Stearidonic acid
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Stearidonic acid (6Z,9Z,12Z,15Z-Octadecatetraenoic acid) is an orally active polyunsaturated fatty acid found in blackcurrant seed oil. Stearidonic acid can inhibit 5-lipoxygenase and reduce leukotriene and 5-HETE synthesis. Stearidonic acid can increase the content of eicosapentaenoic acid (EPA) in red blood cells. Stearidonic acid can be used for the research of metabolic disease.
For research use only. We do not sell to patients.
- Purity : 99.72%
- CAS No.: 20290-75-9
- Formula: C18H28O2
- Molecular Weight:276.41
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Storage:
Solution, -20°C, 2 years
Biological Activity
Description
IC50 & Target
[1]|
5-LOX |
In Vitro
Stearidonic acid (10-20 μM; 30 min) inhibits 5-lipoxygenase pathway product formation in isolated human leukocytes, with 20 μM reducing leukotriene synthesis by 50% and 10 μM reducing leukotriene synthesis by 35%[1].
Stearidonic acid (10-100 μM; 30 min) induces dose-dependent inhibition of 5-HETE formation in isolated human leukocytes, with 100 μM reducing 5-HETE levels by 45%[1].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only. Further protocols information, click here.
In Vivo
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:Rat (healthy)[2]
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Dosage:1% of diet
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Administration:Oral; daily; 21 days
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Result:Produced a two-fold greater enrichment in plasma eicosapentaenoic acid (EPA) compared to rats fed an α-Linolenic acid-containing diet of the same concentration.
Chemical Information
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CAS No. 20290-75-9
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Appearance Liquid
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Molecular Weight 276.41
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Formula C18H28O2
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Color Colorless to light yellow
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SMILES
CC/C=C\C/C=C\C/C=C\C/C=C\CCCCC(O)=O
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Synonyms
6Z,9Z,12Z,15Z-Octadecatetraenoic acid
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Structure Classification
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Initial Source
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Solution, -20°C, 2 years
Protocols
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Research Protocol for Metabolic Diseases
AMP-activated protein kinase, AMPK, is a conserved cellular energy sensor that responds to reduced cellular energy status and coordinates metabolism by increasing ATP-generating catabolic pathways while suppressing ATP-consuming anabolic processes. In metabolic disease research, the AMPK pathway is experimentally relevant because it regulates hepatic lipid synthesis, fatty acid oxidation, glucose production, skeletal-muscle glucose disposal, mTORC1-linked biosynthesis, autophagy, mitochondrial homeostasis, and whole-body energy balance. The central pathway logic is that energy stress, metformin, exercise-like stimulation, or direct AMPK activators increase AMPKα Thr172 phosphorylation and downstream substrate phosphorylation, including ACC and RAPTOR. Phosphorylation of ACC suppresses lipogenesis and supports fatty acid oxidation, whereas phosphorylation of RAPTOR suppresses mTORC1 signaling and links cellular energy status to growth and protein synthesis control. The pathway is linked
Purity & Documentation
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Data Sheet (264 KB)
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SDS (467 KB)
- English - EN (467 KB)
- Français - FR (467 KB)
- Deutsch - DE (467 KB)
- Norwegian - NO (467 KB)
- Español - ES (467 KB)
- Swedish - SV (467 KB)
- Italian - IT (467 KB)
- Korean - KR (467 KB)
- Portuguese - PT (467 KB)
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Handling Instructions (2659 KB)
References
[1]. Guichardant M, et al. Stearidonic acid, an inhibitor of the 5-lipoxygenase pathway. A comparison with timnodonic and dihomogammalinolenic acid. Lipids. 1993;28(4):321-324. [Content Brief]
[2]. Walker CG, et al. Stearidonic acid as a supplemental source of ω-3 polyunsaturated fatty acids to enhance status for improved human health. Nutrition. 2013;29(2):363-369. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)