Etil protokatehuat

Etil protokatehuat
	Etil 3,4-dihidroksibenzoat
Drugi nazivi	Etil estar 3,4-dihidroksibenzojeve kiselina; EDHB; Etil-3,4-dihidroksibenzoat
Identifikacija
CAS registarski broj	3943-89-3
PubChem	77547
ChemSpider	69954
EINECS broj	223-529-0
Jmol-3D slike	Slika 1
SMILES
	CCOC(=O)C1=CC(=C(C=C1)O)O
InChI
	InChI=1S/C9H10O4/c1-2-13-9(12)6-3-4-7(10)8(11)5-6/h3-5,10-11H,2H2,1H3 ; Kod: KBPUBCVJHFXPOC-UHFFFAOYSA-N InChI=1S/C9H10O4/c1-2-13-9(12)6-3-4-7(10)8(11)5-6/h3-5,10-11H,2H2,1H3; Kod: KBPUBCVJHFXPOC-UHFFFAOYSA-N
Svojstva
Molekulska formula	C9H10O4
Molarna masa	182,17 g/mol
Agregatno stanje	beli ili bledo smeđe žuti, kristalni prah; bez mirisa ili sa slabim mirisom sličnim fenolu
Tačka topljenja	132-135 °C
Tačka ključanja	357-358 °C
Rastvorljivost u vodi	Nerastvoran u vodi; rastvoran u etanolu
	; ; Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje (25 °C, 100 kPa) materijala
	Infobox references

Etil protokatehuat je fenolno jedinjenje. On je prisutan u kikirikiju.^[6]^[7] On se isto tako javlja u vinu.^[8] On je Etanolni estar protokatehuinske kiseline.

Ovo jedinjenje je inhibitor prolil 4-hidroksilaze^[9] i može se koristiti za zaštitu miokarda.^[10]

Reference[uredi | uredi kod]

↑ Ethyl protocatechuate on FAO website^{[mrtav link]}
↑ 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
↑ Ethyl protocatechuate on www.thegoodscentscompany.com
↑ Huang, S. C.; Yen, G. C.; Chang, L. W.; Yen, W. J.; Duh, P. D. (2003). „Identification of an Antioxidant, Ethyl Protocatechuate, in Peanut Seed Testa”. Journal of Agricultural and Food Chemistry 51 (8): 2380–2383. DOI:10.1021/jf0210019. PMID 12670184.
↑ Yen, W. J.; Chang, L. W.; Duh, P. D. (2005). „Antioxidant activity of peanut seed testa and its antioxidative component, ethyl protocatechuate”. LWT - Food Science and Technology 38 (3): 193. DOI:10.1016/j.lwt.2004.06.004.
↑ Baderschneider, B.; Winterhalter, P. (2001). „Isolation and Characterization of Novel Benzoates, Cinnamates, Flavonoids, and Lignans from Riesling Wine and Screening for Antioxidant Activity”. Journal of Agricultural and Food Chemistry 49 (6): 2788–2798. DOI:10.1021/jf010396d. PMID 11409967.
↑ Wang, J.; Buss, J. L.; Chen, G.; Ponka, P.; Pantopoulos, K. (2002). „The prolyl 4-hydroxylase inhibitor ethyl-3,4-dihydroxybenzoate generates effective iron deficiency in cultured cells”. FEBS Letters 529 (2–3): 309–312. DOI:10.1016/S0014-5793(02)03389-6. PMID 12372619.
↑ Philipp, S.; Cui, L.; Ludolph, B.; Kelm, M.; Schulz, R.; Cohen, M. V.; Downey, J. M. (2005). „Desferoxamine and ethyl-3,4-dihydroxybenzoate protect myocardium by activating NOS and generating mitochondrial ROS”. AJP: Heart and Circulatory Physiology 290 (1): H450–H457. DOI:10.1152/ajpheart.00472.2005. PMID 16155105.

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[1] Ethyl protocatechuate on FAO website^{[mrtav link]}

[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] Ethyl protocatechuate on www.thegoodscentscompany.com

[6] Huang, S. C.; Yen, G. C.; Chang, L. W.; Yen, W. J.; Duh, P. D. (2003). „Identification of an Antioxidant, Ethyl Protocatechuate, in Peanut Seed Testa”. Journal of Agricultural and Food Chemistry 51 (8): 2380–2383. DOI:10.1021/jf0210019. PMID 12670184.

[7] Yen, W. J.; Chang, L. W.; Duh, P. D. (2005). „Antioxidant activity of peanut seed testa and its antioxidative component, ethyl protocatechuate”. LWT - Food Science and Technology 38 (3): 193. DOI:10.1016/j.lwt.2004.06.004.

[8] Baderschneider, B.; Winterhalter, P. (2001). „Isolation and Characterization of Novel Benzoates, Cinnamates, Flavonoids, and Lignans from Riesling Wine and Screening for Antioxidant Activity”. Journal of Agricultural and Food Chemistry 49 (6): 2788–2798. DOI:10.1021/jf010396d. PMID 11409967.

[9] Wang, J.; Buss, J. L.; Chen, G.; Ponka, P.; Pantopoulos, K. (2002). „The prolyl 4-hydroxylase inhibitor ethyl-3,4-dihydroxybenzoate generates effective iron deficiency in cultured cells”. FEBS Letters 529 (2–3): 309–312. DOI:10.1016/S0014-5793(02)03389-6. PMID 12372619.

[10] Philipp, S.; Cui, L.; Ludolph, B.; Kelm, M.; Schulz, R.; Cohen, M. V.; Downey, J. M. (2005). „Desferoxamine and ethyl-3,4-dihydroxybenzoate protect myocardium by activating NOS and generating mitochondrial ROS”. AJP: Heart and Circulatory Physiology 290 (1): H450–H457. DOI:10.1152/ajpheart.00472.2005. PMID 16155105.

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Etil protokatehuat

Reference[uredi | uredi kod]

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