6,9,12,15,18-Heneicosapentaenoic acid
Based on 1 Customer Validation
6,9,12,15,18-Heneicosapentaenoic acid (HPA) is a ∆5 desaturase inhibitor. 6,9,12,15,18-Heneicosapentaenoic acid serves as a weak substrate for Prostaglandin H synthase and 5-lipoxygenase, yet it inactivates Prostaglandin H synthase at a rate comparable to that of AA, EPA and DHA. 6,9,12,15,18-Heneicosapentaenoic acid is a weak inducer of Aacyl-CoA oxidase. 6,9,12,15,18-Heneicosapentaenoic acid incorporates into phospholipids and triacylglycerols in cell culture. 6,9,12,15,18-Heneicosapentaenoic acid can be used in research related to liver cancer.
For research use only. We do not sell to patients.
- Purity : 99.4%
- CAS No.: 65919-53-1
- Formula: C22H34O2
- Molecular Weight:330.50
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Storage:
Solution, -20°C, 2 years
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Biological Activity
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Chemical Information
- Purity & Documentation
- References
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Help & FAQs
Biological Activity
Description
IC50 & Target
[1]|
5-Lipoxygenase |
In Vitro
6,9,12,15,18-Heneicosapentaenoic acid (50 µM; 4 h) potently inhibits Δ5 desaturase activity in 7800 C1 Morris hepatoma cells, reducing the conversion efficiency of dihomo-γ-linolenic acid to arachidonic acid to 3.3% of the incorporated substrate, and its inhibitory effect is stronger than that of EPA, DHA or arachidonic acid[1].
6,9,12,15,18-Heneicosapentaenoic acid (25 µM; 15 min at 37°C) exerts no significant inhibitory effect on Δ6 desaturase activity in isolated rat liver microsomes, with the yield of γ-linolenic acid reaching 6.7% of the added linoleic acid[1].
6,9,12,15,18-Heneicosapentaenoic acid (10 µM; 4 min incubation) inhibits thromboxane B2 production in isolated platelets as effectively as EPA[1].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 65919-53-1
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Appearance Liquid
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Molecular Weight 330.50
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Formula C22H34O2
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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\C/C=C\CCCCC(OC)=O
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Synonyms
HPA; Heneicosapentaenoic acid methyl ester
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Structure Classification
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Initial Source
fish oils
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Solution, -20°C, 2 years
Purity & Documentation
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Data Sheet (262 KB)
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SDS (393 KB)
- English - EN (393 KB)
- Français - FR (393 KB)
- Deutsch - DE (393 KB)
- Norwegian - NO (393 KB)
- Español - ES (393 KB)
- Swedish - SV (393 KB)
- Italian - IT (393 KB)
- Korean - KR (393 KB)
- Portuguese - PT (393 KB)
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Handling Instructions (2659 KB)
References
[1]. Larsen LN, et al. Heneicosapentaenoate (21:5n-3): its incorporation into lipids and its effects on arachidonic acid and eicosanoid synthesis. Lipids. 1997 Jul;32(7):707-14. [Content Brief]
[2]. Tran QT, et al. Fatty Acid, Lipid Classes and Phospholipid Molecular Species Composition of the Marine Clam Meretrix lyrata (Sowerby 1851) from Cua Lo Beach, Nghe An Province, Vietnam. Molecules. 2019 Mar 4;24(5):895. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
6,9,12,15,18-Heneicosapentaenoic acid Related Classifications
HY-141469 Related Classifications
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