Hesperetin
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| Names | |
|---|---|
| IUPAC name
(S)-2,3-Dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one | |
| Identifiers | |
520-33-2  | |
| 3D model (Jmol) | Interactive image |
| ChEBI | CHEBI:28230 |
| ChEMBL | ChEMBL399121 |
| ChemSpider | 65234 |
| DrugBank | DB01094 |
| ECHA InfoCard | 100.007.538 |
| EC Number | 208-290-2 |
| KEGG | C01709 |
| PubChem | 72281 |
| UNII | Q9Q3D557F1 |
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| |
| Properties | |
| C16H14O6 | |
| Molar mass | 302.28 g·mol−1 |
| Melting point | 226–228 °C (439–442 °F; 499–501 K) |
| Solubility in other solvents | Sol. EtOH, alkalis |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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| Infobox references | |
Hesperetin is a bioflavonoid and, to be more specific, a flavanone.
Glycosides
A variety of glycosides of hesperetin are known, including:
- Hesperidin (hesperetin 7-rutinoside) is a water－insoluble flavonoid glycoside whose solubility is below 5 μg/ml in water.[1] Hesperidin is found in citrus fruits and upon ingestion it releases its aglycone, hesperetin.
- Neohesperidin is the 7-neohesperidoside of hesperetin.
- Hesperetin 7-rhamnoside can be isolated from Cordia obliqua.[2]
Metabolism
Hesperidin 6-O-α-L-rhamnosyl-β-D-glucosidase is an enzyme that uses hesperidin and H2O to produce hesperetin and rutinose. It is found in the hyphomycetes species Stilbella fimetaria.
References
- ↑ Majumdar S.; Srirangam, R. (2009). "Solubility, stability, physicochemical characteristics and in vitro ocular tissue permeability of hesperidin: a natural bioflavonoid". Pharm Res. 26: 1217–1225.
- ↑ J.S. Chauhan, S.K. Srivastava; M. Sultan, Phytochemistry (1978). "Hesperetin 7-rhamnoside from Cordia oblique". 17 (2): 334. doi:10.1016/S0031-9422(00)94187-6.
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