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Gamma-Linolenic acid

CAT: 0013-GTR19158920-01Size: 500 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19158920-01Size:500 mg
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Description
γ-Linolenic acid is an unsaturated fatty acid synthesized from linoleic acid (LA) by the enzyme delta-6-desaturase. Research on hepatocellular cell lines has shown γ-Linolenic Acid to have induced reactive oxygen species generation including lipid peroxidation cell growth inhibition and heme oxygenase-1 production for antioxidant protection against oxidative stress. Further experiments have noted that γ-Linolenic acid inhibits inflammatory responses through inactivation of NFκB and activator protein-1 by suppressed oxidative stress.
CAS Number
506-26-3
Product Name Alternative
γ-Linolenic acid | gamolenic acid
Field of Research
Pharmacology & Drug Discovery
Purity
>98% (HPLC)
Solubility
DMSO:10 mM
Smiles
CCCCC\C=C/C\C=C/C\C=C/CCCCC (O) =O
Molecular Formula
C18H30O2
Molecular Weight
278.43
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.
Other Product Names
(6Z9Z12Z) -octadeca-6912-trienoic acid

Chemical Information

Gamma-Linolenic acid

Gamma-linolenic acid is a C18, -6 acid fatty acid comprising a linolenic acid having cis- double bonds at positions 6, 9 and 12. It has a role as a mouse metabolite, a plant metabolite and a human metabolite. It is a linolenic acid and an omega-6 fatty acid. It is a conjugate acid of a gamma-linolenate.

CAS Number506-26-3
PubChem CID5280933
IUPAC Name(6Z,9Z,12Z)-octadeca-6,9,12-trienoic acid
Molecular FormulaC18H30O2
Molecular Weight278.4
XLogP5.9
Topological Polar Surface Area37.3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count13
Heavy Atom Count20
Formal Charge0
Complexity301
SMILES
CCCCC/C=C\C/C=C\C/C=C\CCCCC(=O)O
InChI
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-
InChIKey
VZCCETWTMQHEPK-QNEBEIHSSA-N
Chemical Structure
2D Structure
2D structure of Gamma-Linolenic acid
CAS: 506-26-3
CID: 5280933
Formula: C18H30O2
MW: 278.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight278.4
XLogP35.9
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count13
Exact Mass278.224580195
Monoisotopic Mass278.224580195
Topological Polar Surface Area37.3 Ų
Heavy Atom Count20
Formal Charge0
Complexity301
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count3
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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