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62174

Supelco

γ-Linolenic acid

analytical standard

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C18H30O2
CAS Number:
Molecular Weight:
278.43
Beilstein:
1712253
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24

biological source

synthetic

Quality Level

grade

analytical standard

Assay

≥98.5% (GC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

food and beverages

format

neat

functional group

carboxylic acid

shipped in

ambient

storage temp.

−20°C

SMILES string

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-

InChI key

VZCCETWTMQHEPK-QNEBEIHSSA-N

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Application

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

Biochem/physiol Actions

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 .

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Nutritional and medical importance of gamma-linolenic acid.
D F Horrobin
Progress in lipid research, 31(2), 163-194 (1992-01-01)
G A Jamal
Diabetic medicine : a journal of the British Diabetic Association, 11(2), 145-149 (1994-03-01)
A substantial disturbance of the metabolism of the n-6 essential fatty acids (EFAs) exists in both human and experimental diabetes mellitus. The process of conversion of dietary linoleic acid to gammalinolenic, dihomogammalinolenic and arachidonic acids, and other polyunsaturates is inadequate
Gamma linolenic acid--occurrence and physical and chemical properties.
F D Gunstone
Progress in lipid research, 31(2), 145-161 (1992-01-01)
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
Aranya Manosroi et al.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V, 81(2), 303-313 (2012-04-12)
The 20mM cationic niosomes composed of Tween61/cholesterol/CTAB at 1:1:0.5M ratio which gave the best physical appearance, particle size, zeta potential and in vitro cytotoxicity were selected from six cationic niosomes prepared from various cationic lipids. The selected cationic niosomes were

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