1.0 2010-04-08 22:10:17 UTC 2019-11-26 03:07:16 UTC FDB012640 Ricinoleic acid Occurs in castor oil and other oils e.g. grape and ergot (Claviceps purpurea) Ricinoleic acid (12-hydroxy-9-cis-octadecenoic acid) is an unsaturated omega-9 fatty acid that naturally occurs in 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. Ricinoleic acid is manufactured for industries by saponification or fractional distillation of hydrolyzed castor oil. The zinc salt is used in personal care products, such as deodorants. Ricinoleic acid is found in fats and oils, fruits, and corn. (9Z,12R)-12-hydroxyoctadec-9-enoic acid (9Z)-(12S)-Hydroxyoctadecenoic acid (9Z)-12-Hydroxy-9-octadecenoic acid (9Z)-12-hydroxyoctadec-9-enoic acid (R)-12-Hydroxy-cis-9-octadecenoic acid 12-Hydroxy-(9Z,12R)-9-octadecenoic acid 12-Hydroxy-[R-(Z)]-9-octadecenoic acid 12-Hydroxy-9-octadecenoic acid 12-Hydroxy-cis-9-octadecenoic acid 12-Hydroxy-oleic acid 12-Hydroxyoleic acid 9-Octadecenoic acid, 12-hydroxy-, (9Z,12R)- 9-Octadecenoic acid, 12-hydroxy-, (Z)- 9-Octadecenoic acid, 12-hydroxy-, [R-(Z)]- D-12-Hydroxyoleic acid Flexricin 100 L'acide ricinoleique P -10 acid RCL Ricinelaidic acid Ricinic acid Ricinoleic acid Ricinolic acid Ricinusoleic acid Riconoleic acid C18H34O3 298.4608 298.250794954 (9Z)-12-hydroxyoctadec-9-enoic acid 12-hydroxy-oleic acid 141-22-0 CCCCCCC(O)C\C=C/CCCCCCCC(O)=O InChI=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- WBHHMMIMDMUBKC-XFXZXTDPSA-N belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Long-chain fatty acids Organic compounds Lipids and lipid-like molecules Fatty Acyls Fatty acids and conjugates Aliphatic acyclic compounds Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Hydroxy fatty acids Monocarboxylic acids and derivatives Organic oxides Secondary alcohols Unsaturated fatty acids Alcohol Aliphatic acyclic compound Carbonyl group Carboxylic acid Carboxylic acid derivative Hydrocarbon derivative Hydroxy fatty acid Long-chain fatty acid Monocarboxylic acid or derivatives Organic oxide Organic oxygen compound Organooxygen compound Secondary alcohol Unsaturated fatty acid hydroxy fatty acid long-chain fatty acid monounsaturated fatty acid Liquid logp 6.14 ALOGPS logs -5.07 ALOGPS solubility 2.54e-03 g/l ALOGPS melting_point Mp 5.5° logp 5.4 ChemAxon pka_strongest_acidic 4.99 ChemAxon pka_strongest_basic -1.3 ChemAxon iupac (9Z)-12-hydroxyoctadec-9-enoic acid ChemAxon average_mass 298.4608 ChemAxon mono_mass 298.250794954 ChemAxon smiles CCCCCCC(O)C\C=C/CCCCCCCC(O)=O ChemAxon formula C18H34O3 ChemAxon inchi InChI=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- ChemAxon inchikey WBHHMMIMDMUBKC-XFXZXTDPSA-N ChemAxon polar_surface_area 57.53 ChemAxon refractivity 89.07 ChemAxon polarizability 37.85 ChemAxon rotatable_bond_count 15 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 25148 Specdb::CMs 43804 Specdb::CMs 166407 Specdb::MsMs 321757 Specdb::MsMs 321758 Specdb::MsMs 321759 Specdb::MsMs 369466 Specdb::MsMs 369467 Specdb::MsMs 369468 Specdb::MsMs 2288178 Specdb::MsMs 2288179 Specdb::MsMs 2288180 Specdb::MsMs 2647170 Specdb::MsMs 2647171 Specdb::MsMs 2647172 HMDB34297 28592 #<Reference:0x000055ce304b9ed0> #<Reference:0x000055ce304b9d18> #<Reference:0x000055ce304b9b60> Corn Type 1 specific Zea mays 4577 Fats and oils Unknown generic Fruits Unknown generic Anti leukotriene-D4 401 A substance that diminishes the rate of a chemical reaction. Anti-inflammatory 370 A substance that reduces or suppresses inflammation. Carcinogenic 762 A role played by a chemical compound which is known to induce a process of carcinogenesis by corrupting normal cellular pathways, leading to the acquistion of tumoral capabilities. Prostaglandigenic 1254 Secretogogue 1308 Spermicide 1322 Src Inhibitor-1 1316