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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
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 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

Raw materials

Preparation Products

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GAMMA-LINOLENIC ACID METHYL ESTER Suppliers

J & K SCIENTIFIC LTD.
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010-82848833 400-666-7788
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86-10-82849933
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jkinfo@jkchemical.com
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China
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3B Pharmachem (Wuhan) International Co.,Ltd.
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821-50328103-801 18930552037
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86-21-50328109
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Adamas Reagent, Ltd.
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Shanghai Hanhong Scientific Co.,Ltd.
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021-54306202 13764082696
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info@hanhongsci.com
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China
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Shandong Xiya Chemical Co., Ltd
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Sichuan Kulinan Technology Co., Ltd
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Chengdu Ai Keda Chemical Technology Co., Ltd.
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Shanghai Aladdin Bio-Chem Technology Co.,LTD
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Shanghai JONLN Reagent Co., Ltd.
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400-0066400 13621662912
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021-55660885
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422131432@qq.com
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Suzhou yacoo science co.,Ltd
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0512-87182056 18013166090
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0512-87182056
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lingling.qi@yacoo.com.cn
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China
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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:


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  • Caprylic Acid Impurity 72
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  • CH3CH23CH2CHCH3CH24CO2CH3
  • BioChemical
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