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L6503

Sigma-Aldrich

Methyl γ-linolenate

≥99% (GC)

Sinónimos:

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

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About This Item

Fórmula lineal:
CH3(CH2)3(CH2CH=CH)3(CH2)4CO2CH3
Número de CAS:
16326-32-2
Peso molecular:
292.46
MDL number:
MFCD00010455
UNSPSC Code:
12352211
PubChem Substance ID:
24896437
NACRES:
NA.25

biological source

plant seeds (Borage)

assay

≥99% (GC)

form

liquid

refractive index

n20/D 1.476 (lit.)

bp

162 °C/0.5 mmHg (lit.)

functional group

ester

lipid type

omega FAs

shipped in

ambient

storage temp.

−20°C

SMILES string

CCCCC\C=C/C\C=C/C\C=C/CCCCC(=O)OC

InChI

1S/C19H32O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(20)21-2/h7-8,10-11,13-14H,3-6,9,12,15-18H2,1-2H3/b8-7-,11-10-,14-13-

InChI key

JFRWATCOFCPIBM-JPFHKJGASA-N

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Application


  • Isolation of methyl gamma linolenate from Spirulina platensis using flash chromatography and its apoptosis inducing effect.: This study explores the extraction and potential anticancer effects of methyl gamma-linolenate from Spirulina platensis by using it as a standard for identification, suggesting its use in developing natural anticancer compounds (Jubie et al., 2015).

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.

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

143.6 °F - closed cup

flash_point_c

62.0 °C - closed cup

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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S Jubie et al.
BMC complementary and alternative medicine, 15, 263-263 (2015-08-05)
Isolation of methyl gamma linolenate from Spirulina platensis using flash chromatography and its apoptosis inducing effect against human lung carcinoma A- 549 cell lines. Gamma linolenic acid is an important omega-6 polyunsaturated fatty acid (PUFA) of medicinal interest was isolated
Jim-Wen Liu et al.
Journal of agricultural and food chemistry, 52(12), 3960-3966 (2004-06-10)
Dietary supplementation of a high-gamma-linolenic acid canola oil (HGCO) containing approximately 36% (w/w) of gamma-linolenic acid (GLA, 18:3n-6) from the seeds of a genetically transformed canola strain, was assessed for its long-term biological effects. Growing Sprague-Dawley rats (n = 30)
Michael M Meguid et al.
Nutrition (Burbank, Los Angeles County, Calif.), 24(9), 832-842 (2008-08-30)
Roux-en-Y gastric bypass (RYGB) produces rapid and dramatic weight loss in very heavy obese patients. Up to 20% cannot sustain their weight loss beyond 2 to 3 y after surgery. To identify putative etiologic factors producing post-RYGB weight regain, a
Marie A Schirmer et al.
The Journal of nutrition, 137(6), 1430-1435 (2007-05-22)
The purpose of this study was to determine whether gamma-linolenate (GLA) supplementation would suppress weight regain following major weight loss. Fifty formerly obese humans were randomized into a double-blind study and given either 890 mg/d of GLA (5 g/d borage
Hung Pham et al.
Prostaglandins, leukotrienes, and essential fatty acids, 74(4), 271-282 (2006-03-29)
Prostate cancer poses considerable threat to the aging male population as it has become a leading cause of cancer death to this group. Due to the complexity of this age-related disease, the mechanism(s) and factors resulting in prostate cancer remain
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