L2378

γ-Linolenic acid

≥99%, liquid

• Synonym(s): gamma-Linolenic acid, cis,cis,cis-6,9,12-Octadecatrienoic acid
• Empirical Formula (Hill Notation): C₁₈H₃₀O₂
• CAS Number: 506-26-3
• Molecular Weight: 278.43
• Beilstein/REAXYS Number: 1712253
• MDL number: MFCD00065718
• UNSPSC Code: 12352211
• PubChem Substance ID: 24896312
• NACRES: NA.25

Properties

• biological source: plant oil (borage)
• assay: ≥99%
• form: liquid
• functional group: carboxylic acid
• lipid type: omega FAs
• 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

Description

Application

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.

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 .

Gamma-linolenate (C18:6,9,12) differs from α-linolenate (C18:9,12,15) in the positions of the double bonds.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• 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