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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
Preço e disponibilidade não estão disponíveis no momento.

fonte biológica

plant oil (borage)

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.[1][2] 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 [3].
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
MKCX1176
MKCW1265
MKCV3583
MKCV1440
MKCV4689

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Acamprosate calcium British Pharmacopoeia (BP) Reference Standard

BP1172

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cis-4,7,10,13,16,19-Docosahexaenoic acid ≥98%

Sigma-Aldrich

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Linoleic acid for synthesis

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Linoleic acid

Arachidonic acid from non-animal source, ≥98.5% (GC)

Sigma-Aldrich

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Arachidonic acid

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
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)
U N Das
Nutrition (Burbank, Los Angeles County, Calif.), 6(6), 429-434 (1990-11-01)
Several in vitro studies and limited in vivo investigations showed that some cis-unsaturated fatty acids (c-UFAs) such as gamma-linolenic acid, arachidonic acid, and eicosapentaenoic acid have selective tumoricidal actions. This cytotoxic action of c-UFAs is produced by augmentation of free-radical
Nutritional and medical importance of gamma-linolenic acid.
D F Horrobin
Progress in lipid research, 31(2), 163-194 (1992-01-01)
Gamma linolenic acid--occurrence and physical and chemical properties.
F D Gunstone
Progress in lipid research, 31(2), 145-161 (1992-01-01)
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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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