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3-(5-fluorouracil-1-yl)-L-alanine
An alanine derivative that is L-alanine bearing a 5-fluorouracil-1-yl substituent at position 3. A more potent and selective AMPA receptor agonist (at hGluR1 and hGluR2) than AMPA itself (Ki = 14.7, 25.1, and 1820 nM for hGluR1, hGluR2 and hGluR5 respectively).

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03. Biological Effects of Specific Chemicals

			pharmacological uses [CHEBI:52210] (736)

				agonist [CHEBI:48705] (68)

					AMPA receptor agonist [CHEBI:64102] (1)

3-(5-fluorouracil-1-yl)-L-alanine [CHEBI:42549] (1)

08. Chemical Category

			main group molecular entity [CHEBI:33579] (25650)

					s-block molecular entity [CHEBI:33674] (7287)

							hydrogen molecular entity [CHEBI:33608] (6932)

								hydroxides [CHEBI:24651] (5641)

									oxoacid [CHEBI:24833] (3119)

carbon oxoacid [CHEBI:35605] (3012)

carboxylic acid [CHEBI:33575] (3005)

amino acid [CHEBI:33709] (959)

modified amino acid [CHEBI:25359] (654)

alanine derivative [CHEBI:22278] (40)

3-(5-fluorouracil-1-yl)-L-alanine [CHEBI:42549] (1)

					p-block molecular entity [CHEBI:33675] (25343)

						halogen molecular entity [CHEBI:24471] (1475)

								fluorine molecular entity [CHEBI:24062] (288)

organofluorine compound [CHEBI:37143] (275)

3-(5-fluorouracil-1-yl)-L-alanine [CHEBI:42549] (1)

								halide [CHEBI:37578] (1402)

									organohalogen compound [CHEBI:36684] (976)

organofluorine compound [CHEBI:37143] (275)

3-(5-fluorouracil-1-yl)-L-alanine [CHEBI:42549] (1)

						pnictogen molecular entity [CHEBI:33302] (10027)

								nitrogen molecular entity [CHEBI:51143] (7930)

									organonitrogen compound [CHEBI:35352] (6705)

organic amino compound [CHEBI:50047] (2472)

amino acid [CHEBI:33709] (959)

modified amino acid [CHEBI:25359] (654)

alanine derivative [CHEBI:22278] (40)

3-(5-fluorouracil-1-yl)-L-alanine [CHEBI:42549] (1)

						chalcogen molecular entity [CHEBI:33304] (15225)

								oxygen molecular entity [CHEBI:25806] (14414)

hydroxides [CHEBI:24651] (5641)

oxoacid [CHEBI:24833] (3119)

carbon oxoacid [CHEBI:35605] (3012)

carboxylic acid [CHEBI:33575] (3005)

amino acid [CHEBI:33709] (959)

modified amino acid [CHEBI:25359] (654)

alanine derivative [CHEBI:22278] (40)

3-(5-fluorouracil-1-yl)-L-alanine [CHEBI:42549] (1)

organooxygen compound [CHEBI:36963] (11352)

carbon oxoacid [CHEBI:35605] (3012)

carboxylic acid [CHEBI:33575] (3005)

amino acid [CHEBI:33709] (959)

modified amino acid [CHEBI:25359] (654)

alanine derivative [CHEBI:22278] (40)

3-(5-fluorouracil-1-yl)-L-alanine [CHEBI:42549] (1)

carbonyl compound [CHEBI:36586] (5928)

carboxylic acid [CHEBI:33575] (3005)

amino acid [CHEBI:33709] (959)

modified amino acid [CHEBI:25359] (654)

alanine derivative [CHEBI:22278] (40)

3-(5-fluorouracil-1-yl)-L-alanine [CHEBI:42549] (1)

								organochalcogen compound [CHEBI:36962] (11874)

									organooxygen compound [CHEBI:36963] (11352)

carbon oxoacid [CHEBI:35605] (3012)

carboxylic acid [CHEBI:33575] (3005)

amino acid [CHEBI:33709] (959)

modified amino acid [CHEBI:25359] (654)

alanine derivative [CHEBI:22278] (40)

3-(5-fluorouracil-1-yl)-L-alanine [CHEBI:42549] (1)

carbonyl compound [CHEBI:36586] (5928)

carboxylic acid [CHEBI:33575] (3005)

amino acid [CHEBI:33709] (959)

modified amino acid [CHEBI:25359] (654)

alanine derivative [CHEBI:22278] (40)

3-(5-fluorouracil-1-yl)-L-alanine [CHEBI:42549] (1)

						carbon group molecular entity [CHEBI:33582] (23847)

							organic molecular entity [CHEBI:50860] (23769)

								heteroorganic entity [CHEBI:33285] (15197)

organonitrogen compound [CHEBI:35352] (6705)

organic amino compound [CHEBI:50047] (2472)

amino acid [CHEBI:33709] (959)

modified amino acid [CHEBI:25359] (654)

alanine derivative [CHEBI:22278] (40)

