2-(7-hydroxy-8-methoxy-2-oxo-2H-chromen-6-yl)acetic acid

• ChemBase ID: 163703
• Molecular Formular: C12H10O6
• Molecular Mass: 250.2042
• Monoisotopic Mass: 250.04773804
• SMILES: c12c(cc(c(c1OC)O)CC(=O)O)ccc(=O)o2
• Canonical SMILES: COc1c(O)c(CC(=O)O)cc2c1oc(=O)cc2
• InChI: InChI=1S/C12H10O6/c1-17-12-10(16)7(5-8(13)14)4-6-2-3-9(15)18-11(6)12/h2-4,16H,5H2,1H3,(H,13,14)
• InChIKey: GTNVEZOXYSMNTC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(7-hydroxy-8-methoxy-2-oxo-2H-chromen-6-yl)acetic acid
• IUPAC Traditional name: (7-hydroxy-8-methoxy-2-oxochromen-6-yl)acetic acid
• Synonyms: 7-Hydroxy-8-methoxy-2-oxo-2H-1-benzopyran-6-acetic Acid; 6-(7-Hydroxy-8-methoxycoumaryl)acetic Acid; 6-(Carboxymethyl)-7-hydroxy-8-methoxy Coumarin

Database IDs

• CAS Number: 71942-06-8
• PubChem SID: 162257838
• PubChem CID: 5488573

CALCULATED PROPERTIES

• Acid pKa: 3.3278391
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -1.1972995
• LogD (pH = 7.4): -2.5175683
• Log P: 0.9598713
• Molar Refractivity: 61.3003 cm^3
• Polarizability: 23.148638 Å^3
• Polar Surface Area: 93.06 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C179950

The major metabolite of 8-Methoxy Psoralen (M260795).

REFERENCES

• Schmid, J., et al.: Eur. J. Drug Metab. Pharmacokinet., 5, 81 (1980)
• ,,Cohen, M., et al.: J. Chem. Ecol., 15, 2347 (1980)