Nervonska kiselina

Nervonska kiselina[1]
IUPAC ime
 
(Z)-Tetrakoz-15-enoinska kiselina
Drugi nazivi cis-15-Tetrakozenoinska kiselina
24:1 cis, delta 9 ili 24:1 omega 9
Identifikacija
CAS registarski broj 506-37-6 DaY
PubChem[2][3] 5281120
ChemSpider[4] 4444565 DaY
KEGG[5] C08323
ChEBI 44247
ChEMBL[6] CHEMBL1173379 DaY
Jmol-3D slike Slika 1
SMILES

O=C(O)CCCCCCCCCCCCC\C=C/CCCCCCCC

InChI

InChI=1S/C24H46O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24(25)26/h9-10H,2-8,11-23H2,1H3,(H,25,26)/b10-9- DaY
Kod: GWHCXVQVJPWHRF-KTKRTIGZSA-N DaY

InChI=1/C24H46O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24(25)26/h9-10H,2-8,11-23H2,1H3,(H,25,26)/b10-9-
Kod: GWHCXVQVJPWHRF-KTKRTIGZBL

Svojstva
Molekulska formula C24H46O2
Molarna masa 366,62 g/mol
Tačka topljenja

42–43 °C

 DaY (šta je ovo?)   (verifikuj)

Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje (25 °C, 100 kPa) materijala

Infobox references

Nervonska kiselina je mononezasićena omega-9 masna kiselina. Utvrđeno je da je nervonska kiselina važna u biosintezi mijelina nervnih ćelija.[7] Ona je prisutana u sfingolipidima bele materije ljudskog mozga.

Nervonska kiselina se koristi u tretmanu poremećaja uzrokovanih demijelinacijom, kao što su adrenoleukodistrofija i multipla skleroza gde postoji snižen nivo nervonske kiseline u sfingolipidima.[8]

Reference

  1. ↑ Nervonic acid at Sigma-Aldrich
  2. ↑ Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519.  edit
  3. ↑ Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1. 
  4. ↑ Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846.  edit
  5. ↑ Joanne Wixon, Douglas Kell (2000). „Website Review: The Kyoto Encyclopedia of Genes and Genomes — KEGG”. Yeast 17 (1): 48–55. DOI:10.1002/(SICI)1097-0061(200004)17:1<48::AID-YEA2>3.0.CO;2-H. 
  6. ↑ Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594.  edit
  7. ↑ US Patent 6664406[mrtav link], Nervonic acid derivatives, their preparation and use
  8. ↑ WO/1996/005740[mrtav link], Nervonic Acid Compositions

Literatura

  • Appelqvist (1976) Lipids in Cruciferae. In: Vaughan JG, Macleod AJ (Eds), The biology and the Chemistry of Cruciferae. Academic Press, London, UK, pp. 221-277.
  • Sargent JR, Coupland K, Wilson R (1994). Nervonic Acid and Demyelinating Disease. Medical Hypothesese 42, pp. 237-242.

Spoljašnje veze

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n−3 Nezasićene
α-Linoleinska (18:3) • Stearidonska (18:4) • Eikozapentaenoinska (20:5) • Dokozaheksaenoinska (22:6)
n−6 Nezasićene
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ω-7 Nezasićene
Palmitoleinska (16:1) • Vakcenska (18:1) • Paulinska (20:1)
n−9 Nezasićene
Oleinska (18:1) • Elaidinska (trans-18:1) • Eikozenoinska (20:1) • Erukinska (22:1) • Nervonska (24:1) • Mead (20:3)
Biohemijske familije: Ugljeni hidrati (Glikozidi,Alkoholi) • Lipidi (Steroidi,Fosfolipidi,Glikolipidi,Masne kiseline,Tetrapiroli) • Proteini (Aminokiseline,Peptidi,Glikoproteini) • Nukleobaze/Nukleinske kiseline