methyl ricinoleate
9-octadecenoic acid, 12-hydroxy-, methyl ester, (R-(Z))- (9CI)
Identification
| Name | methyl ricinoleate |
| CAS Number | 141-24-2 |
| EINECS | 205-472-3 |
| FDA UNII | 90FDR3O96Y |
| Molecular Formula | C19 H36 O3 |
| Molecular Weight | 312.49352000 |
| MDL Number | MFCD00046712 |
| Nikkaji Number | J427.132G |
| Beilstein | 6132055 |
Regulatory
| FDA Mainterm (IAUFC) | 141-24-2 ; METHYL RICINOLEATE |
Physical Properties
| Assay | 92.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 411.00 to 413.00 °C. @ 760.00 mm Hg (est) |
| Flash Point | 310.00 °F. TCC ( 154.60 °C. ) (est) |
| logP (o/w) | 6.205 (est) |
| Soluble in | alcohol |
| Insoluble in | water |
Cosmetic Information
| CosIng | cosmetic data |
| Cosmetic Uses | skin conditioning |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | emollients |
| Recommendation for methyl ricinoleate usage levels up to | not for fragrance use. |
| Recommendation for methyl ricinoleate flavor usage levels up to | not for flavor use. |
Potential Uses
Natural Occurrence
Synonyms
castor oil acid, methyl ester
flexricin P-1
12-
hydroxy-9-octadecenoic acid methyl ester
methyl (9Z)-12-hydroxy-9-octadecenoate
methyl (Z)-12-hydroxyoctadec-9-enoate
methyl 12-hydroxy-9-octadecenoate
9-
octadecenoic acid, 12-hydroxy-, methyl ester
9-
octadecenoic acid, 12-hydroxy-, methyl ester, (9Z,12R)-
9-
octadecenoic acid, 12-hydroxy-, methyl ester, (R-(Z))- (9CI)
9-
octadecenoic acid, 12-hydroxy-, methyl ester, (Z)-
ricinoleic acid methyl ester
ricinoleic acid, methyl ester
PubMed:
Synthesis and evaluation of antioxidant and antifungal activities of novel ricinoleate-based lipoconjugates of phenolic acids.
PubMed:
Methyl ricinoleate as platform chemical for simultaneous production of fine chemicals and polymer precursors.
PubMed:
Integration of gas chromatography mass spectrometry methods for differentiating ricin preparation methods.
PubMed:
Fed-batch versus batch cultures of Yarrowia lipolytica for γ-decalactone production from methyl ricinoleate.
PubMed:
Expression of POX2 gene and disruption of POX3 genes in the industrial Yarrowia lipolytica on the γ-decalactone production.
PubMed:
Estolides synthesis catalyzed by immobilized lipases.
PubMed:
Metathesis of fatty acid ester derivatives in 1,1-dialkyl and 1,2,3-trialkyl imidazolium type ionic liquids.
PubMed:
Oil-in-water emulsions characterization by laser granulometry and impact on γ-decalactone production in Yarrowia lipolytica.
PubMed:
A design-of-experiments approach for the optimization and understanding of the cross-metathesis reaction of methyl ricinoleate with methyl acrylate.
PubMed:
Poly (ricinoleic acid) based novel thermosetting elastomer.
PubMed:
Final report on the safety assessment of Ricinus Communis (Castor) Seed Oil, Hydrogenated Castor Oil, Glyceryl Ricinoleate, Glyceryl Ricinoleate SE, Ricinoleic Acid, Potassium Ricinoleate, Sodium Ricinoleate, Zinc Ricinoleate, Cetyl Ricinoleate, Ethyl Ricinoleate, Glycol Ricinoleate, Isopropyl Ricinoleate, Methyl Ricinoleate, and Octyldodecyl Ricinoleate.
PubMed:
Decalactone production by Yarrowia lipolytica under increased O2 transfer rates.
PubMed:
Metabolism of fatty acid in yeast: characterisation of beta-oxidation and ultrastructural changes in the genus Sporidiobolus sp. cultivated on ricinoleic acid methyl ester.
PubMed:
Surface properties of Yarrowia lipolytica and their relevance to gamma-decalactone formation from methyl ricinoleate.
PubMed:
Phospholipase-mediated preparation of 1-ricinoleoyl-2-acyl-sn-glycero-3-phosphocholine from soya and egg phosphatidylcholine.
PubMed:
Deuterium NMR used to indicate a common mechanism for the biosynthesis of ricinoleic acid by Ricinus communis and Claviceps purpurea.
PubMed:
Synthesis of novel tri- and tetrasubstituted C18 furan fatty esters.
PubMed:
Lipase-catalyzed methanolysis of triricinolein in organic solvent to produce 1,2(2,3)-diricinolein.
PubMed:
Catabolism of hydroxyacids and biotechnological production of lactones by Yarrowia lipolytica.
PubMed:
Increased electron donor and electron acceptor characters enhance the adhesion between oil droplets and cells of Yarrowia lipolytica as evaluated by a new cytometric assay.
PubMed:
Role of beta-oxidation enzymes in gamma-decalactone production by the yeast Yarrowia lipolytica.
PubMed:
Metabolism of 1-acyl-2-oleoyl-sn-glycero-3-phosphoethanolamine in castor oil biosynthesis.
PubMed:
Metabolism of ricinoleic acid into gamma-decalactone: beta-oxidation and long chain acyl intermediates of ricinoleic acid in the genus Sporidiobolus sp.
PubMed:
Medium-size droplets of methyl ricinoleate are reduced by cell-surface activity in the gamma-decalactone production by Yarrowia lipolytica.
PubMed:
Involvement of acyl coenzyme A oxidase isozymes in biotransformation of methyl ricinoleate into gamma-decalactone by Yarrowia lipolytica.
PubMed:
In situ detoxification of the fermentation medium during gamma-decalactone production with the yeast sporidiobolus salmonicolor
PubMed:
Fatty acid accumulation in the yeast Sporidiobolus salmonicolor during batch production of gamma-decalactone.
PubMed:
Detection of ergot (Claviceps purpurea) in a dairy feed component by gas chromatography and mass spectrometry.
PubMed:
Ultrasound-assisted synthesis of santalbic acid and a study of triacylglycerol species in Santalum album (Linn.) seed oil.
PubMed:
Nuclear magnetic resonance spectroscopic analysis of homoallylic and bis homoallylic substituted methyl fatty ester derivatives.
PubMed:
Bioconversion of methyl ricinoleate to 4-hydroxy-decanoic acid and to gamma-decalactone by yeasts of the genus Candida.
PubMed:
Ultrasound in fatty acid chemistry: synthesis of a 1-pyrroline fatty acid ester isomer from methyl ricinoleate.
PubMed:
Preparation and properties of gem-dichlorocyclopropane derivatives of long-chain fatty esters.
PubMed:
Fluorescence formation from the interaction of DNA with lipid oxidation degradation products.
PubMed:
NMR chemical shift reagents in structural determination of lipid derivatives. 3. Methyl ricinoleate and methyl 12-hydroxystearate.
PubMed:
The GLC and TLC resolution of diastereoisomeric polyhydroxystearates and assignment of configurations.