ChemicalBook Product Catalog Chemical Reagents Organic reagents Esters Methyl ester compound METHYL LINOLENATE

METHYL LINOLENATE

METHYL LINOLENATE Basic information
Product Name:METHYL LINOLENATE
Synonyms:12,15-Octadecatrienoicacid,methylester,(Z,Z,Z)-9;15-octadecatrienoicacid,methylester,(z,z,z)-12;cis,cis,cis-octadeca-9,12,15-trienoicacidmethylester;Methyl (9Z,12Z,15Z)-9,12,15-octadecatrienoate;Methyl all-cis-9,12,15-octadecatrienoate;Methyl alpha-linolenate;Methyl linolenate, alpha;Methyl Linolenate (5 x 50 mg)
CAS:301-00-8
MF:C19H32O2
MW:292.46
EINECS:206-102-3
Product Categories:Biochemistry;Higher Fatty Acids & Higher Alcohols;Unsaturated Higher Fatty Acid Esters;Analytical Chemistry;Fatty Acid Methyl Esters (GC Standard);Standard Materials for GC
Mol File:301-00-8.mol
METHYL LINOLENATE Structure
METHYL LINOLENATE Chemical Properties
Melting point -57℃
Boiling point 182 °C/3 mmHg (lit.)
density 0.895 g/mL at 25 °C (lit.)
FEMA 3411 | METHYL LINOLEATE (48%) METHYL LINOLENATE (52%) MIXTURE
refractive index n20/D 1.470(lit.)
Fp 113 °C
storage temp. -20°C
solubility Chloroform (Sparingly), Ethyl Acetate (Slightly), Methanol (Slightly)
form Liquid
color Clear colorless
JECFA Number346
BRN 1728194
Stability:Light Sensitive
InChIKeyDVWSXZIHSUZZKJ-YSTUJMKBSA-N
LogP6.96
CAS DataBase Reference301-00-8(CAS DataBase Reference)
EPA Substance Registry System9,12,15-Octadecatrienoic acid, methyl ester, (9Z,12Z,15Z)- (301-00-8)
Safety Information
Hazard Codes Xn
Risk Statements 40-67-36/37/38
Safety Statements 23-24/25-36/37-26
RIDADR UN 1593 6.1/PG 3
WGK Germany 1
HS Code 29161500
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
METHYL LINOLENATE Usage And Synthesis
Chemical Propertiesclear colorless liquid
OccurrenceReported found in banana, grape, grapefruit juice, melon, strawberries, mushroom and cassava.
UsesMethyl Linolenate has potential application towards human lung carcinoma cell lines, displaying cytotoxicity. Essential oil component.
DefinitionChEBI: Methyl linolenate is a fatty acid methyl ester derived from alpha-linolenic acid. It has a role as a plant metabolite and an insect attractant. It is functionally related to an alpha-linolenic acid.
Chemical ReactivityMethyl linolenate has two bis-allylic methylene groups and reacts twice as fast with oxygen as linoleate. Linoleate was 40 times more reactive than oleate, and linolenate was 2.4 times more reactive than linoleate. The two bis-allylic methylene groups in linolenate act independently and are not activated by each other. 
Biochem/physiol ActionsMethyl linolenate, a polyunsaturated fattly acid (PUFA), is used in studies on the mechanisms and prevention of oxidation/peroxidation of unsaturated fatty acids. Methyl linolenate is being studied as a possible skin whitening agent with anti-melanogenesis activity.
BEHENYL LINOLENATE 1-OCTADECANOYL-2-[CIS-9,12-OCTADECADIENOYL]-SN-GLYCERO-3-PHOSPHOCHOLINE PALMITYL LINOLEATE 1,2-DILINOLEOYL-SN-GLYCERO-3-PHOSPHOCHOLINE ARACHIDYL LINOLENATE 1,3-DILINOLENIN FATTY ACID METHYL ESTER MIXTURE 06-8449-16 MYRISTOLEYL LINOLENATE TRILINOLENIN PALMITOLEYL LINOLENATE LINOLENYL LINOLENATE METHYL LINOLENATE DELTA 9 CIS, 12 CIS, 15 CIS MONOLINOLENIN 9,12,15-OCTADECATRIENOIC ACID METHYL ESTER MYRISTYL LINOLENATE STEARYL LINOLENATE Cholesteryl linolenate OLEYL LINOLENATE Linolenic Acid Methyl Ester
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