A monounsaturated fatty acid
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cis-Petroselinic Acid

Item No. 20024

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6Z-octadecenoic acid
CAS Number
593-39-5
Synonyms
  • FA 18:1
  • 5-Heptadecylene-1-carboxylic Acid
  • cis-Octadecenoic Acid
  • Petroleinic 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-SEYXRHQNSA-N
Side Chain Carbon Sum
18:1
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 mg

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    Product Description

    cis-Petroselinic acid is a monounsaturated fatty acid and isomer of oleic acid (Item No. 90260) that is a component of plant lipids.1 Arachidonic acid levels decrease, while linoleic acid levels increase, in the heart, liver, and blood of rats fed a diet containing petroselinic acid.2 It has been used in a composite membrane as a model of plant partitioning to study the uptake of hydrophobic organic contaminants and polycyclic aromatic hydrocarbons.1 It has also been used as a substrate for the synthesis of new sophorolipids, which could have biological activities similar to natural biosurfactants.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Li, X., Zhu, Y., Wu, T., et al. Using a novel petroselinic Acid embedded cellulose acetate membrane to mimic plant partitioning and in vivo uptake of polycyclic aromatic hydrocarbons. Environ. Sci. Technol. 44(1), 297-301 (2010).

    2. Weber, N., Richter, K.D., Schulte, E., et al. Petroselinic acid from dietary triacylglycerols reduces the concentration of arachidonic acid in tissue lipids of rats. J. Nutr. 125(6), 1563-1568 (1995).

    3. Delbeke, E.I.P., Everaert, J., Uitterhaegen, E., et al. Petroselinic acid purification and its use for the fermentation of new sophorolipids. AMB Express. 6(1), 28 (2016).