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62174

Supelco

γ-Linolenic acid

analytical standard

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Synonym(s):
cis,cis,cis-6,9,12-Octadecatrienoic acid
Empirical Formula (Hill Notation):
C18H30O2
CAS Number:
Molecular Weight:
278.43
Beilstein/REAXYS Number:
1712253
MDL number:
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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1 of 4

This Item
L23786216023401
vibrant-m

62174

γ-Linolenic acid

vibrant-m

L2378

γ-Linolenic acid

vibrant-m

62160

Linolenic acid

vibrant-m

23401

Arachidonic acid

format

neat

format

-

format

neat

format

neat

biological source

synthetic

biological source

plant oil (borage)

biological source

-

biological source

synthetic

assay

≥98.5% (GC)

assay

≥99%

assay

≥98.5% (GC)

assay

≥97.0% (GC)

shelf life

limited shelf life, expiry date on the label

shelf life

-

shelf life

limited shelf life, expiry date on the label

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable

technique(s)

-

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

-

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.

Recommended products

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.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


Certificates of Analysis (COA)

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25G
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MMYOMAG-74K-13

1000309185

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Sigma-Aldrich

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Carglumic Acid United States Pharmacopeia (USP) Reference Standard

USP

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Stearidonic acid ≥99%

Sigma-Aldrich

SMB00291

Stearidonic acid

Y Y Fan et al.
The Journal of nutrition, 128(9), 1411-1414 (1998-09-10)
Considerable debate remains regarding the distinct biological activities of individual polyunsaturated fatty acids (PUFA). One of the most interesting yet controversial dietary approaches has been the possible prophylactic role of dietary gamma-linolenic acid (GLA) in treating various chronic disease states.
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
P E Kankaanpää et al.
FEMS microbiology letters, 194(2), 149-153 (2001-02-13)
The establishment of the intestinal microflora, and probiotic bacteria, may control the inflammatory conditions in the gut. As polyunsaturated fatty acids (PUFA) possess antimicrobial activities, they may deter the action of probiotics. We assessed whether free linoleic, gamma-linolenic, arachidonic, alpha-linolenic
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
Nutritional and medical importance of gamma-linolenic acid.
D F Horrobin
Progress in lipid research, 31(2), 163-194 (1992-01-01)

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