Hesperidin
Hesperidin | |
---|---|
File:Hesperidin structure.svg | |
(2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one | |
style="background: #F8EABA; text-align: center;" colspan="2" | Identifiers | |
CAS number | 520-26-3 |
PubChem | 10621 |
SMILES | Script error: No such module "collapsible list". |
style="background: #F8EABA; text-align: center;" colspan="2" | Properties | |
Molecular formula | C28H34O15 |
Molar mass | 610.56 g mol−1 |
Exact mass | 610.18977 |
(what is this?) (verify) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) | |
Infobox references |
Hesperidin is a flavanone glycoside (flavonoid) (C28H34O15) found abundantly in citrus fruits. Its aglycone form is called hesperetin. Its name is derived from the Hesperides nymphs of Greek mythology. Hesperidin is believed to play a role in plant defense. It acts as an antioxidant according to in vitro studies.[1] In human nutrition, it contributes to the integrity of the blood vessels.[citation needed]
Various preliminary studies reveal novel pharmaceutical properties. Hesperidin reduced cholesterol[2] and blood pressure[3] in rats. In a mouse study, large doses of the glucoside hesperidin decreased bone density loss.[4] Another animal study showed protective effects against sepsis.[5] Hesperidin has anti-inflammatory effects.[6][7]. Hesperidin is also a sedative, possibly acting through opioid or adenosine receptors.[8][9]
Some in vitro results applied only to the aglucone form. Hesperidin also showed the ability to penetrate the blood brain barrier in an in vitro model.[10]
References
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- ↑ Hirata A, Murakami Y, Shoji M, Kadoma Y, Fujisawa S (2005). "Kinetics of radical-scavenging activity of hesperetin and hesperidin and their inhibitory activity on COX-2 expression". Anticancer Res. 25 (5): 3367–74. PMID 16101151.
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- Flavanones
- Glycosides
- Antioxidants
- Bitter compounds
- Phenol ethers
- CS1 maint: Multiple names: authors list