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L2378

Sigma-Aldrich

γ-Linolenic acid

≥99%, liquid

Sinônimo(s):

gamma-Linolenic acid, cis,cis,cis-6,9,12-Octadecatrienoic acid

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About This Item

Fórmula empírica (Notação de Hill):
C18H30O2
Número CAS:
506-26-3
Peso molecular:
278.43
Beilstein:
1712253
Número MDL:
MFCD00065718
Código UNSPSC:
12352211
ID de substância PubChem:
24896312
NACRES:
NA.25

fonte biológica

plant oil (borage)

Nível de qualidade

100

Ensaio

≥99%

Formulário

liquid

grupo funcional

carboxylic acid

tipo de lipídio

omega FAs

Condições de expedição

ambient

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

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

InChI

1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10,12-13H,2-5,8,11,14-17H2,1H3,(H,19,20)/b7-6-,10-9-,13-12-

chave InChI

VZCCETWTMQHEPK-QNEBEIHSSA-N

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Aplicação

γ-linolenic acid has been used as an analytical standard in gas chromatography. It may be used in nutritional studies regarding weight regain and as a possible tumor suppression agent. γ-linolenic acid is used in studies on the mechanisms and prevention of oxidation/peroxidation of unsaturated fatty acids.

Ações bioquímicas/fisiológicas

γ-Linolenic acid , a polyunsaturated fatty acid, exerts anti-inflammatory effect by decreasing both interleukin (IL) 6 and IL-8 production in the human enterocyte-like cell line Caco-2 and humandendritic cells in vitro .
Gamma-linolenate (C18:6,9,12) differs from α-linolenate (C18:9,12,15) in the positions of the double bonds.

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H315,H319,H335

Classificações de perigo

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

10 - Combustible liquids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

230.0 °F - closed cup

Ponto de fulgor (°C)

110 °C - closed cup

Equipamento de proteção individual

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificados de análise (COA)

Lot/Batch Number
MKCP3235
MKCL6806
MKCH8130
MKCG5406
MKCF3987

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Julianne Lindemann et al.
Current medical research and opinion, 25(12), 2865-2875 (2009-10-09)
Asthma can have a negative impact on quality of life although this is not well correlated with objective evaluations of pulmonary function. A medical food, EFF1009, containing the fatty acids gamma-linolenic acid (GLA) and eicosapentaenoic acid (EPA) decreases leukotriene B(4)
J Hindo et al.
Radiation research, 153(2), 201-207 (2000-01-12)
Peroxidation of unconjugated polyunsaturated fatty acids such as linolenic acid proceeds through a free radical chain mechanism and is accompanied by the formation of conjugated dienes such as hydroperoxides. In an investigation of radiation-induced oxidation of aqueous linolenate, we have
V A Ziboh et al.
The American journal of clinical nutrition, 71(1 Suppl), 361S-366S (2000-01-05)
In the skin epidermis, the metabolism of polyunsaturated fatty acids (PUFAs) is highly active. Dietary deficiency of linoleic acid (LA), the major 18-carbon n-6 PUFA in normal epidermis, results in a characteristic scaly skin disorder and excessive epidermal water loss.
P Darcet et al.
Annales de la nutrition et de l'alimentation, 34(2), 277-290 (1980-01-01)
33 healthy men, 72 years old on average, ingested during five week: 2,4 g of Oenothera Biennis oil rich in PUFA. Before and after ingestion, platelet aggregation was measured according to the Born's photometric method, which divided the original group
Inmaculada Tasset-Cuevas et al.
PloS one, 8(2), e56986-e56986 (2013-03-06)
Borage (Borago officinalis L.) seed oil has been used as a treatment for various degenerative diseases. Many useful properties of this oil are attributed to its high gamma linolenic acid content (GLA, 18:3 ω-6). The purpose of this study was
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