Ricinoleic acid
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| Names | |
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| IUPAC name
(9Z,12R)-12-Hydroxyoctadec-9-enoic acid
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| Other names
R12-Hydroxy-9-cis-octadecenoic acid
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| Identifiers | |
141-22-0  |
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| ChEBI | CHEBI:28592 |
| ChemSpider | 558800 |
| Jmol 3D model | Interactive image |
| PubChem | 643684 |
| UNII | I2D0F69854 |
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| Properties | |
| C18H34O3 | |
| Molar mass | 298.461 g/mol |
| Density | 0.945 g/cm3 |
| Vapor pressure | {{{value}}} |
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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| Infobox references | |
Ricinoleic acid, formally called 12-hydroxy-9-cis-octadecenoic acid is a fatty acid. It is an unsaturated omega-9 fatty acid.[1] 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.
Production
Ricinoleic acid is manufactured for industries by saponification or fractional distillation of hydrolyzed castor oil.[2] The zinc salt is used in personal care products,[3] such as deodorants.[4]
The first attempts to prepare ricinoleic acid were made by Friedrich Krafft in 1888.[5]
Biological activities
Ricinoleic acid exerts analgesic and anti-inflammatory effects.[6]
Ricinoleic acid specifically activates the EP3 prostanoid receptor for prostaglandin E2.[7]
Ricinoleic acid acts as a specific algicide for the control of blue-green algae.[8]
See also
- Castor oil
- Ricinelaidic acid, the trans isomer of ricinoleic acid
- Ricinolein, the triglyceride of ricinoleic acid
- Sodium ricinoleate, the sodium salt of ricinoleic acid
- Polyglycerol polyricinoleate, a polymer of glycerol with ricinoleic acid side chains, used as an emulsifier in chocolate
References
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- ↑ Tom's of Maine - About Our Products
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- ↑ US 4398937, "Selective algaecides for control of cyanochloronta", published 1983
