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Chemical Compound Review

Germacrene D     (1Z,6Z)-1-methyl-5- methylidene-8-propan-2...

Synonyms: AC1NT0OY, 37839-63-7
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Disease relevance of Germacrene D


High impact information on Germacrene D


Biological context of Germacrene D

  • The structure-activity relationship shows that the important properties of (-)-germacrene D in activating the neurones are the ten-membered ring system and the three double bonds acting as electron-rich centres, in addition to the direction of the isopropyl-group responsible for the different effects of the germacrene D enantiomers [8].

Associations of Germacrene D with other chemical compounds


Analytical, diagnostic and therapeutic context of Germacrene D


  1. Rose scent: genomics approach to discovering novel floral fragrance-related genes. Guterman, I., Shalit, M., Menda, N., Piestun, D., Dafny-Yelin, M., Shalev, G., Bar, E., Davydov, O., Ovadis, M., Emanuel, M., Wang, J., Adam, Z., Pichersky, E., Lewinsohn, E., Zamir, D., Vainstein, A., Weiss, D. Plant Cell (2002) [Pubmed]
  2. Mechanism and stereochemistry of the germacradienol/germacrene D synthase of Streptomyces coelicolor A3(2). He, X., Cane, D.E. J. Am. Chem. Soc. (2004) [Pubmed]
  3. Geosmin biosynthesis. Streptomyces coelicolor germacradienol/germacrene D synthase converts farnesyl diphosphate to geosmin. Jiang, J., He, X., Cane, D.E. J. Am. Chem. Soc. (2006) [Pubmed]
  4. Enantiospecific (+)- and (-)-germacrene D synthases, cloned from goldenrod, reveal a functionally active variant of the universal isoprenoid-biosynthesis aspartate-rich motif. Prosser, I., Altug, I.G., Phillips, A.L., König, W.A., Bouwmeester, H.J., Beale, M.H. Arch. Biochem. Biophys. (2004) [Pubmed]
  5. Rapid determination of volatile constituents of Michelia alba flowers by gas chromatography-mass spectrometry with solid-phase microextraction. Shang, C., Yaoming, H., Deng, C., Hu, K. Journal of chromatography. A. (2002) [Pubmed]
  6. (-)-Germacrene D increases attraction and oviposition by the tobacco budworm moth Heliothis virescens. Mozuraitis, R., Stranden, M., Ramirez, M.I., Borg-Karlson, A.K., Mustaparta, H. Chem. Senses (2002) [Pubmed]
  7. Study of the Essential Oil from Juniperus communis "Berries" (Cones) Growing Wild in Greece. Chatzopoulou, P.S., Katsiotis, S.T. Planta Med. (1993) [Pubmed]
  8. (-)-Germacrene D receptor neurones in three species of heliothine moths: structure-activity relationships. Stranden, M., Liblikas, I., König, W.A., Almaas, T.J., Borg-Karlson, A.K., Mustaparta, H. Journal of comparative physiology. A, Neuroethology, sensory, neural, and behavioral physiology. (2003) [Pubmed]
  9. Biosynthesis of the irregular monoterpene artemisia ketone, the sesquiterpene germacrene D and other isoprenoids in Tanacetum vulgare L. (Asteraceae). Umlauf, D., Zapp, J., Becker, H., Adam, K.P. Phytochemistry (2004) [Pubmed]
  10. Biosynthesis of the sesquiterpene germacrene D in Solidago canadensis: 13C and (2)H labeling studies. Steliopoulos, P., Wüst, M., Adam, K.P., Mosandl, A. Phytochemistry (2002) [Pubmed]
  11. Olfactory receptor responses of the nymphal American cockroach to sex pheromones and their mimics. Nishino, C., Kimura, R. Comparative biochemistry and physiology. A, Comparative physiology. (1982) [Pubmed]
  12. Solid-phase microextraction gas chromatography/ion trap mass spectrometry and multistage mass spectrometry experiments in the characterization of germacrene D. Gioacchini, A.M., Menotta, M., Polidori, E., Giomaro, G., Stocchi, V. Journal of mass spectrometry : JMS. (2002) [Pubmed]
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