A synthetic monounsaturated hydroxylated fatty acid
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Labeled Version(s)
90043072-hydroxy Oleic Acid-d17
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2-hydroxy Oleic Acid

Item No. 36044

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-hydroxy-9Z-octadecenoic acid
CAS Number
56472-29-8
Synonyms
  • FA 18:1;O
  • 2-HOME
  • 2-hydroxy-cis-9 -Octadecenoic Acid
  • α-hydroxy-cis-9 -Octadecenoic Acid
  • 2-hydroxy-9(Z)-OME-d
  • 2-Hydroxyoctadecenoic Acid
  • 2-OHOA
Molecular Formula
C18H34O3
Formula Weight
298.5
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: slightly solubleDMSO: slightly solubleMethanol: slightly soluble
SMILES
CCCCCCCC/C=C\CCCCCCC(O)C(O)=O
InChi Code
InChI=1S/C18H34O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(19)18(20)21/h9-10,17,19H,2-8,11-16H2,1H3,(H,20,21)/b10-9-
InChi Key
JBSOOFITVPOOSY-KTKRTIGZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    10 mg

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    Product Description

    2-hydroxy Oleic acid is a synthetic monounsaturated hydroxylated fatty acid.1 It decreases the lamellar-to-hexagonal transition temperature of bovine liver phosphatidylethanolamine (PE) membranes by approximately 12.5°C when included at a 20:1 molar ratio of PE:2-hydroxy oleic acid. 2-hydroxy Oleic acid increases levels of protein kinase C α (PKCα) in and decreases proliferation of A549 non-small cell lung cancer (NSCLC) cells in a concentration-dependent manner. It reduces tumor growth in an A549 mouse xenograft model when administered at doses of 75 and 200 mg/kg. 2-hydroxy Oleic acid has been used in the generation of liposomes.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Martínez, J., Vögler, O., Casas, J., et al. Membrane structure modulation, protein kinase Cα activation, and anticancer activity of minerval. Mol. Pharmacol. 67(2), 531-540 (2004).

    2. Olechowska, K., Mach, M., Hąc-Wydro, K., et al. Studies on the interactions of 2‑hydroxyoleic acid with monolayers and bilayers containing cationic lipid: Searching for the formulations for more efficient drug delivery to cancer cells. Langmuir 35(27), 9084-9092 (2019).