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alpha-cyano-4-hydroxycinnamic acid
A monohydroxycinnamic acid that is 4-hydroxycinnamic acid in which the hydrogen alpha- to the carboxy group is replaced by a cyano group. It is used as a matrix in matrix-assisted laser desorption/ionization (MALDI) mass spectrometry for the analysis of peptides and oligonucleotides.


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05. Industrial Uses: MALDI matrix material [CHEBI:64345] > alpha-cyano-4-hydroxycinnamic acid [CHEBI:64340]
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05. Industrial Uses 
05. Industrial Uses
 MALDI matrix material [CHEBI:64345] (9) 
 alpha-cyano-4-hydroxycinnamic acid [CHEBI:64340] (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) 
 monocarboxylic acid [CHEBI:25384] (1620) 
 cinnamic acids [CHEBI:23252] (30) 
 hydroxycinnamic acid [CHEBI:24689] (23) 
 monohydroxycinnamic acid [CHEBI:24688] (16) 
 alpha-cyano-4-hydroxycinnamic acid [CHEBI:64340] (1)
 organic hydroxy compound [CHEBI:33822] (3050) 
 phenols [CHEBI:33853] (868) 
 alpha-cyano-4-hydroxycinnamic acid [CHEBI:64340] (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) 
 cyanides [CHEBI:23424] (120) 
 nitrile [CHEBI:18379] (117) 
 alpha-cyano-4-hydroxycinnamic acid [CHEBI:64340] (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) 
 monocarboxylic acid [CHEBI:25384] (1620) 
 cinnamic acids [CHEBI:23252] (30) 
 hydroxycinnamic acid [CHEBI:24689] (23) 
 monohydroxycinnamic acid [CHEBI:24688] (16) 
 alpha-cyano-4-hydroxycinnamic acid [CHEBI:64340] (1)
 organic hydroxy compound [CHEBI:33822] (3050) 
 phenols [CHEBI:33853] (868) 
 alpha-cyano-4-hydroxycinnamic acid [CHEBI:64340] (1)
 organooxygen compound [CHEBI:36963] (11352) 
 carbon oxoacid [CHEBI:35605] (3012) 
 carboxylic acid [CHEBI:33575] (3005) 
 monocarboxylic acid [CHEBI:25384] (1620) 
 cinnamic acids [CHEBI:23252] (30) 
 hydroxycinnamic acid [CHEBI:24689] (23) 
 monohydroxycinnamic acid [CHEBI:24688] (16) 
 alpha-cyano-4-hydroxycinnamic acid [CHEBI:64340] (1)
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic acid [CHEBI:33575] (3005) 
 monocarboxylic acid [CHEBI:25384] (1620) 
 cinnamic acids [CHEBI:23252] (30) 
 hydroxycinnamic acid [CHEBI:24689] (23) 
 monohydroxycinnamic acid [CHEBI:24688] (16) 
 alpha-cyano-4-hydroxycinnamic acid [CHEBI:64340] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 carbon oxoacid [CHEBI:35605] (3012) 
 carboxylic acid [CHEBI:33575] (3005) 
 monocarboxylic acid [CHEBI:25384] (1620) 
 cinnamic acids [CHEBI:23252] (30) 
 hydroxycinnamic acid [CHEBI:24689] (23) 
 monohydroxycinnamic acid [CHEBI:24688] (16) 
 alpha-cyano-4-hydroxycinnamic acid [CHEBI:64340] (1)
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic acid [CHEBI:33575] (3005) 
 monocarboxylic acid [CHEBI:25384] (1620) 
 cinnamic acids [CHEBI:23252] (30) 
 hydroxycinnamic acid [CHEBI:24689] (23) 
 monohydroxycinnamic acid [CHEBI:24688] (16) 
 alpha-cyano-4-hydroxycinnamic acid [CHEBI:64340] (1)
