Hydroxy fatty acid methyl ester
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13(S)-HODE methyl ester

Item No. 10008875

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
13S-hydroxy-9Z,11E-octadecadienoic acid, methyl ester
CAS Number
109837-85-6
Molecular Formula
C19H34O3
Formula Weight
310.5
Purity
≥98%
Formulation (Request formulation change)
A 1 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 50 mg/mlEthanol: 50 mg/mlPBS (pH 7.2): 1 mg/ml
λmax
234 nm
SMILES
CCCCC[C@H](O)/C=C/C=C\CCCCCCCC(OC)=O
InChi Code
InChI=1S/C19H34O3/c1-3-4-12-15-18(20)16-13-10-8-6-5-7-9-11-14-17-19(21)22-2/h8,10,13,16,18,20H,3-7,9,11-12,14-15,17H2,1-2H3/b10-8-,16-13+/t18-/m0/s1
InChi Key
ZVMLLPSSQZSZOA-QGWXGPBYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    100 µg

    $248

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    500 µg

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    1 mg

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    Product Description

    13(S)-hydroxyoctadecadienoic acid (13(S)-HODE) is a 15-lipoxygenase metabolite of linoleic acid produced in endothelial cells, leukocytes, and tumor cells. The biological effects of 13(S)-HODE include inhibition of tumor cell adhesion to the endothelium at concentrations around 1 µM,1,2 and down regulation of IRGpIIb/IIIa receptor expression.3 13(S)-HODE methyl ester is a neutral, more lipophilic form of the free acid that has been used as an analytical standard for 13(S)-HODE.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Buchanan, M.R., Haas, T.A., Lagarde, M., et al. 13-Hydroxyoctadecadienoic acid is the vessel wall chemorepellant factor, LOX. The Journal of Biological Chemisty 260(30), 16056-16059 (1985).

    2. Honn, K.V., Nelson, K.K., Renaud, C., et al. Fatty acid modulation of tumor cell adhesion to microvessel endothelium and experimental metastasis. Prostaglandins 44(5), 413-429 (1992).

    3. Grossi, I.M., Fitzgerald, L.A., Umbarger, L.A., et al. Bidirectional control of membrane expression and/or activation of the tumor cell IRGpIIb/IIIa receptor and tumor cell adhesion by lipoxygenase products of arachidonic acid and linoleic acid. Cancer Res. 49(4), 1029-1037 (1989).