Prunin

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Prunin

Other names Naringenin-7-O-glucoside
Identifiers
	PubChem	92794
	ChEBI	CHEBI:28327
Jmol-3D images	{{#if:C1[C@H](OC2=CC(=CC(=C2C1=O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O) O)C4=CC=C(C=C4)O\|Image 1
SMILES C1[C@H](OC2=CC(=CC(=C2C1=O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O) O)C4=CC=C(C=C4)O
Properties
Molecular formula	C₂₁H₂₂O₁₀
Molar mass	434.39 g mol⁻¹
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Prunin is a flavanone glycoside found in immature citrus fruits.^[1]^[2] Its aglycone form is called naringenin.

References

↑ Berhow, Mark A.; Vandercook, Carl E. (1989). "Biosynthesis of naringin and prunin in detached grapefruit". Phytochemistry 28 (6): 1627–1630. doi:10.1016/S0031-9422(00)97813-0. ISSN 0031-9422.
↑ Castillo, Julian.; Benavente, Obdulio.; del Rio, Jose A. (1993). "Hesperetin 7-O-glucoside and prunin in Citrus species (C. aurantium and C. paradisi). A study of their quantitative distribution in immature fruits and as immediate precursors of neohesperidin and naringin in Citrus aurantium". Journal of Agricultural and Food Chemistry 41 (11): 1920–1924. doi:10.1021/jf00035a021. ISSN 0021-8561.

Habelt, Konrad; Pittner, Fritz (1983). "A rapid method for the determination of naringin, prunin, and naringenin applied to the assay of naringinase". Analytical Biochemistry 134 (2): 393–397. doi:10.1016/0003-2697(83)90314-7. ISSN 0003-2697.

v t e Flavanones and their glycosides

Flavanones	Alpinetin Butin Eriodictyol Naringenin Pinocembrin

O-methylated flavanones	Hesperetin Homoeriodictyol Isosakuranetin Sakuranetin Sterubin

C-methylated flavanones	Poriol

Glycosides	Eriocitrin Neoeriocitrin Hesperidin Liquiritin Naringin (Naringenin-7-rutinoside) Narirutin Poncirin Sakuranin

Acetylated	8-Prenylnaringenin Isoxanthohumol Sophoraflavanone G

Acetylated glycosides	Nirurin

v t e Glycosides

Bond	O-glycosidic bond N-glycosidic bond S-glycosidic bond C-glycosidic bond

Geometry	α-Glycoside β-Glycoside 1,4-Glycoside 1,6-Glycoside

Glycone	Fructoside Galactoside Glucoside Glucuronide Rhamnoside Riboside

Aglycone	Alcoholic glycoside Anthraquinone glycoside Cardiac glycoside Bufadienolide Cardenolide Coumarin glycoside Cyanogenic glycoside Flavonoid glycoside Glycosylamine Phenolic glycoside Saponin Steviol glycoside Thioglycoside

Biochemical families: carbohydrates alcohols glycoproteins glycosides lipids eicosanoids fatty acids / intermediates phospholipids sphingolipids steroids nucleic acids constituents / intermediates proteins Amino acids / intermediates tetrapyrroles / intermediates

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