| 词条 | Ricinoleic acid |
| 释义 |
| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 477003600 | ImageFile = Ricinoleic acid.svg | ImageSize = 200px | IUPACName = (9Z,12R)-12-Hydroxyoctadec-9-enoic acid | OtherNames = (R)-12-Hydroxy-9-cis-octadecenoic acid |Section1={{Chembox Identifiers | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 558800 | UNII_Ref = {{fdacite|correct|FDA}} | UNII = I2D0F69854 | InChI = 1/C18H34O3/c1-2-3-4-11-14-17(19)15-12-9-7-5-6-8-10-13-16-18(20)21/h9,12,17,19H,2-8,10-11,13-16H2,1H3,(H,20,21)/b12-9-/t17-/m1/s1 | InChIKey = WBHHMMIMDMUBKC-QJWNTBNXBT | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C18H34O3/c1-2-3-4-11-14-17(19)15-12-9-7-5-6-8-10-13-16-18(20)21/h9,12,17,19H,2-8,10-11,13-16H2,1H3,(H,20,21)/b12-9-/t17-/m1/s1 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = WBHHMMIMDMUBKC-QJWNTBNXSA-N | CASNo_Ref = {{cascite|correct|CAS}} | CASNo = 141-22-0 | PubChem = 643684 | ChEBI_Ref = {{ebicite|correct|EBI}} | ChEBI = 28592 | KEGG_Ref = {{keggcite|changed|kegg}} | KEGG = C08365 | SMILES = O=C(O)CCCCCCC\\C=C/C[C@H](O)CCCCCC }} |Section2={{Chembox Properties | Formula = C18H34O3 | MolarMass = 298.461 g/mol | Appearance = | Density = 0.945 g/cm3 | MeltingPt = | BoilingPt = | Solubility = |Section3={{Chembox Hazards | MainHazards = | FlashPt = | AutoignitionPt = }} Ricinoleic acid, formally called 12-hydroxy-9-cis-octadecenoic acid is a fatty acid. It is an unsaturated omega-9 fatty acid[1] and a hydroxy acid. It is a major component of the seed oil obtained from mature Castor plant (Ricinus communis L., Euphorbiaceae) seeds or in sclerotium of ergot (Claviceps purpurea Tul., Clavicipitaceae). About 90% of the fatty acid content in castor oil is the triglyceride formed from ricinoleic acid. ProductionRicinoleic acid is manufactured for industries by saponification or fractional distillation of hydrolyzed castor oil.[2] The zinc salt is used in personal care products such as deodorants.[3] The first attempts to prepare ricinoleic acid were made by Friedrich Krafft in 1888.[4] Biological activitiesRicinoleic acid exerts analgesic and anti-inflammatory effects.[5] Ricinoleic acid specifically activates the EP3 prostanoid receptor for prostaglandin E2.[6] Ricinoleic acid acts as a specific algicide for the control of cyanobacteria (formerly called blue-green algae).[7] See also
References1. ^{{cite book | url=https://books.google.com/?id=INZa6WmqDA8C&pg=PA10&lpg=PA10&dq=Ricinoleic+acid+2-hydroxy-9-cis-octadecenoic+acid#v=onepage&q=Ricinoleic%20acid%202-hydroxy-9-cis-octadecenoic%20acid&f=false | title=The Lipid Handbook | publisher=CRC Press |author1=Frank D. Gunstone |author2=John L. Harwood |author3=Albert J. Dijkstra | year=2007 | location=10 | pages=1472 | isbn=978-1420009675}} 2. ^{{cite journal |vauthors=James AT, Hadaway HC, Webb JP |title=The biosynthesis of ricinoleic acid |journal=Biochem. J. |volume=95 |issue= |pages=448–52 |date=May 1965 |pmid=14340094 |pmc=1214342 }} 3. ^Tom's of Maine - About Our Products 4. ^{{cite journal|title={{fixcaps|THE PURIFICATION OF SODIUM RICINOLEATE}}|first=T.H.|last=Rider|journal=Journal of the American Chemical Society| date=November 1931 |volume=53|issue=11|pages=4130–4133|doi=10.1021/ja01362a031}} 5. ^{{cite journal |vauthors=Vieira C, Evangelista S, Cirillo R, Lippi A, Maggi CA, Manzini S |title=Effect of ricinoleic acid in acute and subchronic experimental models of inflammation |journal=Mediators Inflamm. |volume=9 |issue=5 |pages=223–8 |year=2000 |pmid=11200362 |pmc=1781768 |doi=10.1080/09629350020025737 }} 6. ^{{cite journal |vauthors=Tunaru S, Althoff TF, Nüsing RM, Diener M, Offermanns S |title=Castor oil induces laxation and uterus contraction via ricinoleic acid activating prostaglandin EP3 receptors |journal=Proc Natl Acad Sci USA |volume=109 |issue=23 |pages=9179–9184 |year=2012 |pmid=22615395 |pmc=3384204 |doi=10.1073/pnas.1201627109}} 7. ^{{cite patent |vauthors=van Aller RT, Pessoney GF |title=Selective algaecides for control of cyanochloronta |country=US | number = 4398937 |pubdate=1983 }} 3 : Fatty acids|Hydroxy acids|Castor oil plant |
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