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L6503

Sigma-Aldrich

γ-linolénate de méthyle

≥99% (GC)

Synonyme(s) :

(Z,Z,Z)-6,9,12-octadecatriénoate de méthyle, Ester méthylique d’acide 6,9,12-octadecatrienoïque, Fame 18:3n-6

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About This Item

Formule linéaire :
CH3(CH2)3(CH2CH=CH)3(CH2)4CO2CH3
Numéro CAS:
16326-32-2
Poids moléculaire :
292.46
Numéro MDL:
MFCD00010455
Code UNSPSC :
12352211
ID de substance PubChem :
24896437
Nomenclature NACRES :
NA.25

Source biologique

plant seeds (Borage)

Pureté

≥99% (GC)

Forme

liquid

Indice de réfraction

n20/D 1.476 (lit.)

Point d'ébullition

162 °C/0.5 mmHg (lit.)

Groupe fonctionnel

ester

Type de lipide

omega FAs

Conditions d'expédition

ambient

Température de stockage

−20°C

Chaîne SMILES 

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-

Clé InChI

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).

Actions biochimiques/physiologiques

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.

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

143.6 °F - closed cup

Point d'éclair (°C)

62.0 °C - closed cup

Équipement de protection individuelle

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

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

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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