alicyclic hydrocarbons


Summary: Organic compounds composed exclusively of carbon and hydrogen. Three or more carbon atoms are arranged in a cyclic structure and they possess aliphatic properties.

Top Publications

  1. Eh M. New alicyclic musks: the fourth generation of musk odorants. Chem Biodivers. 2004;1:1975-84 pubmed
    ..The olfactory properties of all compounds were evaluated to identify the structural requirements to be met for a musk odorant. ..
  2. Ibbotson J, Ibhadon A. Origin and analysis of aliphatic and cyclic hydrocarbons in northeast United Kingdom coastal marine sediments. Mar Pollut Bull. 2010;60:1136-41 pubmed publisher
    ..These variations are mainly attributable to spatial and temporal variations in source but also parameters such as rainfall, turbulence and micro-organism activity also account for the observed trends. ..
  3. Lewandowski G, Gruszkowska E, Milchert E. The influence of the solvent on the epoxidation of cis,trans,trans-1,5,9-cyclododecatriene to trans-1,2-epoxy-cis,trans-5,9-cyclododecadiene by catalytic system tert-butyl hydroperoxide/Mo(CO)6. J Hazard Mater. 2005;120:45-50 pubmed
    ..The best results were achieved with the application of tert-butyl hydroperoxide in isooctane. A significant influence of the nature of the solvent on the results of trans-1,2-epoxy-cis,trans-5,9-cyclododecadiene synthesis was found. ..
  4. Zhu X. The latest progress in the synthesis of carbocyclic nucleosides. Nucleosides Nucleotides Nucleic Acids. 2000;19:651-90 pubmed
    ..Special attention is paid to the synthesis of key precursors to those carba-nucleosides that possess significant biological activities or have novel structures. ..
  5. Vinas L, Franco M, Soriano J, Gonzalez J, Ortiz L, Bayona J, et al. Accumulation trends of petroleum hydrocarbons in commercial shellfish from the Galician coast (NW Spain) affected by the Prestige oil spill. Chemosphere. 2009;75:534-41 pubmed publisher
    ..Half-life values were in the order of 30 and 60 d, respectively. The results of the study demonstrate that barnacles can be suitable species for oil spill monitoring. ..
  6. Quagraine E, Headley J, Peterson H. Is biodegradation of bitumen a source of recalcitrant naphthenic acid mixtures in oil sands tailing pond waters?. J Environ Sci Health A Tox Hazard Subst Environ Eng. 2005;40:671-84 pubmed
  7. Townsend G, Prince R, Suflita J. Anaerobic biodegradation of alicyclic constituents of gasoline and natural gas condensate by bacteria from an anoxic aquifer. FEMS Microbiol Ecol. 2004;49:129-35 pubmed publisher
    ..These results extend the range of hydrocarbons known to be susceptible to anaerobic decay and help indicate the patterns of alicyclic hydrocarbon biodegradation that can be expected. ..
  8. Hoshino T, Ohashi S. Importance of the methyl group at C10 of squalene for hopene biosynthesis and novel carbocyclic skeletons with 6/5 + 5/5 + (6) ring system(s). Org Lett. 2002;4:2553-6 pubmed
    ..The former two hopane skeletons were formed from the bioconversion of C15-desmethylsqualene and the latter two skeletons from that of C10-desmethylsqualene. ..
  9. Munley S, Kelly D, Kennedy G. Evaluation of the potential developmental toxicity of cyclododecatriene (CDDT). Drug Chem Toxicol. 2003;26:199-212 pubmed
    ..Because developmental toxicity was observed only after exposures that also produced signs of maternal toxicity, CDDT was not considered to be a selective developmental toxicant in the rat. ..

