A polyunsaturated fatty alcohol
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cis,cis-Octadeca-9,12-dienol

Item No. 16556

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9Z,12Z-octadecadien-1-ol
CAS Number
506-43-4
Synonyms
  • FOH 18:2
  • Linoleic Alcohol
  • Linoleyl Alcohol
Molecular Formula
C18H34O
Formula Weight
266.5
Purity
≥98%
Formulation (Request formulation change)
A solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 15 mg/mlDMSO: 10 mg/mlEthanol: 10 mg/mlEthanol:PBS (pH 7.2)(1:2): 0.25 mg/ml
SMILES
CCCCC/C=C\C/C=C\CCCCCCCCO
InChi Code
InChI=1S/C18H34O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19/h6-7,9-10,19H,2-5,8,11-18H2,1H3/b7-6-,10-9-
InChi Key
JXNPEDYJTDQORS-HZJYTTRNSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    100 mg

    $36

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    250 mg

    $77

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    500 mg

    $134

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    1 g

    $253

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    Product Description

    cis,cis-Octadeca-9,12-dienol, known less formally as linoleyl alcohol, is a polyunsaturated fatty alcohol produced by the reduction of linoleic acid (Item No. 90150). Conversely, it is oxidized in vivo to produce linoleic acid.1 cis,cis-Octadeca-9,12-dienol has been used to coat latex beads for phagocytosis assays and to synthesize a gallic acid ester for weight loss.2,3 This alcohol of linoleic acid is also used in studies centering on the role of the carboxylic group of linoleic acid in enzyme recognition and cell signaling.4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Su, K.L., and Schmid, H.H.O. Metabolism of long-chain polyunsaturated alcohols in myelinating brain. J. Lipid Res. 13(4), 452-457 (1972).

    2. Thomas, M.J., Hedrick, C.C., Smith, S., et al. Superoxide generation by the human polymorphonuclear leukocyte in response to latex beads. J. Leukoc. Biol. 51(6), 591-596 (1992).

    3. Totani, N., Tateishi, S., Takimoto, T., et al. Gallic acid glycerol ester promotes weight-loss in rats. J. Oleo Sci. 60(9), 457-462 (2011).

    4. Butovich, I.A., Lukyanova, S.M., and Reddy, C.C. Oxidation of linoleyl alcohol by potato tuber lipoxygenase: Possible mechanism and the role of carboxylic group in substrate binding. Biochem. Biophys. Res. Commun. 249(2), 344-349 (1998).

    5. Shintani, T., Takahashi, N., Fushiki, T., et al. The recognition system of dietary fatty acids by the rat small intestinal cells. Biosci. Biotech. Biochem. 59(3), 479-481 (1995).