プロトカテク酸エチル

プロトカテク酸エチル
	IUPAC名 Ethyl 3,4-dihydroxybenzoate
	別称 Ethyl ester of 3,4- dihydroxybenzoic acid; 3,4-dihydroxybenzoic acid ethyl ester; EDHB; Ethyl-3,4-dihydroxybenzoate
識別情報
CAS登録番号	3943-89-3
PubChem	77547
ChemSpider	69954
EC番号	223-529-0
	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 Key: KBPUBCVJHFXPOC-UHFFFAOYSA-N;
特性
化学式	C9H10O4
モル質量	182.17 g/mol
精密質量	182.057909 u
外観	White or pale brownish yellow, crystalline powder; odourless or has a faint phenol-like odour
融点	132-135°C
沸点	357-358°C
水への溶解度	Insoluble in water; soluble in ethanol
	特記なき場合、データは常温 (25 °C)・常圧 (100 kPa) におけるものである。

プロトカテク酸エチル(ethyl protocatechuate)はフェノール類の一つ。プロトカテク酸のエチルエステルである。落花生の種子の種皮で見られ^[3]^[4]、ワインにも含まれる^[5]。

出典

^ Ethyl protocatechuate on FAO website
^ Ethyl protocatechuate on www.thegoodscentscompany.com
^ Identification of an Antioxidant, Ethyl Protocatechuate, in Peanut Seed Testa. Shiow Chyn Huang, Gow-Chin Yen, Lee-Wen Chang, Wen-Jye Yen and Pin-Der Duh, J. Agric. Food Chem., 2003, 51 (8), pages 2380–2383, PMID 12670184, doi:10.1021/jf0210019
^ Antioxidant activity of peanut seed testa and its antioxidative component, ethyl protocatechuate. Wen-Jye Yen, Lee-Wen Chang, Pin-Der Duh, LWT - Food Science and Technology, Volume 38, Issue 3, May 2005, pages 193-200, doi:10.1016/j.lwt.2004.06.004
^ Isolation and Characterization of Novel Benzoates, Cinnamates, Flavonoids, and Lignans from Riesling Wine and Screening for Antioxidant Activity. Beate Baderschneider and Peter Winterhalter, J. Agric. Food Chem., 2001, 49 (6), pages 2788–2798, doi:10.1021/jf010396d
^ The prolyl 4-hydroxylase inhibitor ethyl-3,4-dihydroxybenzoate generates effective iron deficiency in cultured cells. Wang J, Buss JL, Chen G, Ponka P and Pantopoulos K, FEBS Lett., 2002 Oct 9, 529(2-3), pages 309-312, PMID 12372619, doi:10.1016/S0014-5793(02)03389-6
^ Desferoxamine and ethyl-3,4-dihydroxybenzoate protect myocardium by activating NOS and generating mitochondrial ROS. Philipp S, Cui L, Ludolph B, Kelm M, Schulz R, Cohen MV and Downey JM, Am J Physiol Heart Circ Physiol., 2006 Jan, 290(1), H450-457, PMID 16155105, doi:10.1152/ajpheart.00472.2005