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GAMMA-LINOLENIC ACID METHYL ESTER

CAS No.
16326-32-2
Chemical Name:
GAMMA-LINOLENIC ACID METHYL ESTER
Synonyms
METHYL GLA;LIGAMO-007;(6Z,9Z,12Z);FAME 18:3N-6;METHYLG-LINOLENATE;Methyl y-linolenate;METHYL-GAMA-LINOLENATE;METHYL GAMMA-LINOLENATE;Caprylic Acid Impurity 72;Methyl γ-linolenate(C18:3)
CBNumber:
CB2454755
Molecular Formula:
C19H32O2
Molecular Weight:
292.46
MDL Number:
MFCD00010455
MOL File:
16326-32-2.mol
MSDS File:
SDS
Last updated:2024-11-20 11:41:24

GAMMA-LINOLENIC ACID METHYL ESTER Properties

Boiling point 162 °C0.5 mm Hg(lit.)
Density 0.9019 g/cm3
refractive index n20/D 1.476(lit.)
Flash point 62 °C
storage temp. -20°C
solubility ≤100mg/ml in DMSO;100mg/ml in dimethyl formamide
form Liquid
color Colorless to light yellow

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS02,GHS07
Signal word  Danger
Hazard statements  H225-H319
Precautionary statements  P210-P280-P305+P351+P338-P337+P313-P403+P235
Hazard Codes  F
Risk Statements  11
Safety Statements  16
RIDADR  UN 1993 / PGIII
WGK Germany  3
8-10-23
NFPA 704
3
2 0

GAMMA-LINOLENIC ACID METHYL ESTER price More Price(18)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich L6503 Methyl γ-linolenate ≥99% (GC) 16326-32-2 1g $644 2024-03-01 Buy
Sigma-Aldrich 00238 Methyl γ-linolenate solution analytical standard 16326-32-2 1mL $629 2022-05-15 Buy
Cayman Chemical 10006579 γ-Linolenic Acid methyl ester ≥98% 16326-32-2 50mg $32 2024-03-01 Buy
Cayman Chemical 10006579 γ-Linolenic Acid methyl ester ≥98% 16326-32-2 100mg $61 2024-03-01 Buy
Sigma-Aldrich L6503 Methyl γ-linolenate ≥99% (GC) 16326-32-2 100mg $119 2024-03-01 Buy
Product number Packaging Price Buy
L6503 1g $644 Buy
00238 1mL $629 Buy
10006579 50mg $32 Buy
10006579 100mg $61 Buy
L6503 100mg $119 Buy

GAMMA-LINOLENIC ACID METHYL ESTER Chemical Properties,Uses,Production

Description

Polyunsaturated fatty acids (PUFAs) are essential nutrients that show distinct deficiency syndromes when not present in adequate amounts in the diet. γ-Linolenic Acid methyl ester (Methyl GLA) is an esterified version of the free acid which is less water soluble but more amenable for the formulation of GLA-containing diets and dietary supplements. GLA is an ω-6 fatty acid which can be elongated to arachidonic acid for endogenous eicosanoid synthesis. It is a weak leukotriene B4 (LTB4) receptor antagonist, inhibiting [3H]-LTB4 binding to porcine neutrophil membranes with a Ki of 1 μM. GLA produces 53% inhibition at a 1 mg/kg dose in an in vivo model of LTB4-induced bronchoconstriction.

Uses

Methyl γ-linolenate may be used as an analytical standard for the determination of aldehydes such as pentanal and hexanal via peroxidation, further analyzed by gas chromatography technique. It may also be used as an analytical reference standard for the quantification of the analyte in serum lipid extract and Arthrospira (Spirulina) platensis using the gas-chromatography technique.

Definition

ChEBI: Methyl gamma-linolenate is a fatty acid methyl ester obtained from the formal condensation of methanol and gamma-linolenic acid. It has a role as a bacterial metabolite, an apoptosis inducer, an antineoplastic agent and an antibacterial agent. It is functionally related to a gamma-linolenic acid.

Biochem/physiol Actions

Methyl γ-linolenate (C18:6,9,12) differs from methyl α-linolenate (C18:9,12,15) in the positions of the double bonds. Methyl γ-linolenate may be used in nutritional studies regarding weight regain and as a possible tumor suppression agent.

in vitro

γ-linolenic acid methyl ester is an esterified version of the free acid which is less water soluble but more amenable for the formulation of gla-containing diets and dietary supplements. gla was identified as an ω-6 fatty acid which could be elongated to arachidonic acid for endogenous eicosanoid synthesis. gla was found to be a weak leukotriene b4 (ltb4) receptor antagonist, which was able to inhibit [3h]-ltb4 binding to porcine neutrophil membranes with a ki of 1 μm [1].

in vivo

in an in-vivo model of ltb4-induced bronchoconstriction, ricinelaidic acid andγ-linolenic acid methyl ester at a 1 mg/kg i.v. dose could result in 46% and 53% inhibition, respectively, indicating that essential fatty acids are ltb4 receptor antagonists, which may account in part for their reported anti-inflammatory activities [1].

