Pinobanksin

Pinobanksin
Names

IUPAC name (2S,3R)-3,5,7-Trihydroxy-2-phenyl-chroman-4-one
Other names 3,5,7-trihydroxyflavanone, 3,5,7-trihydroxy-2-phenyl-2,3-dihydro-4H-chromen-4-one
Identifiers
CAS Number	548-82-3^N
3D model (Jmol)	Interactive image
ChEBI	CHEBI:28103^N
ChEMBL	ChEMBL608410^Y
ChemSpider	65962^Y
PubChem	73202
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/s1^Y Key: SUYJZKRQHBQNCA-LSDHHAIUSA-N^Y 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
SMILES O=C2c3c(O[C@H](c1ccccc1)[C@H]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 [77 °F], 100 kPa).
N verify (what is ^YN ?)
Infobox references

Pinobanksin is an antioxidant bioflavonoid (specifically a dihydroflavonol, 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.^[1]

References

↑ 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.

Flavonols and their conjugates

Backbone

Aglycones	3-Hydroxyflavone (synthetic) and derivatives

Aglycones

Conjugates

Glycosides of herbacetin

Glycosides of kaempferol

Glycosides of myricetin

Conjugates of quercetin

Sulfates	Quercetin 3-O-sulfate Quercetin 3,3'-bissulfate Quercetin 3,4'-bissulfate

Glycosides	Avicularin (quercetin-3-O-α-L-arabinofuranoside) CTN-986 Guaijaverin (quercetin 3-O-arabinoside) Heliosin (quercetin 3-digalactoside) Hyperoside (quercetin 3-O-galactoside) Isoquercetin (quercetin 3-O-glucoside) Miquelianin (quercetin 3-O-glucuronide) Quercetin 3,4'-diglucoside Quercetin-3-sophorodide Quercitrin (quercetin 3-O-rhamnoside) Rutin (quercetin rutinoside) Reinutrin (quercetin-3-D-xyloside) Spiraeoside (quercetin 4'-O-glucoside) Taxillusin (galloylated 3-O-glucoside of quercetin°

O-Methylated flavonols

Aglycones

Glycosides

of isorhamnetin	Narcissin (Isorhamnetin 3-O-rutinoside) Isorhamnetin 3-O-glucoside Tamarixetin 7-rutinoside

other	Azalein (Azaleatin 3-O-α-L-rhamnoside) Centaurein (Centaureidin 7-O-glucoside) Eupalin (Eupalitin 3-0-rhamnoside) Eupatolin (Eupatolitin 3-O-rhamnoside) Jacein (Jaceidin 7-O-glucoside) Patulitrin (Patuletin 7-O-glucoside Xanthorhamnin (Rhamnetin glycoside)

Derivative flavonols

Aglycones	Noricaritin Dihydronoricaritin

Glycosides	Amurensin Icariin Phelloside Dihydrophelloside Rutin S

Pyranoflavonols

Aglycones	Karanjachromene

Furanoflavonols

Semisynthetic

Glycosides	Hydroxyethylrutosides Monoxerutin Troxerutin

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