Editing Cannabinoid (section)

==== 2-Arachidonyl glyceryl ether (noladin ether) ====
{{Main|2-Arachidonyl glyceryl ether}}
In 2001, a third, [[ether]]-type endocannabinoid, 2-arachidonyl glyceryl ether (noladin ether), was isolated from [[porcine]] brain.<ref>{{cite journal | vauthors = Hanus L, Abu-Lafi S, Fride E, Breuer A, Vogel Z, Shalev DE, Kustanovich I, Mechoulam R | display-authors = 6 | title = 2-arachidonyl glyceryl ether, an endogenous agonist of the cannabinoid CB1 receptor | journal = Proceedings of the National Academy of Sciences of the United States of America | volume = 98 | issue = 7 | pages = 3662–3665 | date = March 2001 | pmid = 11259648 | pmc = 31108 | doi = 10.1073/pnas.061029898 | doi-access = free | bibcode = 2001PNAS...98.3662H }}</ref> Prior to this discovery, it had been synthesized as a stable analog of 2-AG; indeed, some controversy remains over its classification as an endocannabinoid, as another group failed to detect the substance at "any appreciable amount" in the brains of several different mammalian species.<ref name="Oka 2003">{{cite journal | vauthors = Oka S, Tsuchie A, Tokumura A, Muramatsu M, Suhara Y, Takayama H, Waku K, Sugiura T | display-authors = 6 | title = Ether-linked analogue of 2-arachidonoylglycerol (noladin ether) was not detected in the brains of various mammalian species | journal = Journal of Neurochemistry | volume = 85 | issue = 6 | pages = 1374–1381 | date = June 2003 | pmid = 12787057 | doi = 10.1046/j.1471-4159.2003.01804.x | s2cid = 39905742 | doi-access = free }}</ref> It binds to the CB<sub>1</sub> cannabinoid receptor (''K''<sub>i</sub> = 21.2 [[nanomole|nmol]]/L) and causes sedation, hypothermia, intestinal immobility, and mild antinociception in mice. It binds primarily to the CB<sub>1</sub> receptor, and only weakly to the CB<sub>2</sub> receptor.<ref name="grotenhermen 2005" />