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Merck
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Documentos

62174

Supelco

γ-Linolenic acid

analytical standard

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C18H30O2
Número de CAS:
506-26-3
Peso molecular:
278.43
Beilstein:
1712253
Número MDL:
MFCD00065718
Código UNSPSC:
85151701
ID de la sustancia en PubChem:
329759717
NACRES:
NA.24

origen biológico

synthetic

Nivel de calidad

100

grado

analytical standard

Análisis

≥98.5% (GC)

caducidad

limited shelf life, expiry date on the label

técnicas

HPLC: suitable
gas chromatography (GC): suitable

aplicaciones

food and beverages

formato

neat

grupo funcional

carboxylic acid

Condiciones de envío

ambient

temp. de almacenamiento

−20°C

cadena 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-

Clave InChI

VZCCETWTMQHEPK-QNEBEIHSSA-N

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Categorías relacionadas

Aplicación

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Acciones bioquímicas o 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 .

Envase

Bottomless glass bottle. Contents are inside inserted fused cone.

Productos recomendados

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Pictogramas

Exclamation mark
GHS07

Palabra de señalización

Warning

Frases de peligro

H315,H319,H335

Clasificaciones de peligro

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

Órganos de actuación

Respiratory system

Código de clase de almacenamiento

10 - Combustible liquids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

230.0 °F - closed cup

Punto de inflamabilidad (°C)

110 °C - closed cup

Equipo de protección personal

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificados de análisis (COA)

Lot/Batch Number
BCCF3777
BCCC3120
BCBZ1688
BCBW9557
BCBT9032

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Fengyun Qin et al.
Journal of agricultural and food chemistry, 60(9), 2200-2204 (2012-02-14)
γ-Linolenic acid (GLA) has been used as a general nutraceutical for pharmacologic applications, particularly in the treatment of skin conditions such as eczema. Four transgenic soybean lines that produce GLA at high yields (4.21% of total fatty acids, up to
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.
Elizabeth C Leigh-Firbank et al.
The British journal of nutrition, 87(5), 435-445 (2002-05-16)
Fish-oil supplementation can reduce circulating triacylglycerol (TG) levels and cardiovascular risk. This study aimed to assess independent associations between changes in platelet eicosapentaenoic acid (EPA) and docosahexaenoic acid (DHA) and fasting and postprandial (PP) lipoprotein concentrations and LDL oxidation status
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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