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Naringin

Naringin

Systematic name	7-[[2-O-(6-Deoxy-α-L-mannopyranosyl)-β-D- glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy- 2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
Other names	Naringin 4',5,7-Trihydroxyflavanone-7-rhamnoglucoside 4',5,7-Trihydroxyflavanone-7-rutinoside
Chemical formula	C₂₇H₃₂O₁₄
Molecular mass	580.541 g/mol
Density	? g/cm³
Melting point	166 °C
CAS number	[10236-47-2]
SMILES	OC(C=C3)=CC=[C@@]3[C@@H]2CC(C1=C(O) C=C(O[C@H]4[C@H](O[C@]5([H])O[C@@H] (C)[C@H](O)[C@@H](O)[C@H]5O)[C@@H](O) [C@H](O)[C@@H](CO)O4)C=C1O2)=O
Disclaimer and references

Naringin is the major flavonoid glycoside in grapefruit and gives grapefruit juice its bitter taste. It is metabolized to the flavanone naringenin in humans. Both naringenin and hesperetin, which are the aglycones of naringin and hesperidin, occur naturally in citrus fruits.

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Activity

Narinigin exerts a variety of pharmacological effects such as antioxidant activity, blood lipid-lowering, anticarcinogenic activity, and inhibition of selected cytochrome P450 enzymes including CYP3A4 and CYP1A2, which may result in several drug interactions in-vitro. ^[1]

References

^ Grapefruit Juice and Medications

Bond:	O-glycosidic bond \| S-glycosidic bond \| N-glycosidic bond
Geometry:	α-Glycoside \| β-Glycoside \| 1,4-Glycoside \| 1,6-Glycoside
Glycone:	Glucoside \| Fructoside \| Glucuronide
Aglycone:	Alcoholic glycoside \| Anthraquinone glycoside \| Coumarin glycoside \| Cyanogenic glycoside \| Flavonoid glycoside \| Phenolic glycoside \| Saponin \| Cardiac glycoside \| Steviol glycoside \| Thioglycoside \| Glycosylamine \| Bufanolide \| Cardenolide