Epigalokatehin galat

Epigalokatehin galat
	[(2R,3R)-5,7-dihidroksi-2-(3,4,5-trihidroksifenil)hroman-3-il] 3,4,5-trihidroksibenzoat
	Preferentno IUPAC ime (2R,3R)-5,7-dihidroksi-2-(3,4,5-trihidrokisfenil)-3,4-dihidro-2H-1-benzopiran-3-il 3,4,5-trihidroksibenzoat
Drugi nazivi	(-)-Epigalokatehin galat
Identifikacija
CAS registarski broj	989-51-5
PubChem	65064
ChemSpider	58575
MeSH	Epigallocatechin+gallate
ChEBI	4806
ChEMBL	CHEMBL297453
Jmol-3D slike	Slika 1
SMILES
	O=C(O[C@@H]2Cc3c(O[C@@H]2c1cc(O)c(O)c(O)c1)cc(O)cc3O)c4cc(O)c(O)c(O)c4
InChI
	InChI=1S/C22H18O11/c23-10-5-12(24)11-7-18(33-22(31)9-3-15(27)20(30)16(28)4-9)21(32-17(11)6-10)8-1-13(25)19(29)14(26)2-8/h1-6,18,21,23-30H,7H2/t18-,21-/m1/s1 ; Kod: WMBWREPUVVBILR-WIYYLYMNSA-N InChI=1/C22H18O11/c23-10-5-12(24)11-7-18(33-22(31)9-3-15(27)20(30)16(28)4-9)21(32-17(11)6-10)8-1-13(25)19(29)14(26)2-8/h1-6,18,21,23-30H,7H2/t18-,21-/m1/s1; Kod: WMBWREPUVVBILR-WIYYLYMNBM
Svojstva
Molekulska formula	C22H18O11
Molarna masa	458.37 g mol−1
Agregatno stanje
Rastvorljivost u vodi	rastvoran je
Rastvorljivost	rastvoran je u etanolu, DMSO-u, dimetil formamidu sa oko 20 g/l
	(šta je ovo?) (verifikuj) ; Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje (25 °C, 100 kPa) materijala
	Infobox references

Epigalokatehin galat (EGCG, epigalokatehin-3-galat) je estar epigalokatehina i galne kiseline. On je forma katehina.

EGCG je najzastupljeniji katehin u čaju i potentan je antioksidans, koji može da ima terapeutske primene u tretmanu mnogih poremećaja (npr. kancera). On je prisutan u zelenom čaju, ali se ne nalazi u crnom čaju, jer se tokom proizvodnje crnog čaja katehini konvertuju u teaflavine i tearubigine.^[7] Na visokoj temperaturi može da dođe do epimerizacije. Izlaganje ključaloj vodi tokom 30 minuta dovodi samo do 12,4% redukcije totalne količine EGCG-a, dok je izgubljenja količina tokom tratkotrajnog izlaganja neznatna.^[8]

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
↑ 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
↑ ^5,0 ^5,1 Epigallocatechin gallate
↑ EGCG
↑ Lorenz, M., Urban, J. (January 2009) "Green and Black Tea are Equally Potent Stimuli of NO Production and Vasodilation: New Insights into Tea Ingredients Involved". "Basic Research in Cardiology" "'104" (1): 100-110.
↑ Wang R, Zhou W, Jiang X (April 2008). „Reaction kinetics of degradation and epimerization of epigallocatechin gallate (EGCG) in aqueous system over a wide temperature range”. J. Agric. Food Chem. 56 (8): 2694–701. DOI:10.1021/jf0730338. PMID 18361498.

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[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] 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

[chemicalland21.com-5] 5,0 ^5,1 Epigallocatechin gallate

[6] EGCG

[7] Lorenz, M., Urban, J. (January 2009) "Green and Black Tea are Equally Potent Stimuli of NO Production and Vasodilation: New Insights into Tea Ingredients Involved". "Basic Research in Cardiology" "'104" (1): 100-110.

[ncbi-8] Wang R, Zhou W, Jiang X (April 2008). „Reaction kinetics of degradation and epimerization of epigallocatechin gallate (EGCG) in aqueous system over a wide temperature range”. J. Agric. Food Chem. 56 (8): 2694–701. DOI:10.1021/jf0730338. PMID 18361498.

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