(2-Hydroxyethyl) dimethylsulfoxonium chloride

(2-hydroxyethyl) dimethylsulfoxonium chloride.svg (2-Hydroxyethyl)di(methyl)(oxo)-λ4-sulfanium chloride 334026-23-2 correct CAS 163195844 OCC[S+](=O)(C)C.[Cl-] 1S/C4H11O2S.ClH/c1-7(2,6)4-3-5;/h5H,3-4H2,1-2H3;1H/q+1;/p-1 PLNZFRZUPJUJMX-UHFFFAOYSA-M white solid 4 11 2 1 1 1.251 g/cm3 Choline (2-Hydroxyethyl) dimethylsulfoxonium chloride is an organic compound with the formula [HOCH2CH2S(O)(CH3)2]+Cl-. This sulfonium salt has been isolated from sea chervils (genus Alcyonidium) and a single species of sea sponge. It can cause a disease known as Dogger Bank itch.Carle Joergen S. Christophersen Carsten Dogger Bank itch. The allergen is (2-hydroxyethyl)dimethylsulfoxonium ion Journal of the American Chemical Society July 1980 102 15 5107–5108 10.1021/ja00535a053 1980JAChS.102.5107C Fusetani Nobuhiro Marine toxins: An overview Marine Toxins as Research Tools Progress in Molecular and Subcellular Biology 2009 46 1–44 10.1007/978-3-540-87895-7_1 19184583 2009mtrt.book....1F 978-3-540-87892-6 Properties (2-Hydroxyethyl) dimethylsulfoxonium chloride is a colourless to white powder that dissolves in 1,4-dioxane, methanol, chloroform or water. (2-Hydroxyethyl) dimethylsulfoxonium chloride is a salt, with a sulfur atom having a positive charge. Attached to the sulfur are two methyl groups, a double bonded oxygen atom, and an ethanol tail group attached at the number 2 carbon. The structure of this toxin has been confirmed by X-ray crystallography.unit cell dimensions: a = 11.033, b = 13.847 and c = 9.871 Å; space group is PbcaWarabi Kaoru Nakao Yoichi Matsunaga Shigeki Fukuyama Tohru Kan Toshiyuki Yokoshima Satoshi Fusetani Nobuhiro Dogger Bank Itch revisited: isolation of (2-hydroxyethyl) dimethylsulfoxonium chloride as a cytotoxic constituent from the marine sponge Theonella aff. mirabilis Comparative Biochemistry and Physiology Part B: Biochemistry and Molecular Biology January 2001 128 1 27–30 10.1016/S1096-4959(00)00316-X 11163301 References Category:Sponge toxins Category:Sulfonium compounds Category:Chlorides Category:Hydroxyethyl compounds Category:Invertebrate toxins Category:Quaternary compounds Category:Salts