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Pinobanksin

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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
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
KEGG
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • 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/s1Key: SUYJZKRQHBQNCA-LSDHHAIUSA-N
  • 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/s1Key: SUYJZKRQHBQNCA-LSDHHAIUBG
SMILES
  • O=C2c3c(O(c1ccccc1)2O)cc(O)cc3O
Properties
Chemical formula 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 , 100 kPa). ☒verify (what is  ?) Infobox references
Chemical compound

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. It is present in sunflower honey.

Pinobanksin is biosynthesized from pinocembrin.

References

  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.

External links

Flavanonols and their glycosides
3-Hydroxyflavanones:
O-methylated flavanonols
dihydroflavonol 3-O-glycosides
Glycosides
Acetylated glycosides
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