Date published: 2025-10-15

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13(S)-HODE (CAS 29623-28-7)

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Alternate Names:
13S-hydroxy-9Z,11E-octadecadienoic acid
Application:
13(S)-HODE is an inhibitor of tumor cell adhesion in endothelium tissue
CAS Number:
29623-28-7
Purity:
≥98%
Molecular Weight:
296.44
Molecular Formula:
C18H32O3
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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13(S)-HODE, cataloged under CAS number 29623-28-7, is the S-enantiomer of 13-hydroxyoctadecadienoic acid, a metabolite primarily formed through the enzymatic oxidation of linoleic acid by 15-lipoxygenases. This particular enantiomer is of significant interest in research due to its involvement in cellular signaling mechanisms. 13(S)-HODE plays a crucial role in modulating lipid signaling pathways that influence various cellular processes such as apoptosis, proliferation, and inflammation. As a signaling lipid, it is particularly noted for its ability to interact with specific receptors, including peroxisome proliferator-activated receptors (PPARs), which are integral to the regulation of lipid metabolism and immune responses. In research settings, 13(S)-HODE is often utilized to study its effects on endothelial cells, exploring how it influences vascular integrity and function. This compound is also used in studies examining the mechanisms behind oxidative stress and the cellular response to such stress, providing insights into how cells adapt to changes in their environment through lipid-derived mediators. The research involving 13(S)-HODE helps to uncover the complex dynamics of lipid signaling in cellular health and stress responses, offering a deeper understanding of the biochemical pathways that are essential for maintaining cellular homeostasis and responding to physiological challenges.


13(S)-HODE (CAS 29623-28-7) References

  1. 13-(S)-hydroxyoctadecadienoic acid (13-HODE) incorporation and conversion to novel products by endothelial cells.  |  Fang, X., et al. 1999. J Lipid Res. 40: 699-707. PMID: 10191294
  2. Decreased 13-S-hydroxyoctadecadienoic acid levels and 15-lipoxygenase-1 expression in human colon cancers.  |  Shureiqi, I., et al. 1999. Carcinogenesis. 20: 1985-95. PMID: 10506115
  3. 15-LOX-1: a novel molecular target of nonsteroidal anti-inflammatory drug-induced apoptosis in colorectal cancer cells.  |  Shureiqi, I., et al. 2000. J Natl Cancer Inst. 92: 1136-42. PMID: 10904086
  4. 15-Lipoxygenase-1 mediates nonsteroidal anti-inflammatory drug-induced apoptosis independently of cyclooxygenase-2 in colon cancer cells.  |  Shureiqi, I., et al. 2000. Cancer Res. 60: 6846-50. PMID: 11156377
  5. 15-Lipoxygenase-1 mediates cyclooxygenase-2 inhibitor-induced apoptosis in gastric cancer.  |  Wu, J., et al. 2003. Carcinogenesis. 24: 243-7. PMID: 12584173
  6. Nonradiometric HPLC measurement of 13(S)-hydroxyoctadecadienoic acid from rat tissues.  |  Cho, H., et al. 2003. Anal Biochem. 318: 47-51. PMID: 12782030
  7. The 15-lipoxygenase-1 product 13-S-hydroxyoctadecadienoic acid down-regulates PPAR-delta to induce apoptosis in colorectal cancer cells.  |  Shureiqi, I., et al. 2003. Proc Natl Acad Sci U S A. 100: 9968-73. PMID: 12909723
  8. Oxidative metabolism of linoleic acid modulates PPAR-beta/delta suppression of PPAR-gamma activity.  |  Zuo, X., et al. 2006. Oncogene. 25: 1225-41. PMID: 16288226
  9. 15-Lipoxygenases and its metabolites 15(S)-HETE and 13(S)-HODE in the development of non-small cell lung cancer.  |  Yuan, H., et al. 2010. Thorax. 65: 321-6. PMID: 20388757
  10. Epidermal FABP (FABP5) regulates keratinocyte differentiation by 13(S)-HODE-mediated activation of the NF-κB signaling pathway.  |  Ogawa, E., et al. 2011. J Invest Dermatol. 131: 604-12. PMID: 21068754
  11. Linoleic acid metabolite drives severe asthma by causing airway epithelial injury.  |  Mabalirajan, U., et al. 2013. Sci Rep. 3: 1349. PMID: 23443229
  12. Apoptosis Induced by 13-S-hydroxyoctadecadienoic acid in the Breast Cancer Cell Lines, MCF-7 and MDA-MB-231.  |  Tavakoli Yaraki, M. and Karami Tehrani, F. 2013. Iran J Basic Med Sci. 16: 653-9. PMID: 24250946
  13. Differential cell growth/apoptosis behavior of 13-hydroxyoctadecadienoic acid enantiomers in a colorectal cancer cell line.  |  Cabral, M., et al. 2014. Am J Physiol Gastrointest Liver Physiol. 307: G664-71. PMID: 25035111
  14. Antineoplastic effects of 15(S)-hydroxyeicosatetraenoic acid and 13-S-hydroxyoctadecadienoic acid in non-small cell lung cancer.  |  Li, MY., et al. 2015. Cancer. 121 Suppl 17: 3130-45. PMID: 26331820
  15. Differential Effects of Estrogen Receptor Alpha and Beta on Endogenous Ligands of Peroxisome Proliferator-Activated Receptor Gamma in Papillary Thyroid Cancer.  |  Yang, S., et al. 2021. Front Endocrinol (Lausanne). 12: 708248. PMID: 34557159

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

13(S)-HODE, 100 µg

sc-205005
100 µg
$105.00

13(S)-HODE, 500 µg

sc-205005A
500 µg
$405.00