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| Naringin | |
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| IUPAC 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 |
| Identifiers | |
| CAS number | [10236-47-2] |
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| Properties | |
| Molecular formula | C27H32O14 |
| Molar mass | 580.541 g/mol |
| Density | ? g/cm3 |
| Melting point |
166 °C |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox references |
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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.
Activity
Naringin exerts a variety of pharmacological effects such as antioxidant activity, blood lipid lowering, anticancer activity, and inhibition of selected drug-metabolizing cytochrome P450 enzymes, including CYP3A4 and CYP1A2, which may result in drug-drug interactions in vivo.[1] Ingestion of naringin and related flavonoids can also affect the intestinal absorption of certain drugs, leading to either an increase or decrease in circulating drug levels. To avoid interference with drug absorption and metabolism, the consumption of citrus (esp. grapefruit) and other juices with medications is contraindicated. [2]
References
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- This page was last modified on 25 September 2008, at 00:48.
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