9-hydroxy-7H-furo[3,2-g]chromen-7-one

• ChemBase ID: 179597
• Molecular Formular: C11H6O4
• Molecular Mass: 202.16294
• Monoisotopic Mass: 202.02660867
• SMILES: c12c(cc3c(c1O)occ3)ccc(=O)o2
• Canonical SMILES: O=c1ccc2c(o1)c(O)c1c(c2)cco1
• InChI: InChI=1S/C11H6O4/c12-8-2-1-6-5-7-3-4-14-10(7)9(13)11(6)15-8/h1-5,13H
• InChIKey: JWVYQQGERKEAHW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 9-hydroxy-7H-furo[3,2-g]chromen-7-one
• IUPAC Traditional name: xanthotoxol
• Synonyms: 9-Hydroxy-7H-furo[3,2-g][1]benzopyran-7-one; 6,7-Dihydroxy-5-benzofuranacrylic Acid δ-Lactone; 3-(6,7-Dihydroxy-5-benzofuranyl)-2-propenoic Acid δ-Lactone; 8-Hydroxypsoralen; NSC 401269; Xanthotoxol; Xanthotoxol

Database IDs

• CAS Number: 2009-24-7
• PubChem SID: 164235507
• PubChem CID: 65090

CALCULATED PROPERTIES

• Acid pKa: 8.191142
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.288043
• LogD (pH = 7.4): 2.224497
• Log P: 2.2889178
• Molar Refractivity: 52.3706 cm^3
• Polarizability: 20.689245 Å^3
• Polar Surface Area: 59.67 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Dark Brown Solid; Powder
• Melting Point: 227-230°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - X742500

A hydroxylated psoralen that inhibits neutrophil infiltration and brain edema induced by focal cerebral ischemia-reperfusion injury in rats. A potentially useful antiarrhythmic agent. It has been shown to be effective in the prevention of ventricular fibr

REFERENCES

• Lian, Q. et al.: Zhongcaoyao, 27, 347 (1996)
• He, W. et al.: Zhong. Yao. Tong., 25, 668 (1996)
• Prasad, K.N. et al.: Food Chem., 118, 62 (1996)