More Information


  1. van Beilen J, Mourlane F, Seeger M, Kovac J, Li Z, Smits T, et al. Cloning of Baeyer-Villiger monooxygenases from Comamonas, Xanthobacter and Rhodococcus using polymerase chain reaction with highly degenerate primers. Environ Microbiol. 2003;5:174-82 pubmed
    ..NCIMB 9872 BVMO gene were also expressed in E. coli and shown to specify lactone hydrolase and cyclohexanol dehydrogenase activity respectively...
  2. Rios Hernandez L, Gieg L, Suflita J. Biodegradation of an alicyclic hydrocarbon by a sulfate-reducing enrichment from a gas condensate-contaminated aquifer. Appl Environ Microbiol. 2003;69:434-43 pubmed
    ..The evidence suggests that alicyclic hydrocarbons such as ECP can be anaerobically activated by the addition to the double bond of fumarate to form ..
  3. Bieniek G, Kurkiewicz S, Wilczok T. Occupational exposure to aromatic hydrocarbons at a coke plant: Part I. Identification of hydrocarbons in air and their metabolites in urine by a gas chromatography-mass spectrometry method. J Occup Health. 2004;46:175-80 pubmed
    ..Trimethylsilyl derivatives of aromatic hydroxyacids and hydroxymethoxyacids were found in the urine of occupationally exposed workers by means of a silylation procedure. ..
  4. Liu Y, Ali S, Boge T, Georg G, Victory S, Zygmunt J, et al. A systematic SAR study of C10 modified paclitaxel analogues using a combinatorial approach. Comb Chem High Throughput Screen. 2002;5:39-48 pubmed
    ..It was also found that the presence of a nitrogen atom in the C10 substituent might play a role in the interaction of analogues with microtubules. ..
  5. Kostichka K, Thomas S, Gibson K, Nagarajan V, Cheng Q. Cloning and characterization of a gene cluster for cyclododecanone oxidation in Rhodococcus ruber SC1. J Bacteriol. 2001;183:6478-86 pubmed
  6. Miura M, Hori W, Kasahara Y, Nakagawa I. Quantitative assessment of the metabolic activation of alicyclic amines via aldehyde. J Pharmacol Toxicol Methods. 2010;61:44-51 pubmed publisher
    ..The post-incubation method is useful for screening newly synthesized compounds to quantitatively assess the bioactivation of aldehydes descending from alicyclic amines. ..
  7. Gradden C, Pai P, Hindell P, O Donoghue D, Mason H, Bell G. Membranous nephropathy, hydrocarbon exposure and genetic variants of hydrocarbon detoxification. QJM. 2001;94:79-87 pubmed
    ..7%) patients and 16 (44.4%) controls. While occupational exposure to hydrocarbons remains a likely factor in its pathogenesis, further work is required to identify the genetic polymorphisms that modulate the risk of IMGN. ..
  8. Aam B, Myhre O, Fonnum F. Transcellular signalling pathways and TNF-alpha release involved in formation of reactive oxygen species in rat alveolar macrophages exposed to tert-butylcyclohexane. Arch Toxicol. 2003;77:678-84 pubmed
    ..DCF fluorescence was elevated in a concentration-dependent manner by the alicyclic hydrocarbons. The involvement of transcellular signalling pathways in the production of ROS by t-BCH, the most active ..
  9. Xia Y, Boydston A, Yao Y, Kornfield J, Gorodetskaya I, Spiess H, et al. Ring-expansion metathesis polymerization: catalyst-dependent polymerization profiles. J Am Chem Soc. 2009;131:2670-7 pubmed publisher
    ..Further polymer analysis was conducted using melt-state magic-angle spinning (13)C NMR spectroscopy of both linear and cyclic polymers, which revealed little or no chain ends for the latter topology. ..
  10. Lavarias S, Garcia F, Pollero R, Heras H. Effect of the water-soluble fraction of petroleum on microsomal lipid metabolism of Macrobrachium borellii (Arthropoda: Crustacea). Aquat Toxicol. 2007;82:265-71 pubmed
    ..Nevertheless, hydrocarbons elicited membrane fluidity alterations in in vitro experiments at concentrations that could be found in the environment after an oil spill. ..
  11. Guo J, Pukkala E, Kyyrönen P, Lindbohm M, Heikkilä P, Kauppinen T. Testicular cancer, occupation and exposure to chemical agents among Finnish men in 1971-1995. Cancer Causes Control. 2005;16:97-103 pubmed
    ..trend (mainly contributed by seminoma) was observed for pesticides, textile dust, aliphatic and alicyclic hydrocarbons, and some other organic solvents. Risk of testicular cancer increased only in four occupations...
  12. Bamberger J, Scott R, Kelly D, Kennedy G, Elliott G. Inhalation toxicity of cyclododecatriene in rats. Drug Chem Toxicol. 1999;22:435-54 pubmed
    ..No specific neurotoxicity was detected and the histopathologic response was limited to reversible changes in the nasal epithelia in rats exposed to 260 ppm. ..
  13. Malley L, Everds N, Makovec G, Kennedy G. Reproductive and repeated dose toxicity of cyclododecatriene (CDDT) in rats following oral (gavage) treatment. Drug Chem Toxicol. 2002;25:149-70 pubmed
    ..The NOEL in pups was 100 mg/kg/day, based on decreased body weights of pups in the 300 mg/kg/day group during lactation. ..
  14. Bernstein M, Sandford S, Allamandola L. Hydrogenated polycyclic aromatic hydrocarbons and the 2940 and 2850 wavenumber (3.40 and 3.51 micron) infrared emission features. Astrophys J. 1996;472:L127-30 pubmed
    ..We compare these results in context with the other suggested identifications of the emission features in the 2950-2700 cm-1 (3.39-3.70 microns) region and briefly discuss their astrophysical implications. ..
  15. Iwaki H, Wang S, Grosse S, Bergeron H, Nagahashi A, Lertvorachon J, et al. Pseudomonad cyclopentadecanone monooxygenase displaying an uncommon spectrum of Baeyer-Villiger oxidations of cyclic ketones. Appl Environ Microbiol. 2006;72:2707-20 pubmed
    ..Although showing a modest selectivity (E = 5.8), macrolactone formation of 15-hexadecanolide from the kinetic resolution of 2-methylcyclopentadecanone using CPDMO was also demonstrated. ..
  16. Schumacher J, Fakoussa R. Degradation of alicyclic molecules by Rhodococcus ruber CD4. Appl Microbiol Biotechnol. 1999;52:85-90 pubmed
    ..They contribute to the three-dimensional coal structure and thus could serve as a valuable target for the oxidative abilities of R. ruber CD4 to reduce the molecular mass of coal. ..