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Chemical Compound Review

Octanal     octanal

Synonyms: Oktanal, Octaldehyde, Octylaldehyd, Oktylaldehyd, Caprylaldehyd, ...
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High impact information on octanal

  • This large number of receptors for octanal suggests that, although the peripheral olfactory system is endowed with high sensitivity, discrimination among different compounds probably requires further central processing [1].
  • Benzaldehyde dehydrogenase II could also oxidize the aliphatic aldehydes hexan-1-al and octan-1-al, although poorly [2].
  • For each isozyme, the Km and kcat values were measured at pH 7.0 with acetaldehyde, pentanal, octanal, benzaldehyde, and cyclohexanone as substrates [3].
  • Treatment with the ALDH substrate octanal sensitized the cells to the cytotoxic effects of 4HC to a modest extent in both MCF-7 and MCF/HC cells [dose modification factor (DMF) of 1.4 and 1.6, respectively] [4].
  • In this study we found that the rat olfactory receptor I7, stably expressed in HEK-293 cells, triggers the cAMP pathway upon stimulation by a specific odorant (octanal) at concentrations lower than 10(-4) M; however, the receptor triggers both pathways at higher concentrations [5].

Biological context of octanal


Anatomical context of octanal

  • The properties of the green pigments produced by incubating microsomes with either octanal or 1-ocytne have been compared [8].

Associations of octanal with other chemical compounds

  • In contrast, octanal and octadecanal produced microspheres with lower dissolution T75% values [9].
  • In addition to other reactions, the studied amines were converted into their corresponding Strecker aldehydes (octanal, benzaldehyde, and methyl 2-oxo-2-phenylacetate, respectively) to an extent that depended on the pH, the temperature, the amount of epoxyalkenal, and the amine involved [10].
  • The binding of sarcoplasmic and myofibrillar proteins extracted from postrigor pork muscle and from 7 and 12 months dry-cured hams with volatile compounds such as 3-methyl-butanal, 2-methyl-butanal, 2-pentanone, hexanal, methional, and octanal was studied using solid phase microextraction and gas chromatography analysis [11].
  • The purified enzyme had a molecular weight of 75,000 and reduced long chain fatty aldehydes such as octanal and hexadecanal with higher affinity (Km values of 0.21 mM and 0.03 mM, respectively) than for various artificial carbonyl compounds such as p-nitrobenzaldehyde and p-nitroacetophenone (Km values of 0.31 mM and 1.4 mM, respectively) [12].
  • The compounds that elicited large responses in both species of moths included linalool, acetophenone, and 4-allylanisole, while a number of compounds such as the aliphatic aldehydes octanal, nonanal, and decanal elicited a large response in B. fusca, but a significantly smaller response in C. partellus [13].

Gene context of octanal


Analytical, diagnostic and therapeutic context of octanal

  • Amperometric biosensors for the detection of hydrogen peroxide are prepared by adsorbing peroxidase (POD, EC, lipophilized with caprylic aldehyde) to TTF-TCNQ/silicone oil paste electrodes [16].
  • Octanal and other aldehydes induce large EOG responses in the rodent olfactory epithelium, suggesting that these compounds activate a large number of odour receptors (ORs) [1].


  1. A pharmacological profile of the aldehyde receptor repertoire in rat olfactory epithelium. Araneda, R.C., Peterlin, Z., Zhang, X., Chesler, A., Firestein, S. J. Physiol. (Lond.) (2004) [Pubmed]
  2. Benzyl alcohol dehydrogenase and benzaldehyde dehydrogenase II from Acinetobacter calcoaceticus. Substrate specificities and inhibition studies. MacKintosh, R.W., Fewson, C.A. Biochem. J. (1988) [Pubmed]
  3. Human liver alcohol dehydrogenase isozymes: reduction of aldehydes and ketones. Deetz, J.S., Luehr, C.A., Vallee, B.L. Biochemistry (1984) [Pubmed]
  4. Identification of glutathione S-transferase as a determinant of 4-hydroperoxycyclophosphamide resistance in human breast cancer cells. Chen, G., Waxman, D.J. Biochem. Pharmacol. (1995) [Pubmed]
  5. Dual signal transduction mediated by a single type of olfactory receptor expressed in a heterologous system. Ko, H.J., Park, T.H. Biol. Chem. (2006) [Pubmed]
  6. Analysis of the molecular basis for octanal interactions in the expressed rat 17 olfactory receptor. Singer, M.S. Chem. Senses (2000) [Pubmed]
  7. Induction of apoptosis by Citrus paradisi essential oil in human leukemic (HL-60) cells. Hata, T., Sakaguchi, I., Mori, M., Ikeda, N., Kato, Y., Minamino, M., Watabe, K. In Vivo (2003) [Pubmed]
  8. Metabolic activation of saturated aldehydes to cause destruction of cytochrome P-450 in vitro. White, I.N. Chem. Biol. Interact. (1982) [Pubmed]
  9. Effects of aldehydes and methods of cross-linking on properties of calcium alginate microspheres prepared by emulsification. Chan, L.W., Heng, P.W. Biomaterials (2002) [Pubmed]
  10. Amine degradation by 4,5-epoxy-2-decenal in model systems. Zamora, R., Gallardo, E., Hidalgo, F.J. J. Agric. Food Chem. (2006) [Pubmed]
  11. Model studies on the efficacy of protein homogenates from raw pork muscle and dry-cured ham in binding selected flavor compounds. Pérez-Juan, M., Flores, M., Toldrá, F. J. Agric. Food Chem. (2006) [Pubmed]
  12. Characterization of microsomal NADPH-dependent aldehyde reductase from rat brain. Takahashi, N., Saito, T., Goda, Y., Tomita, K. J. Biochem. (1986) [Pubmed]
  13. Electrophysiological Responses of the Lepidopterous Stemborers Chilo partellus and Busseola fusca to Volatiles from Wild and Cultivated Host Plants. Birkett, M.A., Chamberlain, K., Khan, Z.R., Pickett, J.A., Toshova, T., Wadhams, L.J., Woodcock, C.M. J. Chem. Ecol. (2006) [Pubmed]
  14. Characterization of retinaldehyde dehydrogenase 3. Graham, C.E., Brocklehurst, K., Pickersgill, R.W., Warren, M.J. Biochem. J. (2006) [Pubmed]
  15. Interaction of soluble peptides and proteins from skeletal muscle with volatile compounds in model systems as affected by curing agents. Gianelli, M.P., Flores, M., Toldrá, F. J. Agric. Food Chem. (2005) [Pubmed]
  16. Novel membraneless amperometric peroxide biosensor based on a tetrathiafulvalene-p-tetracyanoquinodimethane electrode. Korell, U., Spichiger, U.E. Anal. Chem. (1994) [Pubmed]
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