2. Metabolic Enzyme/Protease Apoptosis NF-κB MAPK/ERK Pathway Stem Cell/Wnt
  3. Endogenous Metabolite Apoptosis NF-κB ERK JNK
  4. Gamma-Linolenic acid

Gamma-Linolenic acid  (Synonyms: γ-Linolenic acid)

Cat. No.: HY-N7140 Purity: 99.74%
SDS COA Handling Instructions

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Gamma-linolenic acid (γ-Linolenic acid) is an orally active unsaturated fatty acid. Gamma-linolenic acid exerts anti-inflammatory effects by inhibiting the NF-κB pathway and the phosphorylation of ERK1/2 and JNK. At the same time, it exerts anticancer effects by inducing apoptosis (Apoptosis) in cancer cells. Additionally, Gamma-linolenic acid also has antioxidant and memory-improving effects. It holds promise for research in the fields of inflammation, neurology, and cancer diseases.

For research use only. We do not sell to patients.

Gamma-Linolenic acid Chemical Structure

Gamma-Linolenic acid Chemical Structure

CAS No. : 506-26-3

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5 mg USD 32 In-stock
10 mg USD 50 In-stock
50 mg USD 120 In-stock
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Customer Review

Based on 3 publication(s) in Google Scholar

Other Forms of Gamma-Linolenic acid:

Gamma-Linolenic acid Related Antibodies

Top Publications Citing Use of Products

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NF-κB NF-κB1/p50 RelA/p65 RelB c-Rel

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ERK ERK1 ERK2 ERK5 ERK8

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JNK1 JNK2 JNK3 JNK

  • Biological Activity

  • Purity & Documentation

  • References

  • Customer Review

Description

Gamma-linolenic acid (γ-Linolenic acid) is an orally active unsaturated fatty acid. Gamma-linolenic acid exerts anti-inflammatory effects by inhibiting the NF-κB pathway and the phosphorylation of ERK1/2 and JNK. At the same time, it exerts anticancer effects by inducing apoptosis (Apoptosis) in cancer cells. Additionally, Gamma-linolenic acid also has antioxidant and memory-improving effects. It holds promise for research in the fields of inflammation, neurology, and cancer diseases[1][2][3][4][5].

IC50 & Target

Human Endogenous Metabolite

 

ERK1

 

ERK2

 

Cellular Effect
Cell Line Type Value Description References
CHO-K1 EC50
4.62 μM
Compound: gamma-linolenic acid
Agonist activity at human FFAR1 expressed in CHO-K1 cells assessed as calcium flux measured for 100 secs by FLIPR assay
Agonist activity at human FFAR1 expressed in CHO-K1 cells assessed as calcium flux measured for 100 secs by FLIPR assay
[PMID: 26774923]
In Vitro

Gamma-linolenic acid (10-100 μM, 24 h) can protect PC12 cells from β-Amyloid (25-35) (HY-P0128)-induced damage by alleviating oxidative stress, restoring cell cycle arrest, and blocking caspase-3 activation in PC12 cells[2].
Gamma-linolenic acid (10-100 μM, 24 h) ameliorates β-Amyloid (25-35) (HY-P0128)-induced neuroinflammation in PC12 cells by inhibiting NF-κB and MAPK signaling pathways[2].
Gamma-linolenic acid (100μM, 2 days) inhibits the proliferation and migration of human and rat GBM cells and induces apoptosis in human and rat GBM cells[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Gamma-Linolenic acid Related Antibodies

Western Blot Analysis[2]

Cell Line: PC12 cells
Concentration: 10, 25, 50, 100 μM
Incubation Time: 24 h
Result: Dose-dependently repressed proinflammatory cytokine inductions in β-Amyloid (25-35) (HY-P0128) PC12 cells, that is restraining β-Amyloid (25-35)-induced the production of TNF-α, NO and PGE2 by suppressing iNOS and COX-2 expression.
Decreased β-Amyloid (25-35)-induced phosphorylation of ERK1/2 and JNK in a dose-dependent manner.

Cell Viability Assay[2]

Cell Line: PC12 cells
Concentration: 10, 25, 50, 100 μM
Incubation Time: 24 h
Result: Protected PC12 cells against β-Amyloid (25-35) (HY-P0128)-induced cell death.

Apoptosis Analysis[2]

Cell Line: PC12 cells
Concentration: 10, 25, 50, 100 μM
Incubation Time: 24 h
Result: Apparently decreased apoptosis to 28.86%, 22.63 %, 14.34%, and 6.77% at 10, 25, 50 and 100 μM, respectively (50 μM Aβ25–35 treatment increased the cellular apoptotic rate to 38.16%).

