A mixture of autooxidation products of 1,2,3-trilinoleoyl glycerol
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Linolein Hydroperoxides

Item No. 89430

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Synonyms
  • Trilinolein Hydroperoxides
  • 1,2,3-Trilinoleoyl Glycerol Hydroperoxides
Purity
≥98% (mixture of isomers)
Formulation (Request formulation change)
A 5 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: MiscibleEthanol: MisciblePBS (pH 7.2): <10 µg/ml (Insoluble)
SMILES
O=C(CCCCCCC/C=C\C=C\C(OO)CCCCC)OC(COC(CCCCCCCC(/C=C/C=C\CCCCC)OO)=O)COC(CCCCCCC/C=C\C=C\C(OO)CCCCC)=O
InChi Code
InChI=1S/C57H98O12/c1-4-7-10-11-18-24-33-44-53(69-63)45-36-27-23-30-38-47-56(59)65-50-54(66-57(60)48-39-29-22-17-13-15-20-26-35-43-52(68-62)41-32-9-6-3)49-64-55(58)46-37-28-21-16-12-14-19-25-34-42-51(67-61)40-31-8-5-2/h18-20,24-26,33-35,42-44,51-54,61-63H,4-17,21-23,27-32,36-41,45-50H2,1-3H3/b24-18-,25-19-,26-20-,42-34+,43-35+,44-33+
InChi Key
AIIBFJMEIKSVMP-JBIHWUFXSA-N
Side Chain Carbon Sum
54:6
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    500 µg

    $32

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    1 mg

    $60

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    5 mg

    $238

    Add
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    Product Description

    Linolein hydroperoxides are produced by the autoxidative peroxidation of 1,2,3-trilinoleoyl glycerol (Item No. 26951).1,2 Unlike the free fatty acid hydroperoxides of linoleic acid, such as (±)-13-HpODE (Item No. 10704), linolein hydroperoxides are not readily reduced in human plasma in vitro.3 Topical application of linolein hydroperoxides induces the catagen phase of the murine hair cycle.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Neff, W.E., Frankel, E.N., and Miyashita, K. Autoxidation of polyunsaturated triacylglycerols. I. Trilinoleoylglycerol. Lipids 25, 33-39 (1990).

    2. Frankel, E.N., Neff, W.E., and Miyashita, K. Autoxidation of polyunsaturated triacylglycerols. II. Trilinolenoylglycerol. Lipids 25, 40-47 (1990).

    3. Frei, B., Stocker, R., and Ames, B.N. Antioxidant defenses and lipid peroxidation in human blood plasma. Proc. Natl. Acad. Sci. USA 85(24), 9748-9752 (1988).

    4. Naito, A., Midorikawa, T., Yoshino, T., et al. Lipid peroxides induce early onset of catagen phase in murine hair cycles. Int. J. Mol. Med. 22(6), 725-729 (2008).

    Product Citations

    Naito, A., Midorikawa, T., Yoshino, T., et al. Lipid peroxides induce early onset of catagen phase in murine hair cycles. Int. J. Mol. Med. 22(6), 725-729 (2008).