3-(5-fluorouracil-1-yl)-L-alanine [CHEBI:42549] (1)

organohalogen compound [CHEBI:36684] (976)

organofluorine compound [CHEBI:37143] (275)

3-(5-fluorouracil-1-yl)-L-alanine [CHEBI:42549] (1)

organochalcogen compound [CHEBI:36962] (11874)

organooxygen compound [CHEBI:36963] (11352)

carbon oxoacid [CHEBI:35605] (3012)

carboxylic acid [CHEBI:33575] (3005)

amino acid [CHEBI:33709] (959)

modified amino acid [CHEBI:25359] (654)

alanine derivative [CHEBI:22278] (40)

3-(5-fluorouracil-1-yl)-L-alanine [CHEBI:42549] (1)

carbonyl compound [CHEBI:36586] (5928)

carboxylic acid [CHEBI:33575] (3005)

amino acid [CHEBI:33709] (959)

modified amino acid [CHEBI:25359] (654)

alanine derivative [CHEBI:22278] (40)

3-(5-fluorouracil-1-yl)-L-alanine [CHEBI:42549] (1)

								organic amino compound [CHEBI:50047] (2472)

amino acid [CHEBI:33709] (959)

modified amino acid [CHEBI:25359] (654)

alanine derivative [CHEBI:22278] (40)

3-(5-fluorouracil-1-yl)-L-alanine [CHEBI:42549] (1)

								organic acid [CHEBI:64709] (3008)

carboxylic acid [CHEBI:33575] (3005)

amino acid [CHEBI:33709] (959)

modified amino acid [CHEBI:25359] (654)

alanine derivative [CHEBI:22278] (40)

3-(5-fluorouracil-1-yl)-L-alanine [CHEBI:42549] (1)

								organic molecule [CHEBI:72695] (11399)

									organic oxo compound [CHEBI:36587] (5932)

carbonyl compound [CHEBI:36586] (5928)

carboxylic acid [CHEBI:33575] (3005)

amino acid [CHEBI:33709] (959)

modified amino acid [CHEBI:25359] (654)

alanine derivative [CHEBI:22278] (40)

3-(5-fluorouracil-1-yl)-L-alanine [CHEBI:42549] (1)

			polyatomic entity [CHEBI:36357] (18777)

				molecule [CHEBI:25367] (11520)

						organic molecule [CHEBI:72695] (11399)

							organic oxo compound [CHEBI:36587] (5932)

								carbonyl compound [CHEBI:36586] (5928)

									carboxylic acid [CHEBI:33575] (3005)

amino acid [CHEBI:33709] (959)

modified amino acid [CHEBI:25359] (654)

alanine derivative [CHEBI:22278] (40)

3-(5-fluorouracil-1-yl)-L-alanine [CHEBI:42549] (1)

				heteroatomic molecular entity [CHEBI:37577] (13672)

					hydroxides [CHEBI:24651] (5641)

							oxoacid [CHEBI:24833] (3119)

								carbon oxoacid [CHEBI:35605] (3012)

									carboxylic acid [CHEBI:33575] (3005)

amino acid [CHEBI:33709] (959)

modified amino acid [CHEBI:25359] (654)

alanine derivative [CHEBI:22278] (40)

3-(5-fluorouracil-1-yl)-L-alanine [CHEBI:42549] (1)

					halide [CHEBI:37578] (1402)

						organohalogen compound [CHEBI:36684] (976)

							organofluorine compound [CHEBI:37143] (275)

3-(5-fluorouracil-1-yl)-L-alanine [CHEBI:42549] (1)

ChEBI Compound Accession Identifier:

[CHEBI:42549]

ChEBI Compound Description:

An alanine derivative that is L-alanine bearing a 5-fluorouracil-1-yl substituent at position 3. A more potent and selective AMPA receptor agonist (at hGluR1 and hGluR2) than AMPA itself (Ki = 14.7, 25.1, and 1820 nM for hGluR1, hGluR2 and hGluR5 respectively).

ChEBI Compound Identification Number:

42549

ChEBI InChI Value:

InChI=1S/C7H8FN3O4/c8-3-1-11(2-4(9)6(13)14)7(15)10-5(3)12/h1,4H,2,9H2,(H,13,14)(H,10,12,15)/t4-/m0/s1

ChEBI InChIKey Value:

DBWPFHJYSTVBCZ-BYPYZUCNSA-N

ChEBI Compound Name:

3-(5-fluorouracil-1-yl)-L-alanine

ChEBI SMILES Value:

N[C@@H](Cn1cc(F)c(=O)[nH]c1=O)C(O)=O

ChEBI Substance ID:

135610254

ChEBI URL:

ChemSpider ID:

112461

Ontomatica Chemical Accession Key (OnChAKey):

DBWPFHJYSTVBCZ_BYPYZUCNSA_N_000_000000

PubChem Compound ID:

126569