Apoptosis Analysis[3]

Cell Line: C6 cells (rat glioma) and T98G cells (human glioma)
Concentration: 100 μM
Incubation Time: 2 days
Result: Significantly increased the proportion of apoptotic cells, which was 44.7% higher compared to the control group.
In Vivo

Gamma-linolenic acid (100 and 150 mg/kg, p.o., once daily for 14 days) exerts anti-inflammatory and antioxidant effects in an indomethacin (HY-14397)-induced gastric ulcer rat model[4].
Gamma-linolenic acid (1 and 5 mg/kg, i.p., once daily for 40 days) improves glycation-induced memory impairment in a D-Fructose (HY-N7092)-induced aging model of Sprague-Dawley rats[5].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model: Indomethacin (HY-14397)-induced gastric ulcer Wistar rats model (250 - 260 g)
Dosage: 100 and 150 mg/kg
Administration: Oral gavage(p.o.), once daily for 14 days
Result: Reduced levels of COX1, TNF-1, IL-6 and ICAM and increased PGE2 levels.
Normalised antioxidant function by modulating MDA, SOD, GSH and CAT.
Molecular Weight

278.43

Formula

C18H30O2
CAS No.
Appearance

Liquid (Density: 0.92 g/cm3)

Color

Colorless to light yellow

SMILES

CCCCC/C=C\C/C=C\C/C=C\CCCCC(O)=O
Structure Classification
Initial Source
Shipping

Room temperature in continental US; may vary elsewhere.
Storage

-20°C, protect from light, stored under nitrogen

*In solvent : -80°C, 6 months; -20°C, 1 month (protect from light, stored under nitrogen)

Solvent & Solubility
In Vitro: 

DMSO : 100 mg/mL (359.16 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 3.5916 mL 17.9578 mL 35.9157 mL
5 mM 0.7183 mL 3.5916 mL 7.1831 mL
View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light, stored under nitrogen). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

  • Molarity Calculator

  • Dilution Calculator

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Mass
=
Concentration
×
Volume
×
Molecular Weight *

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

Concentration (start)

C1

×
Volume (start)

V1

=
Concentration (final)

C2

×
Volume (final)

V2

In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for in vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

  • Protocol 1

    Add each solvent one by one:  10% DMSO    40% PEG300    5% Tween-80    45% Saline

    Solubility: ≥ 2.5 mg/mL (8.98 mM); Clear solution

    This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).

    Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.

    Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
  • Protocol 2

    Add each solvent one by one:  10% DMSO    90% (20% SBE-β-CD in Saline)

    Solubility: 2.5 mg/mL (8.98 mM); Suspended solution; Need ultrasonic

    This protocol yields a suspended solution of 2.5 mg/mL. Suspended solution can be used for oral and intraperitoneal injection.

    Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.

    Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
In Vivo Dissolution Calculator
Please enter the basic information of animal experiments:

Dosage

mg/kg

Animal weight
(per animal)

g

Dosing volume
(per animal)

μL

Number of animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Please enter your animal formula composition:
%
DMSO +
% 
+
%
Tween-80 +
%
Saline
Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).
Calculation results:
Working solution concentration: mg/mL
Method for preparing stock solution: mg drug dissolved in μL  DMSO (Stock solution concentration: mg/mL).

*In solvent : -80°C, 6 months; -20°C, 1 month (protect from light, stored under nitrogen)

The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only. If necessary, please contact MedChemExpress (MCE).
Method for preparing in vivo working solution for animal experiments: Take μL DMSO stock solution, add μL . μL , mix evenly, next add μL Tween 80, mix evenly, then add μL Saline.
 If the continuous dosing period exceeds half a month, please choose this protocol carefully.
Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.
Purity & Documentation

Purity: 99.74%

SDS (394 KB)

COA (238 KB) HNMR (238 KB) LCMS (87 KB)

Handling Instructions (2659 KB)
References

Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light, stored under nitrogen). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
DMSO 1 mM 3.5916 mL 17.9578 mL 35.9157 mL 89.7892 mL
5 mM 0.7183 mL 3.5916 mL 7.1831 mL 17.9578 mL
10 mM 0.3592 mL 1.7958 mL 3.5916 mL 8.9789 mL
15 mM 0.2394 mL 1.1972 mL 2.3944 mL 5.9859 mL
20 mM 0.1796 mL 0.8979 mL 1.7958 mL 4.4895 mL
25 mM 0.1437 mL 0.7183 mL 1.4366 mL 3.5916 mL
30 mM 0.1197 mL 0.5986 mL 1.1972 mL 2.9930 mL
40 mM 0.0898 mL 0.4489 mL 0.8979 mL 2.2447 mL
50 mM 0.0718 mL 0.3592 mL 0.7183 mL 1.7958 mL
60 mM 0.0599 mL 0.2993 mL 0.5986 mL 1.4965 mL
80 mM 0.0449 mL 0.2245 mL 0.4489 mL 1.1224 mL
100 mM 0.0359 mL 0.1796 mL 0.3592 mL 0.8979 mL
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Gamma-Linolenic acid Related Classifications

Help & FAQs
  • Do most proteins show cross-species activity?

    Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

Keywords:

Gamma-Linolenic acid506-26-3γ-Linolenic acidEndogenous MetaboliteApoptosisNF-κBERKJNKNuclear factor-κBNuclear factor-kappaBExtracellular signal regulated kinasesc-Jun N-terminal kinasePC12 cellsC6 cellsT98G cellsIndomethacin (HY-14397)-induced gastric ulcer Wistar rats modelanti-inflammatoryanticancerantioxidant.Inhibitorinhibitorinhibit

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