GAMMA-LINOLENIC ACID METHYL ESTER

Product Name: 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
Formula Weight: 292.46
MOL File: 16326-32-2.mol

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GAMMA-LINOLENIC ACID METHYL ESTER Property

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

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Safety

Hazard Codes: F
Risk Statements: 11
Safety Statements: 16
RIDADR: UN 1993 / PGIII
WGK Germany: 3
F: 8-10-23

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H225Highly Flammable liquid and vapour

H319Causes serious eye irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P337+P313IF eye irritation persists: Get medical advice/attention.

P403+P235Store in a well-ventilated place. Keep cool.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: L6503
Product name: Methyl γ-linolenate
Purity: ≥99% (GC)
Packaging: 1g
Price: $644
Updated: 2024/03/01

Sigma-Aldrich

Product number: 00238
Product name: Methyl γ-linolenate solution
Purity: analytical standard
Packaging: 1mL
Price: $629
Updated: 2022/05/15

Cayman Chemical

Product number: 10006579
Product name: γ-Linolenic Acid methyl ester
Purity: ≥98%
Packaging: 50mg
Price: $32
Updated: 2024/03/01

Cayman Chemical

Product number: 10006579
Product name: γ-Linolenic Acid methyl ester
Purity: ≥98%
Packaging: 100mg
Price: $61
Updated: 2024/03/01

Sigma-Aldrich

Product number: L6503
Product name: Methyl γ-linolenate
Purity: ≥99% (GC)
Packaging: 100mg
Price: $119
Updated: 2024/03/01

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GAMMA-LINOLENIC ACID METHYL ESTER Chemical Properties,Usage,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 K_i 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

Raw materials

Preparation Products

Linolenic acid Prostaglandin E1

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GAMMA-LINOLENIC ACID METHYL ESTER Suppliers

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View Lastest Price from GAMMA-LINOLENIC ACID METHYL ESTER manufacturers

Career Henan Chemical Co

Product: GAMMA-LINOLENIC ACID METHYL ESTER 16326-32-2
Price: US $7.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 100kg
Release date: 2019-05-24

16326-32-2, GAMMA-LINOLENIC ACID METHYL ESTERRelated Search:

N-γ-LinolenoylethanolaMine Linoleic acid Linolenic acid gamma-Linolenic acid Methyl?Gamma?Linolenate?(6c,?9c,?12c) DIHOMO-GAMMA-LINOLENIC ACID METHYL ESTER METHYL LINOLENATE METHYL LINOLENATE DELTA 6 CIS, 9 CIS, 12 CIS MONO(GAMMA) LINOLENIN 1,2-OLEIN-3-LINOLENIN 1,3-DIGAMMA LINOLENIN DELTA 6 CIS, 9 CIS, 12 CIS DIGAMMA LINOLENIN GAMMA-LINOLENIC ACID ETHYL ESTER TRIGAMMALINOLENIN GAMMA-LINOLENIC ACID METHYL ESTER

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

(6Z,9Z,12Z)-Methyl octadeca-6,9,12-trienoate

LIGAMO-007

GAMMA-LINOLENIC ACID METHYL ESTE

(6Z,9Z,12Z)

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