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Pinobanksin

From Wikipedia, the free encyclopedia
Pinobanksin
Names
IUPAC name
(2R,3R)-3,5,7-Trihydroxyflavan-4-one
Systematic IUPAC name
(2R,3R)-3,5,7-Trihydroxy-2-phenyl-2,3-dihydro-4H-1-benzopyran-4-one
Other names
3,5,7-trihydroxy-2-phenyl-2,3-dihydro-4H-chromen-4-one
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
KEGG
UNII
  • InChI=1S/C15H12O5/c16-9-6-10(17)12-11(7-9)20-15(14(19)13(12)18)8-4-2-1-3-5-8/h1-7,14-17,19H/t14-,15+/m0/s1 checkY
    Key: SUYJZKRQHBQNCA-LSDHHAIUSA-N checkY
  • InChI=1/C15H12O5/c16-9-6-10(17)12-11(7-9)20-15(14(19)13(12)18)8-4-2-1-3-5-8/h1-7,14-17,19H/t14-,15+/m0/s1
    Key: SUYJZKRQHBQNCA-LSDHHAIUBG
  • O=C2c3c(O[C@H](c1ccccc1)[C@H]2O)cc(O)cc3O
Properties
C15H12O5
Molar mass 272.25 g/mol
Density 1.497 g/mL
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Pinobanksin is an antioxidant bioflavonoid (specifically a flavanonol, a category of flavonol) that inhibits peroxidation of low density lipoprotein and it has electron donor properties reducing alpha-tocopherol radicals.[citation needed] It is present in sunflower honey.[1]

Pinobanksin is biosynthesized from pinocembrin.

References

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  1. ^ Sabatier, S.; Amiot, M.J.; Tacchini, M.; Aubert, S. (1992). "Identification of Flavonoids in Sunflower Honey". Journal of Food Science. 57 (3): 773. doi:10.1111/j.1365-2621.1992.tb08094.x.
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