Naringin
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Naringin | |
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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 flavonone naringenin in humans. Both naringin and hesperetin, which are the aglycones of naringin and hesperidin, occur naturally in citrus fruits.
[edit] 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]
[edit] References
[edit] External links
Biochemicals | Major Families of||
Peptides | Amino acids | Nucleic acids | Carbohydrates | Lipids | Terpenes | Carotenoids | Tetrapyrroles | Enzyme cofactors | Steroids | Flavonoids | Alkaloids | Polyketides | Glycosides | ||
Analogues of nucleic acids: | Types of Glycosides | Analogues of nucleic acids: |
Bond: | O-glycosidic bond | S-glycosidic bond | N-glycosidic bond | |
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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 |