| Names | |
|---|---|
| IUPAC name (4′,5,7-Trihydroxyflavone)-(3′→8)-(4′,5,7-trihydroxyflavone) | |
| Systematic IUPAC name 8-[5-(5,7-Dihydroxy-4-oxo-4H-1-benzopyran-2-yl)-2-hydroxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one | |
| Other names Didemethyl-ginkgetin 3′,8″-Biapigenin | |
| Identifiers | |
3D model (JSmol) | |
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| KEGG | |
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| Properties | |
| C30H18O10 | |
| Molar mass | 538.464 g·mol−1 |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Amentoflavone is a biflavonoid (bis-apigenin coupled at 8 and 3′ positions, or 3′,8″-biapigenin) constituent of a number of plants includingGinkgo biloba,Chamaecyparis obtusa (hinoki),Biophytum sensitivum,Selaginella tamariscina,[1]Hypericum perforatum (St. John's Wort)[2] andXerophyta plicata.[3]
Amentoflavone can interact with many medications by being a potent inhibitor ofCYP3A4 andCYP2C9, which areenzymes responsible for themetabolism of some drugs in the body.[4] It is also an inhibitor of humancathepsin B.[2]
Amentoflavone has a variety ofin vitro activities including antimalarial activity,[5] anticancer activity (which may, at least in part, be mediated by its inhibition offatty acid synthase),[6][7][8] andantagonist activity at theκ-opioid receptor (Ke = 490 nmol L−1)[9] as well as activity at theallostericbenzodiazepine site of theGABAA receptor as anegative allosteric modulator.[10]