benzopyran-8-carboxylic Acid; 8-Carboxy-3-methylflavone-d5; 3-Methylflavone-8-carboxylic Acid-d5

Database IDs

• CAS Number: 1189883-79-1
• PubChem SID: 164229636
• PubChem CID: 46782248

CALCULATED PROPERTIES

• Acid pKa: 3.4341683
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.9656527
• LogD (pH = 7.4): -0.37350392
• Log P: 3.0205185
• Molar Refractivity: 78.5845 cm^3
• Polarizability: 29.457754 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M305222

The main active labelled metabolite of Flavoxate hydrochloride (FX) in human.

REFERENCES

• Da Re, P., et al.: J. Med. Chem., 2, 263 (1960)
• Bertoli, M., et al.: Pharmacol. Res. Commun., 8, 417 (1960)
• Ammon, S., et al.: Br. J. Clin. Pharma., 48, 317 (1960)