Erukinska kiselina

Erukinska kiselina
	(Z)-Dokoz-13-enoinska kiselina
Identifikacija
CAS registarski broj	112-86-7
PubChem	5281116
ChemSpider	4444561
UNII	075441GMF2
KEGG	C08316
ChEBI	28792
ChEMBL	CHEMBL1173380
Jmol-3D slike	Slika 1
SMILES
	O=C(O)CCCCCCCCCCC\C=C/CCCCCCCC
InChI
	InChI=1S/C22H42O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h9-10H,2-8,11-21H2,1H3,(H,23,24)/b10-9- ; Kod: DPUOLQHDNGRHBS-KTKRTIGZSA-N InChI=1/C22H42O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h9-10H,2-8,11-21H2,1H3,(H,23,24)/b10-9-; Kod: DPUOLQHDNGRHBS-KTKRTIGZBD
Svojstva
Molekulska formula	C22H42O2
Molarna masa	338.57 g mol−1
Agregatno stanje	Bela voskasta čvrsta materija
Gustina	0,860 g/cm3
Tačka topljenja	33.8 °C, 307 K, 93 °F
Tačka ključanja	381.5 °C (razlaže se)
Rastvorljivost u vodi	Nije rastvorna
Rastvorljivost u metanol i etanol	Rastvorna je u
Opasnost
Tačka paljenja	349.9 °C
	(šta je ovo?) (verifikuj) ; Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje (25 °C, 100 kPa) materijala
	Infobox references

Erukinska kiselina je mononezasićena omega-9 masna kiselina, koja se obeležava sa 22:1ω9. Njena formula je CH₃(CH₂)₇CH=CH(CH₂)₁₁COOH. Ona je prevalentna u semenu šeboja, sačinjava 4.1% ulja uljane repicel^[6], i 42% senfovog ulja. Erukinska kiselina je takođe poznata kao cis-13-dokozenoinska kiselina, an njen trans izomer je poznat kao brasidinska kiselina.

Upotreba uredi

Erukinska kiselina ima sličan spektar primena kao i mineralna ulja, ali je u većoj meri biorazgradiva. Ona ima ograničenu sposobnost da se polimerizacije i suši za upotrebu u uljanim bojama. Poput drugih masnih kiselina, ona se može konvertovati u surfaktante, lubrikant i prekurzor je za Biodizel.

Biohemija uredi

Erukinska kiselina se formira putem elongacije oleinske kiseline posredstvom oleoil-koenzima A i malonil-CoA.^[7] Erukinska kiselina se razlaže u kraće masne kiseline u ljudskoj jetri enzimom dugolančana Acil CoA dehidrogenaza.

Reference uredi

↑ 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
↑ 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.
↑ 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
↑ 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.
↑ 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
↑ Sahasrabudhe, M. R. (1977). „Crismer values and erucic acid contents of rapeseed oils”. Journal of the American Oil Chemists' Society 54 (8): 323–324. DOI:10.1007/BF02672436.
↑ Bao Xiaoming, Pollard Mike, Ohlrogge John (1998). „The Biosynthesis of Erucic Acid in Developing Embryos of Brassica rapa”. Plant Physiol 118: 183–190. PMID 9733537.

Spoljašnje veze uredi

Portal Hemija

[1] 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

[2] 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.

[3] 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

[4] 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.

[5] 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

[6] Sahasrabudhe, M. R. (1977). „Crismer values and erucic acid contents of rapeseed oils”. Journal of the American Oil Chemists' Society 54 (8): 323–324. DOI:10.1007/BF02672436.

[Bao-7] Bao Xiaoming, Pollard Mike, Ohlrogge John (1998). „The Biosynthesis of Erucic Acid in Developing Embryos of Brassica rapa”. Plant Physiol 118: 183–190. PMID 9733537.

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