Hispidulin

Hispidulin

Names
IUPAC name 4′,5,7-Trihydroxy-6-methoxyflavone
Systematic IUPAC name 5,7-Dihydroxy-2-(4-hydroxyphenyl)-6-methoxy-4H-1-benzopyran-4-one
Identifiers
CAS Number	1447-88-7  N
3D model (JSmol)	Interactive image
ChEBI	CHEBI:75902
ChemSpider	4444947
ECHA InfoCard	100.229.713
EC Number	802-856-8
KEGG	C10058
PubChem CID	5281628
UNII	N7F61604C2
CompTox Dashboard (EPA)	DTXSID30162786
InChI InChI=1S/C16H12O6/c1-21-16-11(19)7-13-14(15(16)20)10(18)6-12(22-13)8-2-4-9(17)5-3-8/h2-7,17,19-20H,1H3 Key: IHFBPDAQLQOCBX-UHFFFAOYSA-N InChI=1/C16H12O6/c1-21-16-11(19)7-13-14(15(16)20)10(18)6-12(22-13)8-2-4-9(17)5-3-8/h2-7,17,19-20H,1H3 Key: IHFBPDAQLQOCBX-UHFFFAOYAV
SMILES COc1c(O)cc2oc(cc(=O)c2c1O)-c1ccc(O)cc1
Properties
Chemical formula	C16H12O6
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Hispidulin is a naturally occurring flavone with potential antiepileptic activity in rats and gerbils. ^{[1] [2]} It is found in plants including Grindelia argentina , Arrabidaea chica , Saussurea involucrate , Crossostephium chinense , Artemisia , and Salvia . ^[3]

Complementary medicine

In traditional and complementary medicine it is claimed to have "antioxidant, antifungal, anti-inflammatory, antimutagenic, and antineoplastic properties". ^[3]

Notes

1. Hispidulin inhibits the release of glutamate in rat cerebrocortical nerve terminals. Lin TY1, Lu CW, Wang CC, Lu JF, Wang SJ. Toxicol Appl Pharmacol. 2012 Sep 1;263(2):233-43. doi: 10.1016/j.taap.2012.06.015. Epub 2012 Jul 1.
2. The flavone hispidulin, a benzodiazepine receptor ligand with positive allosteric properties, traverses the blood–brain barrier and exhibits anticonvulsive effects, Dominique Kavvadias et al, British Journal of Pharmacology (2004) 142, 811–820
3. Kanika Patel, Dinesh Kumar Patel, Medicinal importance, pharmacological activities, and analytical aspects of hispidulin: A concise report, Journal of Traditional and Complementary Medicine, 2016, ISSN 2225-4110, https://dx.doi.org/10.1016/j.jtcme.2016.11.003.