A polyunsaturated fatty acid
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Isomer(s)
90230Dihomo-γ-Linolenic Acid
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5(Z),11(Z),14(Z)-Eicosatrienoic Acid

Item No. 10009999

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5Z,11Z,14Z-eicosatrienoic acid
CAS Number
7019-85-4
Synonyms
  • 5,11,14,20:3
  • FA 20:3
  • Sciadonic Acid
Molecular Formula
C20H34O2
Formula Weight
306.5
Purity
≥98%
Formulation (Request formulation change)
A 1 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
0.1 M Na2CO3: 1.5 mg/mlDMF: 100 mg/mlDMSO: 100 mg/mlEthanol: 100 mg/ml
SMILES
CCCCC/C=C\C/C=C\CCCC/C=C\CCCC(=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/h6-7,9-10,15-16H,2-5,8,11-14,17-19H2,1H3,(H,21,22)/b7-6-,10-9-,16-15-
InChi Key
PRHHYVQTPBEDFE-URZBRJKDSA-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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    100 µg

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    Product Description

    5(Z),11(Z),14(Z)-Eicosatrienoic acid is a polyunsaturated fatty acid found in various natural sources including maritime pine (Pinus pinaster) seed oil (MPSO), gymnospermae leaves and seeds, and freshwater gastropods.1,2,3 A diet containing MPSO lowered high-density lipoprotein and ApoA1 levels in transgenic mice expressing human ApoA1. MPSO was found to diminish cholesterol efflux in vitro.1 5(Z),11(Z),14(Z)-Eicosatrienoic acid methyl ester, when topically applied, reduces inflammatory processes, potentially by displacing arachidonic acid from phospholipid pools and reducing downstream inflammatory products such as prostaglandin E2 and leukotrienes.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Asset, G., Leroy, A., Bauge, E., et al. Effects of dietary maritime pine (Pinus pinaster)-seed oil on high-density lipoprotein levels and in vitro cholesterol efflux in mice expressing human apolipoprotein A-I. Br. J. Nutr. 84(3), 353-360 (2000).

    2. Mongrand, S., Badoc, A., Patouille, B., et al. Taxonomy of gymnospermae: Multivariate analyses of leaf fatty acid composition. Phytochemistry 58(1), 101-115 (2001).

    3. Go, J.V., Rezanka, T., Srebnik, M., et al. Variability of fatty acid components of murine and freshwater gastropod speices from the littoral zone of the Red Sea, Mediterranean Sea, and Sea of Galilee. Biochem. Syst. Ecol. 30, 819-835 (2002).

    4. Berger, A., Monnard, I., Baur, M., et al. Epidermal anti-inflammatory properties of 5,11,14 20:3: Effects on mouse ear edema, PGE2 levels in cultured keratinocytes, and PPAR activation. Lipids Health Dis. 1(5), 1-12 (2002).