1.02010-04-08 22:10:17 UTC2019-11-26 03:07:16 UTCFDB012640Ricinoleic acidOccurs 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 acid12-Hydroxy-(9Z,12R)-9-octadecenoic acid12-Hydroxy-[R-(Z)]-9-octadecenoic acid12-Hydroxy-9-octadecenoic acid12-Hydroxy-cis-9-octadecenoic acid12-Hydroxy-oleic acid12-Hydroxyoleic acid9-Octadecenoic acid, 12-hydroxy-, (9Z,12R)-9-Octadecenoic acid, 12-hydroxy-, (Z)-9-Octadecenoic acid, 12-hydroxy-, [R-(Z)]-D-12-Hydroxyoleic acidFlexricin 100L'acide ricinoleiqueP -10 acidRCLRicinelaidic acidRicinic acidRicinoleic acidRicinolic acidRicinusoleic acidRiconoleic acidC18H34O3298.4608298.250794954(9Z)-12-hydroxyoctadec-9-enoic acid12-hydroxy-oleic acid141-22-0CCCCCCC(O)C\C=C/CCCCCCCC(O)=OInChI=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 acidsOrganic compoundsLipids and lipid-like moleculesFatty AcylsFatty acids and conjugatesAliphatic acyclic compoundsCarbonyl compoundsCarboxylic acidsHydrocarbon derivativesHydroxy fatty acidsMonocarboxylic acids and derivativesOrganic oxidesSecondary alcoholsUnsaturated fatty acidsAlcoholAliphatic acyclic compoundCarbonyl groupCarboxylic acidCarboxylic acid derivativeHydrocarbon derivativeHydroxy fatty acidLong-chain fatty acidMonocarboxylic acid or derivativesOrganic oxideOrganic oxygen compoundOrganooxygen compoundSecondary alcoholUnsaturated fatty acidhydroxy fatty acidlong-chain fatty acidmonounsaturated fatty acidLiquidlogp6.14logs-5.07solubility2.54e-03 g/lmelting_pointMp 5.5°logp5.4pka_strongest_acidic4.99pka_strongest_basic-1.3iupac(9Z)-12-hydroxyoctadec-9-enoic acidaverage_mass298.4608mono_mass298.250794954smilesCCCCCCC(O)C\C=C/CCCCCCCC(O)=OformulaC18H34O3inchiInChI=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-inchikeyWBHHMMIMDMUBKC-XFXZXTDPSA-Npolar_surface_area57.53refractivity89.07polarizability37.85rotatable_bond_count15acceptor_count3donor_count2physiological_charge-1formal_charge0Specdb::CMs25148Specdb::CMs43804Specdb::CMs166407Specdb::MsMs321757Specdb::MsMs321758Specdb::MsMs321759Specdb::MsMs369466Specdb::MsMs369467Specdb::MsMs369468Specdb::MsMs2288178Specdb::MsMs2288179Specdb::MsMs2288180Specdb::MsMs2647170Specdb::MsMs2647171Specdb::MsMs2647172HMDB3429728592#<Reference:0x000055567453b108>#<Reference:0x000055567453af28>#<Reference:0x000055567453acf8>CornType 1specificZea mays4577Fats and oilsUnknowngenericFruitsUnknowngenericanti inflammatory370A substance that reduces or suppresses inflammation.anti leukotriene-D4401A substance that diminishes the rate of a chemical reaction.carcinogenic762A 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.prostaglandigenic1254secretogogue1308soap1316spermicide1322