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Chemical Compound Review

Dipenten     1-methyl-4-prop-1-en-2-yl- cyclohexene

Synonyms: LIMONENE, Cajeputen, Dipanol, Dipentene, Eulimen, ...
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Disease relevance of Kautschiin


High impact information on Kautschiin

  • The synthesis of R-perillic acid is also described, because previous reports on the activity of perillic acid against isoprenylation enzymes refer to the S-enantiomer, although it is the R-enantiomer which is the metabolite of R-limonene [4].
  • Comparison of the cavities in A2U and in the corresponding mouse urinary protein (MUP) reveal that the former is tailor-made for small oval hydrophobic ligands such as DLO [5].
  • Lycopene, an active natural lipophilic antioxidant from tomato, has solubilized in water-in-oil, bicontinuous, and oil-in-water types of microemulsions up to 10 times the oil [(R)-(+)-limonene] dissolution capacity [6].
  • Patch tests with 6 terpenes on 22 patients revealed that 17 were allergic to alpha-pinene and 15 to dipentene; 12 were allergic to both [7].
  • Fennel oil contained almost 2/3 anethol, approximately 1/5 fenchon and the remaining part consisting of alpha + beta-pinen, limonen (p-mentha-1,8-dien) and estragol [8].

Associations of Kautschiin with other chemical compounds


  1. Asymmetric total synthesis of (+)-aphanamol I based on the transition metal catalyzed [5 + 2] cycloaddition of allenes and vinylcyclopropanes. Wender, P.A., Zhang, L. Org. Lett. (2000) [Pubmed]
  2. Allergic contact dermatitis from dipentene in wax polish. Martins, C., Gonçalo, M., Gonçalo, S. Contact Derm. (1995) [Pubmed]
  3. Not only oxidized R-(+)- but also S-(-)-limonene is a common cause of contact allergy in dermatitis patients in Europe. Matura, M., Sk??ld, M., B??rje, A., Andersen, K.E., Bruze, M., Frosch, P., Goossens, A., Johansen, J.D., Svedman, C., White, I.R., Karlberg, A.T. Contact Derm. (2006) [Pubmed]
  4. Inhibition of protein prenylation by metabolites of limonene. Hardcastle, I.R., Rowlands, M.G., Barber, A.M., Grimshaw, R.M., Mohan, M.K., Nutley, B.P., Jarman, M. Biochem. Pharmacol. (1999) [Pubmed]
  5. The structures of alpha 2u-globulin and its complex with a hyaline droplet inducer. Chaudhuri, B.N., Kleywegt, G.J., Björkman, J., Lehman-McKeeman, L.D., Oliver, J.D., Jones, T.A. Acta Crystallogr. D Biol. Crystallogr. (1999) [Pubmed]
  6. Food-grade microemulsions based on nonionic emulsifiers: media to enhance lycopene solubilization. Spernath, A., Yaghmur, A., Aserin, A., Hoffman, R.E., Garti, N. J. Agric. Food Chem. (2002) [Pubmed]
  7. Allergy to oil of turpentine in Portugal. Cachão, P., Menezes Brandão, F., Carmo, M., Frazão, S., Silva, M. Contact Derm. (1986) [Pubmed]
  8. Effects of essential oils from fennel (Foeniculi aetheroleum) and caraway (Carvi aetheroleum) in pigs. Sch??ne, F., Vetter, A., Hartung, H., Bergmann, H., Biert??mpfel, A., Richter, G., M??ller, S., Breitschuh, G. Journal of animal physiology and animal nutrition (2006) [Pubmed]
  9. Aging: gene silencing or gene activation? Burzynski, S.R. Med. Hypotheses (2005) [Pubmed]
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