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Naringenin
Chemical compound / From Wikipedia, the free encyclopedia
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Naringenin is a flavanone from the flavonoid group of polyphenols.[2] It is commonly found in citrus fruits, especially as the predominant flavonone in grapefruit.[2]
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Names | |
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IUPAC name
(2S)-4′,5,7-Trihydroxyflavan-4-one | |
Systematic IUPAC name
(2S)-5,7-Dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one | |
Other names
Naringetol; Salipurol; Salipurpol | |
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ECHA InfoCard | 100.006.865 ![]() |
KEGG |
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Properties | |
C15H12O5 | |
Molar mass | 272.256 g·mol−1 |
Melting point | 251 °C (484 °F; 524 K)[1] |
475 mg/L[citation needed] | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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The fate and biological functions of naringenin in vivo are unknown, remaining under preliminary research, as of 2024.[2] High consumption of dietary naringenin is generally regarded as safe, mainly due to its low bioavailability.[2] Taking dietary supplements or consuming grapefruit excessively may impair the action of anticoagulants and increase the toxicity of various prescription drugs.[2]
Similar to furanocoumarins present in citrus fruits, naringenin may evoke CYP3A4 suppression in the liver and intestines, possibly resulting in adverse interactions with common medications.[2][3][4][5]