Fumarna kiselina

Fumaric acid
	(E)-Butendionska kiselina
Drugi nazivi	trans-1,2-Etilendikarboksilna kiselina; 2-Butendionska kiselina; trans-butendionska kiselina; Alomaleinska kiselina; Boletinska kiselina; Donitinska kiselina; Liheniska kiselina
Identifikacija
CAS registarski broj	110-17-8
ChemSpider	10197150
UNII	88XHZ13131
EINECS broj	203-743-0
DrugBank	DB04299
KEGG	C00122
ChEBI	18012
ChEMBL	CHEMBL503160
ATC code	D05AX01
Jmol-3D slike	Slika 1
SMILES
	C(=C/C(=O)O)\C(=O)O
InChI
	InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/b2-1+ ; Kod: VZCYOOQTPOCHFL-OWOJBTEDSA-N InChI=1/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/b2-1+; Kod: VZCYOOQTPOCHFL-OWOJBTEDBF
Svojstva
Molekulska formula	C4H4O4
Molarna masa	116,07 g/mol
Agregatno stanje	Bela čvrsta materija
Gustina	1,635 g/cm³
Tačka topljenja	287 °C
Rastvorljivost u vodi	0,63 g/100 mL
pKa	pka1 = 3.03, pka2 = 4.44
Opasnost
EU-klasifikacija	Iritant (Xi)
NFPA 704	1 2 0
R-oznake	R36
S-oznake	S2 S26
Srodna jedinjenja
Srodna karboksilne kiseline	maleinska kiselina; sukcinska kiselina; krotonska kiselina
Srodna jedinjenja	fumaril hlorid; fumaronitril; dimetil fumarat; gvožđe(II) fumarat
	(šta je ovo?) (verifikuj) ; Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje (25 °C, 100 kPa) materijala
	Infobox references

Fumarna kiselina (trans-butendionska kiselina) je hemijsko jedinjenje sa formulom HO₂CCH=CHCO₂H.^[4]^[5] Ovo belo kristalno jedinjenje je jedna od dve izomerne nezasićene dikarboksilne kiseline. Druga je maleinska kiselina. U fumarnoj kiselini su karboksilne grupe u trans (E) položaju, dok su u maleinskoj kiselini u cis (Z). Fumarna kiselina ima ukus sličan voću. Soli i estri su poznati kao fumarati. Dimetil fumarat znatno redukuje progresiju invaliditeta kod obolelih od multiple skleroze.

Reference uredi

↑ 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
↑ Clayden Jonathan, Nick Greeves, Stuart Warren, Peter Wothers (2001). Organic chemistry. Oxford, Oxfordshire: Oxford University Press. ISBN 0-19-850346-6.
↑ Morrison Robert Thornton, Boyd Robert Neilson (2006). Organic chemistry. Engelwood Cliffs, New Jersey: Prentice Hall. ISBN 8120307658.

Literatura uredi

Vidi još uredi

Dermatologija
Fotosinteza
Maleinska kiselina, cis-izomer fumarne kiseline

Spoljašnje veze uredi

Portal Hemija

International Chemical Safety Card 1173

[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

[2] 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.

[3] 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

[Clayden1st-4] Clayden Jonathan, Nick Greeves, Stuart Warren, Peter Wothers (2001). Organic chemistry. Oxford, Oxfordshire: Oxford University Press. ISBN 0-19-850346-6.

[MorrisonBoyd6th-5] Morrison Robert Thornton, Boyd Robert Neilson (2006). Organic chemistry. Engelwood Cliffs, New Jersey: Prentice Hall. ISBN 8120307658.

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