Lactucin

Lactucin
Names
	IUPAC name (3aR,4R,9aS,9bR)-4-Hydroxy-9-(hydroxymethyl)-6-methyl-3-methylene-4,5,9a,9b-tetrahydro-3aH-azuleno[5,4-d]furan-2,7-dione
Identifiers
CAS Number	1891-29-8 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:6358 ;
ChemSpider	717609 ;
KEGG	C09489 ;
PubChem CID	821383;
	InChI InChI=1S/C15H16O5/c1-6-3-9(17)12-7(2)15(19)20-14(12)13-8(5-16)4-10(18)11(6)13/h4,9,12-14,16-17H,2-3,5H2,1H3/t9-,12-,13+,14+/m1/s1 Key: VJQAFLAZRVKAKM-QQUHWDOBSA-N ; InChI=1/C15H16O5/c1-6-3-9(17)12-7(2)15(19)20-14(12)13-8(5-16)4-10(18)11(6)13/h4,9,12-14,16-17H,2-3,5H2,1H3/t9-,12-,13+,14+/m1/s1 Key: VJQAFLAZRVKAKM-QQUHWDOBBA;
	SMILES CC1=C2[C@@H]([C@@H]3[C@@H]([C@@H](C1)O)C(=C)C(=O)O3)C(=CC2=O)CO;
Properties
Chemical formula	C15H16O5
Molar mass	276.28 g/mol
Appearance	White crystalline solid
	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

Lactucin is a bitter substance that forms a white crystalline solid and belongs to the group of sesquiterpene lactones. It is found in some varieties of lettuce and is an ingredient of lactucarium. It has been shown to have analgesic and sedative properties.[1] It has also shown some antimalarial effects.[2] It is also found in dandelion coffee.

It acts as an adenosine receptor agonist.[3]

References

Wesołowska A, Nikiforuk A, Michalska K, Kisiel W, Chojnacka-Wójcik E (2006). "Analgesic and Sedative Activities of Lactucin and some Lactucin-Like Guaianolides in Mice". Journal of Ethnopharmacology. 107 (2): 254–258. doi:10.1016/j.jep.2006.03.003. PMID 16621374.
Bischoff TA, Kelley CJ, Karchesy Y, Laurantos M, Nguyen-Dinh P, Arefi AG (2004). "Antimalarial Activity of Lactucin and Lactucopicrin: Sesquiterpene Lactones Isolated from Cichorium intybus L.". Journal of Ethnopharmacology. 95 (2–3): 455–457. doi:10.1016/j.jep.2004.06.031. PMID 15507374.
Qasem, Jamal R (2015-04-01). "Prospects of wild medicinal and industrial plants of saline habitats in the Jordan Valley". Pakistan Journal of Botany. 47 (2). ISSN 0556-3321.

This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.

[1] Wesołowska A, Nikiforuk A, Michalska K, Kisiel W, Chojnacka-Wójcik E (2006). "Analgesic and Sedative Activities of Lactucin and some Lactucin-Like Guaianolides in Mice". Journal of Ethnopharmacology. 107 (2): 254–258. doi:10.1016/j.jep.2006.03.003. PMID 16621374.

[2] Bischoff TA, Kelley CJ, Karchesy Y, Laurantos M, Nguyen-Dinh P, Arefi AG (2004). "Antimalarial Activity of Lactucin and Lactucopicrin: Sesquiterpene Lactones Isolated from Cichorium intybus L.". Journal of Ethnopharmacology. 95 (2–3): 455–457. doi:10.1016/j.jep.2004.06.031. PMID 15507374.

[3] Qasem, Jamal R (2015-04-01). "Prospects of wild medicinal and industrial plants of saline habitats in the Jordan Valley". Pakistan Journal of Botany. 47 (2). ISSN 0556-3321.

Lactucin

See also

References