| Apigenin[1] | |
|---|---|
| IUPAC name |
5,7-Dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
|
| Other names | Apigenine; Chamomile; Apigenol; Spigenin; Versulin |
| Identifiers | |
| CAS number | 520-36-5 |
| PubChem | 5280443&loc |
| SMILES |
OC1=C(C(C=C(C3=CC=C(O)
C=C3)O2)=O)C2=CC(O)=C1 |
| Properties | |
| Molecular formula | C15H10O5 |
| Molar mass | 270.23 g/mol |
| Exact mass | 270.052823 |
| Melting point |
345-350 °C |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
|
| Infobox references | |
Apigenin is a flavone that is the aglycone of several glycosides. It is a yellow crystalline solid that has been used to dye wool.
Apigenin is a potent inhibitor of CYP2C9,[2] an enzyme responsible for the metabolism of many pharmaceutical drugs in the body.
Glycosides
- Apiin, isolated from parsley and celery
- Apigetrin (apigenin-7-glucoside), found in dandelion coffee
- Vitexin (apigenin-8-C-glucoside)
- Isovitexin (apigenin-6-C-glucoside or homovitexin, saponaretin)
- Rhoifolin (Apigenin 7-O-neohesperidoside)
References
- ^ Merck Index, 11th Edition, 763.
- ^ Si Dayong, Wang Y, Zhou Y-H, Guo Y, Wang J, Zhou H, Li Z-S, Fawcett JP (March 2009). "Mechanism of CYP2C9 inhibition by flavones and flavonols". Drug Metabolism and Disposition 37: 629–634.. doi:. http://p4502c.googlepages.com/dmd2.pdf.
External links
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