References

[1] yagaloff, k. a.,franco, l.,simko, b., et al. essential fatty acids are antagonists of the leukotriene b4 receptor. prostaglandins, leukotrienes and essential fatty acids 52, 293-297 (1995).

GAMMA-LINOLENIC ACID METHYL ESTER Preparation Products And Raw materials

Global( 115)Suppliers
Supplier Tel Email Country ProdList Advantage
Shanghai Daken Advanced Materials Co.,Ltd
+86-371-66670886 info@dakenam.com China 18779 58
Shanghai Zheyan Biotech Co., Ltd.
18017610038 zheyansh@163.com CHINA 3619 58
career henan chemical co
+86-0371-86658258 +8613203830695 sales@coreychem.com China 29884 58
Chongqing Chemdad Co., Ltd
+86-023-6139-8061 +86-86-13650506873 sales@chemdad.com China 39894 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 32165 58
Hefei TNJ Chemical Industry Co.,Ltd.
+86-0551-65418671 +8618949823763 sales@tnjchem.com China 34553 58
Dayang Chem (Hangzhou) Co.,Ltd.
571-88938639 +8617705817739 info@dycnchem.com China 52849 58
Zhuoer Chemical Co., Ltd
02120970332; +8613524231522 sales@zhuoerchem.com China 2904 58
GIHI CHEMICALS CO.,LIMITED
+8618058761490 info@gihichemicals.com China 49979 58
WELL HEALTH TECHNOLOGY CO.,LTD
China 24 58

View Lastest Price from GAMMA-LINOLENIC ACID METHYL ESTER manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
γ-Linolenic Acid methyl ester pictures 2024-11-19 γ-Linolenic Acid methyl ester
16326-32-2
US $29.00 / mg 10g TargetMol Chemicals Inc.
	GAMMA-LINOLENIC ACID METHYL ESTER pictures 2019-07-06 GAMMA-LINOLENIC ACID METHYL ESTER
16326-32-2
US $7.00 / KG 1KG 99% 100kg Career Henan Chemical Co
DELTA 6 CIS 9 CIS 12 CIS OCTADECATRIENOIC ACID METHYL ESTER FAME 18:3N-6 GAMMA-LINOLENIC ACID METHYL ESTER C18:3 (ALL CIS-6,9,12) METHYL ESTER METHYL GAMMA-LINOLENATE METHYL GLA METHYL-GAMA-LINOLENATE METHYL (Z,Z,Z)-6,9,12-OCTADECATRIENOATE (6Z,9Z,12Z)-6,9,12-Octadecatrienoic acid methyl ester Methyl 6-cis,9-cis,12-cis-octadecatrienoate Methyl γ-linolenate solution Methyl γ-linolenate,γ-Linolenic acid methyl ester, ω-6 Linolenic acid methyl ester, 6,9,12-Octadecatrienoic acid methyl ester, Fame 18:3n-6, Methyl (Z,Z,Z)-6,9,12-octadecatrienoate 6,9,12-OCTADECATRIENOIC ACID METHYL ESTER 6Z,9Z,12Z-OCTADECATRIENOIC ACID, METHYL ESTER ALL CIS-6,9,12-OCTADECATRIENOIC ACID METHYL ESTER ω-6 Linolenic acid methyl ester 6,9,12-Octadecatrienoic acid, methyl ester, (6Z,9Z,12Z)- METHYLG-LINOLENATE γ-Linolenic acid methyl ester, ω-6 Linolenic acid methyl ester, 6,9,12-Octadecatrienoic acid methyl ester, Fame 18:3n-6, Methyl (Z,Z,Z)-6,9,12-octadecatrienoate Methyl octadeca-6,9,12-trienoate GAMMA-LINOLENIC ACID METHYL ESTE (6Z,9Z,12Z) (6Z,9Z,12Z)-Methyl octadeca-6,9,12-trienoate LIGAMO-007 Methyl Gamma-Linolenate(C18:3) Methyl g-linolenate @10.0 mg/mL in Heptane Methyl gamma-linolenate solution Methyl-γ-linolenateQ: What is Methyl-γ-linolenate Q: What is the CAS Number of Methyl-γ-linolenate Q: What is the storage condition of Methyl-γ-linolenate Q: What are the applications of Methyl-γ-linolenate Methyl γ-linolenate(C18:3) Methyl y-linolenate All Cis 6-9-12 Octadecatrienoic Methyl Ester Gamma Linolenic Methyl Ester C18:3 6-9-12 Octadecatrienoic Acid Methyl Ester C18:3n6 γ-Linolenic acid methyl ester in Heptane Caprylic Acid Impurity 72 16326-32-2 CH3CH23CH2CHCH3CH24CO2CH3 BioChemical Biochemicals and Reagents Esters Fatty Acids Other Lipid Related Products Lipids Lipid Analytical Standards Methyl Esters Unsaturated fatty acids and derivatives