ω-6 fatty acid intermediate
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Dihomo-γ-Linolenic Acid

Item No. 90230

Technical Information
Formal Name
8Z,11Z,14Z-eicosatrienoic acid
CAS Number
1783-84-2
Synonyms
  • DGLA
  • cis-8,11,14-Eicosatrienoic Acid
  • FA 20:3
  • γ-Homolinolenic Acid
Molecular Formula
C20H34O2
Formula Weight
Purity
≥98%
A 100 mg/ml solution in ethanol
0.15 M Tris-HCl pH 8.5: >1 mg/ml (from Oleic Acid)DMF: >100 mg/ml (from Oleic Acid)DMSO: >100 mg/ml (from Oleic Acid)Ethanol: >100 mg/ml (from Oleic Acid)PBS pH 7.2: <100 µg/ml (from Oleic Acid)
SMILES
CCCCC/C=C\C/C=C\C/C=C\CCCCCCC(=O)O
InChi Code
InChI=1S/C20H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13H,2-5,8,11,14-19H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-
InChi Key
HOBAELRKJCKHQD-QNEBEIHSSA-N
Side Chain Carbon Sum
20:3
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Dihomo-γ-Linolenic Acid (DGLA, 20:3), an elongation product of γ-linolenic acid (18:3), is rapidly metabolized by fatty acid desaturases to produce arachidonic acid (20:4). DGLA is metabolized through the cyclooxygenase pathway to produce 1-series prostaglandins, including PGE1.1,2 In mice, DGLA supplementation in the diet can reduce atopic dermatitis and atherosclerosis.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bell, J.G., Tocher, D.R., and Sargent, J.R. Effect of supplementation with 20:3(n-3), 20:4(n-6) and 20:5(n-3) on the production of prostaglandins E and F of the 1-, 2- and 3-series in turbot (Scophthalmus maximus) brain astroglial cells in primary culture. Biochim. Biophys. Acta 1211, 335-342 (1994).

    2. Levin, G., Duffin, K.L., Obukowicz, M.G., et alDifferential metabolism of dihomo-γ-linolenic acid and arachidonic acid by cyclo-oxygenase-1 and cyclo-oxygenase-2: Implications for cellular synthesis of prostaglandin E1 and prostaglandin E2. Biochem. J. 365(Pt 2), 489-496 (2002).

    3. Kawashima, H., Tateishi, N., Shiraishi, A., et alOral administration of dihomo-γ-linolenic acid prevents development of atopic dermatitis in NC/Nga mice. Lipids 43(1), 37-43 (2007).

    4. Takai, S., Jin, D., Kawashima, H., et alAnti-atherosclerotic effects of dihomo-γ-linolenic acid in ApoE-deficient mice. J. Atheroscler. Thromb. 16(4), 480-489 (2009).

    Product Citations

    Zhang, L.J., Salekeen, R., Soto-Palma, C., et alArticle polyunsaturated lipid senolytics exploit a ferroptotic vulnerability in senescent cells. Cell Press Blue 1(1), 100004 (2026).

    Archambault, A.-S., Turcotte, C., Martin, C., et alComparison of eight 15-lipoxygenase (LO) inhibitors on the biosynthesis of 15-LO metabolites by human neutrophils and eosinophils. PLoS One 13(8), e0202424 (2018).

    Schröder, R., Xue, L., Konya, V., et alPGH1, the precursor for the anti-inflammatory prostaglandins of the 1-series, is a potent activator of the pro-inflammatory receptor CRTH2/DP2. PLoS One 7(3), e33329 (2012).

    Yuan, C., Sidhu, R.S., Kuklev, D.V., et alCyclooxygenase allosterism, fatty acid-mediated cross-talk between monomers of cyclooxygenase homodimers. The Journal of Biological Chemisty 284(15), 10046-10055 (2009).

    Weber, H., Chételat, A., Caldelari, D., et alDivinyl ether fatty acid synthesis in late blight-diseased potato leaves. Plant Cell 11(3), 485-494 (1999).