A monounsaturated fatty acid
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trans-Petroselinic Acid

Item No. 20026

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6E-octadecenoic acid
CAS Number
593-40-8
Synonyms
  • FA 18:1
  • Δ6-trans-Octadecenoic Acid
  • trans-6-Octadecenoic Acid
  • Petroselaidic Acid
Molecular Formula
C18H34O2
Formula Weight
282.5
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMF:PBS(pH 7.2)(1:1): 0.25 mg/mlDMSO: 10 mg/mlEthanol: 25 mg/ml
SMILES
OC(CCCC/C=C/CCCCCCCCCCC)=O
InChi Code
InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h12-13H,2-11,14-17H2,1H3,(H,19,20)/b13-12+
InChi Key
CNVZJPUDSLNTQU-OUKQBFOZSA-N
Side Chain Carbon Sum
18:1
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    5 mg

    $63

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    10 mg

    $110

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    50 mg

    $454

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    100 mg

    $783

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    Product Description

    trans-Petroselinic acid is the trans isomer of petroselinic acid (Item no. 20024) and an isomer of oleic acid (Item No. 90260) that has been found in cow, goat, and ewe milk fat as well as human breast milk.1,2 In HepG2 cells, trans-petroselinic acid (100 μM) increases cellular content of triacylglycerols and cholesterol esters and upregulates transcription of genes involved in fatty acid synthesis, including SREBP-1c, ACACA, FASN, and SCD1, and cholesterol synthesis, including HMGCR, HMGCS1, FDFT1, and SREBP-2.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Precht, D., Molkentin, J., Destaillats, F., et al. Comparative studies on individual isomeric 18:1 acids in cow, goat, and ewe milk fats by low-temperature high-resolution capillary gas-liquid chromatography. Lipids 36(8), 827-832 (2001).

    2. Hauff, S., and Vetter, W. Quantitation of cis- and trans-monounsaturated fatty acids in dairy products and cod liver oil by mass spectrometry in the selected ion monitoring mode. J. Agric. Food Chem. 57(9), 3423-3430 (2009).

    3. Vahmani, P., Meadus, W.J., Duff, P.T., et al. Comparing the lipogenic and cholesterolgenic effects of individual trans -18:1 isomers in liver cells. Eur. J. Lipid Sci. Technol. 119(3), 1600162 (2017).