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more general categories information about this item 03. Biological Effects of Specific Chemicals 03. Biological Effects of Specific Chemicals biochemical uses [CHEBI:52206] (3306) enzyme inhibitor [CHEBI:23924] (825) nitric oxide synthase inhibitor [CHEBI:61908] (36) L-citrulline [CHEBI:16349] (1) metabolite [CHEBI:25212] (2692) secondary metabolite [CHEBI:26619] (2225) L-citrulline [CHEBI:16349] (1) physiological uses [CHEBI:52211] (63) nutrient [CHEBI:33284] (49) micronutrient [CHEBI:27027] (41) L-citrulline [CHEBI:16349] (1) 05. Industrial Uses 05. Industrial Uses pharmaceutical [CHEBI:52217] (1978) drug [CHEBI:23888] (1930) protective agent [CHEBI:50267] (74) L-citrulline [CHEBI:16349] (1) nutraceutical [CHEBI:50733] (39) L-citrulline [CHEBI:16349] (1) 08. Chemical Category 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) citrullines [CHEBI:23324] (4) citrulline [CHEBI:18211] (3) L-citrulline [CHEBI:16349] (1) alpha-amino acid [CHEBI:10208] (233) citrullines [CHEBI:23324] (4) citrulline [CHEBI:18211] (3) L-citrulline [CHEBI:16349] (1) p-block molecular entity [CHEBI:33675] (25343) 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) citrullines [CHEBI:23324] (4) citrulline [CHEBI:18211] (3) L-citrulline [CHEBI:16349] (1) alpha-amino acid [CHEBI:10208] (233) citrullines [CHEBI:23324] (4) citrulline [CHEBI:18211] (3) L-citrulline [CHEBI:16349] (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) citrullines [CHEBI:23324] (4) citrulline [CHEBI:18211] (3) L-citrulline [CHEBI:16349] (1) alpha-amino acid [CHEBI:10208] (233) citrullines [CHEBI:23324] (4) citrulline [CHEBI:18211] (3) L-citrulline [CHEBI:16349] (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) citrullines [CHEBI:23324] (4) citrulline [CHEBI:18211] (3) L-citrulline [CHEBI:16349] (1) alpha-amino acid [CHEBI:10208] (233) citrullines [CHEBI:23324] (4) citrulline [CHEBI:18211] (3) L-citrulline [CHEBI:16349] (1) carbonyl compound [CHEBI:36586] (5928) carboxylic acid [CHEBI:33575] (3005) amino acid [CHEBI:33709] (959) modified amino acid [CHEBI:25359] (654) citrullines [CHEBI:23324] (4) citrulline [CHEBI:18211] (3) L-citrulline [CHEBI:16349] (1) alpha-amino acid [CHEBI:10208] (233) citrullines [CHEBI:23324] (4) citrulline [CHEBI:18211] (3) L-citrulline [CHEBI:16349] (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) citrullines [CHEBI:23324] (4) citrulline [CHEBI:18211] (3) L-citrulline [CHEBI:16349] (1) alpha-amino acid [CHEBI:10208] (233) citrullines [CHEBI:23324] (4) citrulline [CHEBI:18211] (3) L-citrulline [CHEBI:16349] (1) carbonyl compound [CHEBI:36586] (5928) carboxylic acid [CHEBI:33575] (3005) amino acid [CHEBI:33709] (959) modified amino acid [CHEBI:25359] (654) citrullines [CHEBI:23324] (4) citrulline [CHEBI:18211] (3) L-citrulline [CHEBI:16349] (1) alpha-amino acid [CHEBI:10208] (233) citrullines [CHEBI:23324] (4) citrulline [CHEBI:18211] (3) L-citrulline [CHEBI:16349] (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) citrullines [CHEBI:23324] (4) citrulline [CHEBI:18211] (3) L-citrulline [CHEBI:16349] (1) alpha-amino acid [CHEBI:10208] (233) citrullines [CHEBI:23324] (4) citrulline [CHEBI:18211] (3) L-citrulline [CHEBI:16349] (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) citrullines [CHEBI:23324] (4) citrulline [CHEBI:18211] (3) L-citrulline [CHEBI:16349] (1) alpha-amino acid [CHEBI:10208] (233) citrullines [CHEBI:23324] (4) citrulline [CHEBI:18211] (3) L-citrulline [CHEBI:16349] (1) carbonyl compound [CHEBI:36586] (5928) carboxylic acid [CHEBI:33575] (3005) amino acid [CHEBI:33709] (959) modified amino acid [CHEBI:25359] (654) citrullines [CHEBI:23324] (4) citrulline [CHEBI:18211] (3) L-citrulline [CHEBI:16349] (1) alpha-amino acid [CHEBI:10208] (233) citrullines [CHEBI:23324] (4) citrulline [CHEBI:18211] (3) L-citrulline [CHEBI:16349] (1) organic amino compound [CHEBI:50047] (2472) amino acid [CHEBI:33709] (959) modified amino acid [CHEBI:25359] (654) citrullines [CHEBI:23324] (4) citrulline [CHEBI:18211] (3) L-citrulline [CHEBI:16349] (1) alpha-amino acid [CHEBI:10208] (233) citrullines [CHEBI:23324] (4) citrulline [CHEBI:18211] (3) L-citrulline [CHEBI:16349] (1) organic acid [CHEBI:64709] (3008) carboxylic acid [CHEBI:33575] (3005) amino acid [CHEBI:33709] (959) modified amino acid [CHEBI:25359] (654) citrullines [CHEBI:23324] (4) citrulline [CHEBI:18211] (3) L-citrulline [CHEBI:16349] (1) alpha-amino acid [CHEBI:10208] (233) citrullines [CHEBI:23324] (4) citrulline [CHEBI:18211] (3) L-citrulline [CHEBI:16349] (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) citrullines [CHEBI:23324] (4) citrulline [CHEBI:18211] (3) L-citrulline [CHEBI:16349] (1) alpha-amino acid [CHEBI:10208] (233) citrullines [CHEBI:23324] (4) citrulline [CHEBI:18211] (3) L-citrulline [CHEBI:16349] (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) citrullines [CHEBI:23324] (4) citrulline [CHEBI:18211] (3) L-citrulline [CHEBI:16349] (1) alpha-amino acid [CHEBI:10208] (233) citrullines [CHEBI:23324] (4) citrulline [CHEBI:18211] (3) L-citrulline [CHEBI:16349] (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) citrullines [CHEBI:23324] (4) citrulline [CHEBI:18211] (3) L-citrulline [CHEBI:16349] (1) alpha-amino acid [CHEBI:10208] (233) citrullines [CHEBI:23324] (4) citrulline [CHEBI:18211] (3) L-citrulline [CHEBI:16349] (1) ChEBI Compound Accession Identifier: [CHEBI:16349] ChEBI Compound Description: The L-enantiomer of citrulline. ChEBI Compound Identification Number: 16349 ChEBI InChI Value: InChI=1S/C6H13N3O3/c7-4(5(10)11)2-1-3-9-6(8)12/h4H,1-3,7H2,(H,10,11)(H3,8,9,12)/t4-/m0/s1 ChEBI InChIKey Value: RHGKLRLOHDJJDR-BYPYZUCNSA-N ChEBI Compound Name: L-citrulline ChEBI SMILES Value: N[C@@H](CCCNC(N)=O)C(O)=O ChEBI Substance ID: 8144684 ChEBI URL: ChEBI:16349 ChemSpider ID: 9367 Ontomatica Chemical Accession Key (OnChAKey): RHGKLRLOHDJJDR_BYPYZUCNSA_N_000_000000 PubChem Compound ID: 9750