10219-70-2

Basic information

• Product Name: (R,9Z,11E)-13-Hydroxy-9,11-octadecadienoic acid methyl ester
• Synonyms: (+)-Coriolic acid methyl;(R,9Z,11E)-13-Hydroxy-9,11-octadecadienoic acid methyl ester;[9Z,11E,R,(+)]-13-Hydroxy-9,11-octadecadienoic acid methyl ester
• CAS NO: 10219-70-2
• Molecular Formula: C₁₉H₃₄O₃
• Molecular Weight: 0
• Mol File: 10219-70-2.mol
• Article Data: 21

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (R,9Z,11E)-13-Hydroxy-9,11-octadecadienoic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (R,9Z,11E)-13-Hydroxy-9,11-octadecadienoic acid methyl ester(10219-70-2)
• EPA Substance Registry System: (R,9Z,11E)-13-Hydroxy-9,11-octadecadienoic acid methyl ester(10219-70-2)

Safety Data

• Hazardous Substances Data: 10219-70-2(Hazardous Substances Data)

Usage

Description

(R,9Z,11E)-13-Hydroxy-9,11-octadecadienoic acid methyl ester is a chemical compound that belongs to the class of organic compounds known as long-chain fatty acids and derivatives. It is a fatty acid methyl ester, which is a type of fatty acid that is esterified with a methyl group. (R,9Z,11E)-13-Hydroxy-9,11-octadecadienoic acid methyl ester is derived from linoleic acid, an omega-6 polyunsaturated fatty acid found in various vegetable oils.

Uses

Used in the Food Industry:
(R,9Z,11E)-13-Hydroxy-9,11-octadecadienoic acid methyl ester is used as an emulsifier and stabilizer for [application reason] maintaining the consistency and texture of various food products.
Used in the Cosmetics and Personal Care Industry:
(R,9Z,11E)-13-Hydroxy-9,11-octadecadienoic acid methyl ester is used as an ingredient in cosmetics and personal care products for [application reason] providing emulsification and stabilization properties, which contribute to the product's texture and shelf life.
Used in Pharmaceutical Research:
(R,9Z,11E)-13-Hydroxy-9,11-octadecadienoic acid methyl ester is studied for its potential health benefits as [application type] a pharmaceutical candidate for [application reason] its anti-inflammatory and anti-cancer properties, which may contribute to the development of new treatments for various health conditions.

Upstream product

• 112-63-0 Methyl linoleate 
• 118908-10-4 (E)-(R)-4-(tert-Butyl-diphenyl-silanyloxy)-non-2-enal 
• 119009-01-7 (E)-(R)-1,1-Dimethoxy-non-2-en-4-ol 
• 109296-10-8 4-hydroxy-trans-2-nonenal-dimethylacetal 
• 693-25-4 n-pentylmagnesium bromide 
• 18652-40-9 12,13-epoxy-(9Z)-octadecen-1-oic acid methyl ester 
• 96700-36-6 benzoate of 13-hydroxy-(Z)-9-(E)-11-octadecadienonic acid methylester 
• 6410-93-1 methyl coriolate 
• 948310-68-7 12-13-monoepoxy-9-octadecenoic acid 
• 186581-53-3 diazomethane 
• 403619-53-4 Benzoic acid (2E,4Z)-(R)-12-methoxycarbonyl-1-pentyl-dodeca-2,4-dienyl ester 
• 118908-11-5 ether silyle du coriolate de methyle 
• 60-33-3 linoleic acid 
• 6542-05-8 1,2-Dilinoleoyl-sn-glycerol-3-phosphorylcholine 

Downstream Products

• 98524-17-5 methyl 13(S)-(benzoyloxy)octadeca-9(Z),11(E)-dienoate 
• 403619-53-4 Benzoic acid (2E,4Z)-(R)-12-methoxycarbonyl-1-pentyl-dodeca-2,4-dienyl ester 
• 2540-76-3 Methyl-13-hydroxystearat 
• 96700-36-6 benzoate of 13-hydroxy-(Z)-9-(E)-11-octadecadienonic acid methylester 
• 10219-69-9 (R,S)-coriolic acid 

Relevant articles and documents

Synthesis of both enantiomers of the docosahexaenoic acid ester of 13-hydroxyoctadecadienoic acid (13-DHAHLA)

Recently, several different classes of endogenous lipids have been reported that display antidiabetic and anti-inflammatory effects. Due to their minute presence in human samples, access to synthetic material of each enantiomer becomes necessary for exact structural elucidation and extensive biological evaluation. Herein we report the multi-milligram synthesis of both enantiomers of the docosahexaenoic acid ester of 13-hydroxyoctadecadienoic acid (13-DHAHLA) from commercially available starting materials.

Quantitation of hydroperoxy-, keto- and hydroxy-dienes during oxidation of FAMEs from high-linoleic and high-oleic sunflower oils

The objective of this work was to study the quantitative formation of hydroperoxydienes, ketodienes and hydroxydienes during autoxidation at 40 °C of fatty acid methyl esters derived from two sunflower oils with different degree of unsaturation, high-linoleic sunflower oil and high-oleic sunflower oil. The analysis of the oxidation compounds was carried out by NP-HPLC-UV and results were compared to the specific extinction at 232 nm (K 232) and the peroxide value (PV). Analysis of FAME polymers by HPSEC was also performed to discard samples of advanced oxidation. Results showed that the contents of hydroperoxydienes with respect to the PV were higher for the high linoleic (HL) sample. At the end of the period of slow polymerization (ΔPol ≤ 1 wt%), the content of hydroperoxydienes was found to be 86.0 and 30.7 μg/mg for the HL and high oleic (HO) samples, respectively. Throughout this period, hydroperoxydienes constituted around 90 and 50 wt% of the total hydroperoxides in the HL and HO samples, respectively, suggesting that a significant oxidation of oleic acid also occurred in both samples. The contents of ketodienes and hydroxydienes as a whole constituted 2-3 wt% of the diene compounds analyzed at the end of the period of slow polymerization. Higher contents of ketodienes than of hydroxydienes were found throughout the oxidation time, and the ratio between the contents of ketodienes and hydroxydienes increased with a factor that changed from 1 to 2 throughout the period of slow polymerization.

Antioxidant activity of the new thiosulfinate derivative, S-benzyl phenylmethanethiosulfinate, from Petiveria alliacea L.

The antioxidant effects of the new thiosulfinate derivative, S-benzyl phenylmethanethiosulfinate (BPT), against the oxidation of cumene and methyl linoleate (ML) in chlorobenzene were studied in detail using HPLC. The results showed that BPT provided effe