Date published: 2026-5-1

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trans-4,5-epoxy-2(E)-Decenal (CAS 134454-31-2)

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Alternate Names:
3-(3-pentyloxiranyl)-2E-propenal; 3-[(2R,3R)-3-pentyloxiranyl]-2E-propenal
Application:
trans-4,5-epoxy-2(E)-Decenal is an aldehyde that reacts with nucleophiles on proteins resulting in loss of cell function
CAS Number:
134454-31-2
Purity:
>95%
Molecular Weight:
168.20
Molecular Formula:
C10H16O2
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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trans-4,5-epoxy-2(E)-Decenal is an aldehyde compound responsible for the pungent metallic flavor of decomposed lipids. trans-4,5-epoxy-2(E)-Decenal may act to react with nucleophiles on proteins, resulting in a loss of cell function and viability. Useful tool in demonstrating the effects (acute and gradual) of peroxidative damage in experimental models.


trans-4,5-epoxy-2(E)-Decenal (CAS 134454-31-2) References

  1. Oxidative DNA damage and cardiovascular disease.  |  Lee, SH. and Blair, IA. 2001. Trends Cardiovasc Med. 11: 148-55. PMID: 11686005
  2. 4,5-Epoxy-2(E)-decenal-induced formation of 1,N(6)-etheno-2'-deoxyadenosine and 1,N(2)-etheno-2'-deoxyguanosine adducts.  |  Lee, SH., et al. 2002. Chem Res Toxicol. 15: 300-4. PMID: 11896675
  3. Liquid chromatography/mass spectrometry analysis of bifunctional electrophiles and DNA adducts from vitamin C mediated decomposition of 15-hydroperoxyeicosatetraenoic acid.  |  Williams, MV., et al. 2005. Rapid Commun Mass Spectrom. 19: 849-58. PMID: 15723435
  4. Analysis of FeII-mediated decomposition of a linoleic acid-derived lipid hydroperoxide by liquid chromatography/mass spectrometry.  |  Lee, SH., et al. 2005. J Mass Spectrom. 40: 661-8. PMID: 15739161
  5. Unexpected formation of etheno-2'-deoxyguanosine adducts from 5(S)-hydroperoxyeicosatetraenoic acid: evidence for a bis-hydroperoxide intermediate.  |  Jian, W., et al. 2005. Chem Res Toxicol. 18: 599-610. PMID: 15777099
  6. The oxidative stress mediator 4-hydroxynonenal is an intracellular agonist of the nuclear receptor peroxisome proliferator-activated receptor-beta/delta (PPARbeta/delta).  |  Coleman, JD., et al. 2007. Free Radic Biol Med. 42: 1155-64. PMID: 17382197
  7. Character impact odorants of fennel fruits and fennel tea.  |  Zeller, A. and Rychlik, M. 2006. J Agric Food Chem. 54: 3686-92. PMID: 19127745
  8. A novel 4-oxo-2(E)-nonenal-derived modification to angiotensin II: oxidative decarboxylation of N-terminal aspartic acid.  |  Lee, SH., et al. 2008. Chem Res Toxicol. 21: 2237-44. PMID: 19548347
  9. Characterization and quantification of odor-active compounds in unsaturated fatty acid/conjugated linoleic acid (UFA/CLA)-enriched butter and in conventional butter during storage and induced oxidation.  |  Mallia, S., et al. 2009. J Agric Food Chem. 57: 7464-72. PMID: 19630425
  10. Mass spectrometric approaches for the identification and quantification of reactive carbonyl species protein adducts.  |  Colzani, M., et al. 2013. J Proteomics. 92: 28-50. PMID: 23597925
  11. Angiotensin II modification by decomposition products of linoleic acid-derived lipid hydroperoxide.  |  Takahashi, R., et al. 2015. Chem Biol Interact. 239: 87-99. PMID: 26111765
  12. Cytotoxicity and effect of extraction methods on the chemical composition of essential oils of Moringa oleifera seeds.  |  Kayode, RM. and Afolayan, AJ. 2015. J Zhejiang Univ Sci B. 16: 680-9. PMID: 26238543
  13. The characteristic smell emitted from two scale insects, Ceroplastes japonicus and Ceroplastes rubens.  |  Sakurai, K., et al. 2020. Biosci Biotechnol Biochem. 84: 1541-1545. PMID: 32419623

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

trans-4,5-epoxy-2(E)-Decenal, 1 mg

sc-204922
1 mg
$233.00

trans-4,5-epoxy-2(E)-Decenal, 5 mg

sc-204922B
5 mg
$786.00

trans-4,5-epoxy-2(E)-Decenal, 10 mg

sc-204922A
10 mg
$1050.00