Khellin

Khellin
Names
	Preferred IUPAC name 4,9-Dimethoxy-7-methyl-5H-furo[3,2-g][1]benzopyran-5-one
	Other names amicardine, corafurone, methafrone, kelourin, rykellin, visammin; ammispasmin, ammivisnagen, gynokhellan, interkellin, interkhellin, amikellin, ammipuran, benecardin, deltoside, kelicorin, khelangin, khellamine, khellanals, khellinorm, medekellin, visammimix, viscardan, visnagalin, kalangin, kelincor
Identifiers
CAS Number	82-02-0 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL44746 ;
ChemSpider	3696 ;
ECHA InfoCard	100.001.267
EC Number	201-392-8;
KEGG	C09010 ;
MeSH	C438920
PubChem CID	3828;
UNII	5G117T0TJZ ;
CompTox Dashboard (EPA)	DTXSID9045267 ;
	InChI InChI=1S/C14H12O5/c1-7-6-9(15)10-11(16-2)8-4-5-18-12(8)14(17-3)13(10)19-7/h4-6H,1-3H3 Key: HSMPDPBYAYSOBC-UHFFFAOYSA-N ; InChI=1/C14H12O5/c1-7-6-9(15)10-11(16-2)8-4-5-18-12(8)14(17-3)13(10)19-7/h4-6H,1-3H3 Key: HSMPDPBYAYSOBC-UHFFFAOYAZ;
	SMILES O(C)c1c2C=COc2c(OC)c3OC(C)=CC(=O)c13;
Properties
Chemical formula	C14H12O5
Molar mass	260.245 g·mol−1
Appearance	colorless needle-shaped crystals
Melting point	154-155 C
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Khellin has been used as an herbal folk medicine, with use in the Mediterranean dating back to Ancient Egypt, to treat a variety of maladies including: renal colic, kidney stones, coronary disease, bronchial asthma, vitiligo, and psoriasis.^[1] It is a major constituent of the plant Visnaga daucoides, also known as Ammi visnaga and as bishop's weed. Once purified, khellin exists as colorless, odorless, bitter-tasting needle-shaped crystals^[2] and is classified as a gamma-pyrone, a furanochromone derivative. In the early 20th century, researchers searched for khellin analogs with lower toxicity and better efficacy. A number of drugs were discovered through this research, such as amiodarone and cromolyn sodium, which are used in current medical practice. Efloxate is also mentioned as analog.^[3]

^ Azim Khan, Muhammad (2014). "Phytochemistry and Medicinal Properties of Ammi Visnaga". Pak. J. Bot. 46 (3): 861–867.
^ Shinde, P B; Laddha, K S (March 2014). "Development of new isolation technique and validated HPLC method development for khellin". Indian Journal of Natural Products and Resources. 5 (1): 40–43.
^ Dewar, H. A.; Horler, A. R.; Newell, D. J. (1959). "A Clinical Trial of Penta-Erythritol Tetranitrate, A Khellin Derivative (Recordil), and Iproniazid in Angina of Effort". Heart. 21 (3): 315–322. doi:10.1136/hrt.21.3.315. ISSN 1355-6037. PMC 1017586. PMID 13816307.

[1] Azim Khan, Muhammad (2014). "Phytochemistry and Medicinal Properties of Ammi Visnaga". Pak. J. Bot. 46 (3): 861–867.

[2] Shinde, P B; Laddha, K S (March 2014). "Development of new isolation technique and validated HPLC method development for khellin". Indian Journal of Natural Products and Resources. 5 (1): 40–43.

[DewarHorler1959-3] Dewar, H. A.; Horler, A. R.; Newell, D. J. (1959). "A Clinical Trial of Penta-Erythritol Tetranitrate, A Khellin Derivative (Recordil), and Iproniazid in Angina of Effort". Heart. 21 (3): 315–322. doi:10.1136/hrt.21.3.315. ISSN 1355-6037. PMC 1017586. PMID 13816307.

[1]

[2]

[3]