11,12-dihydro-5,10-dioxatetraphene-11,12-dione

• ChemBase ID: 169473
• Molecular Formular: C16H8O4
• Molecular Mass: 264.23232
• Monoisotopic Mass: 264.04225874
• SMILES: c1ccc2c(c1)oc1c(c2=O)c(=O)oc2c1cccc2
• Canonical SMILES: O=c1oc2ccccc2c2c1c(=O)c1ccccc1o2
• InChI: InChI=1S/C16H8O4/c17-14-9-5-1-3-7-11(9)19-15-10-6-2-4-8-12(10)20-16(18)13(14)15/h1-8H
• InChIKey: RFWULRHBGYKEEZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 11,12-dihydro-5,10-dioxatetraphene-11,12-dione
• IUPAC Traditional name: frutinone A
• Synonyms: 6H,7H-[1]Benzopyrano[4,3-b][1]benzopyran-6,7-dione; Frutinone A

Database IDs

• CAS Number: 38210-27-4
• PubChem SID: 162263605
• PubChem CID: 441965

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.2019014
• LogD (pH = 7.4): 2.2019014
• Log P: 2.2019014
• Molar Refractivity: 71.5342 cm^3
• Polarizability: 27.126202 Å^3
• Polar Surface Area: 52.6 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - F795800

Used in the new synthesis of coumarino(3,4:3',2')chromones. An antioxidant.

REFERENCES

• Born, M., et al.: Helv. Chim. Acta, 79, 1147 (1996)