 carbon group molecular entity [CHEBI:33582] (23847) 
 organic molecular entity [CHEBI:50860] (23769) 
 heteroorganic entity [CHEBI:33285] (15197) 
 organonitrogen compound [CHEBI:35352] (6705) 
 cyanides [CHEBI:23424] (120) 
 nitrile [CHEBI:18379] (117) 
 alpha-cyano-4-hydroxycinnamic acid [CHEBI:64340] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 carbon oxoacid [CHEBI:35605] (3012) 
 carboxylic acid [CHEBI:33575] (3005) 
 monocarboxylic acid [CHEBI:25384] (1620) 
 cinnamic acids [CHEBI:23252] (30) 
 hydroxycinnamic acid [CHEBI:24689] (23) 
 monohydroxycinnamic acid [CHEBI:24688] (16) 
 alpha-cyano-4-hydroxycinnamic acid [CHEBI:64340] (1)
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic acid [CHEBI:33575] (3005) 
 monocarboxylic acid [CHEBI:25384] (1620) 
 cinnamic acids [CHEBI:23252] (30) 
 hydroxycinnamic acid [CHEBI:24689] (23) 
 monohydroxycinnamic acid [CHEBI:24688] (16) 
 alpha-cyano-4-hydroxycinnamic acid [CHEBI:64340] (1)
 organic hydroxy compound [CHEBI:33822] (3050) 
 phenols [CHEBI:33853] (868) 
 alpha-cyano-4-hydroxycinnamic acid [CHEBI:64340] (1)
 organic acid [CHEBI:64709] (3008) 
 carboxylic acid [CHEBI:33575] (3005) 
 monocarboxylic acid [CHEBI:25384] (1620) 
 cinnamic acids [CHEBI:23252] (30) 
 hydroxycinnamic acid [CHEBI:24689] (23) 
 monohydroxycinnamic acid [CHEBI:24688] (16) 
 alpha-cyano-4-hydroxycinnamic acid [CHEBI:64340] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic aromatic compound [CHEBI:33659] (3593) 
 phenols [CHEBI:33853] (868) 
 alpha-cyano-4-hydroxycinnamic acid [CHEBI:64340] (1)
 organic oxo compound [CHEBI:36587] (5932) 
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic acid [CHEBI:33575] (3005) 
 monocarboxylic acid [CHEBI:25384] (1620) 
 cinnamic acids [CHEBI:23252] (30) 
 hydroxycinnamic acid [CHEBI:24689] (23) 
 monohydroxycinnamic acid [CHEBI:24688] (16) 
 alpha-cyano-4-hydroxycinnamic acid [CHEBI:64340] (1)
 polyatomic entity [CHEBI:36357] (18777) 
 molecule [CHEBI:25367] (11520) 
 cyclic compound [CHEBI:33595] (7817) 
 aromatic compound [CHEBI:33655] (3799) 
 organic aromatic compound [CHEBI:33659] (3593) 
 phenols [CHEBI:33853] (868) 
 alpha-cyano-4-hydroxycinnamic acid [CHEBI:64340] (1)
 organic cyclic compound [CHEBI:33832] (7633) 
 organic aromatic compound [CHEBI:33659] (3593) 
 phenols [CHEBI:33853] (868) 
 alpha-cyano-4-hydroxycinnamic acid [CHEBI:64340] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic aromatic compound [CHEBI:33659] (3593) 
 phenols [CHEBI:33853] (868) 
 alpha-cyano-4-hydroxycinnamic acid [CHEBI:64340] (1)
 organic oxo compound [CHEBI:36587] (5932) 
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic acid [CHEBI:33575] (3005) 
 monocarboxylic acid [CHEBI:25384] (1620) 
 cinnamic acids [CHEBI:23252] (30) 
 hydroxycinnamic acid [CHEBI:24689] (23) 
 monohydroxycinnamic acid [CHEBI:24688] (16) 
 alpha-cyano-4-hydroxycinnamic acid [CHEBI:64340] (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) 
 monocarboxylic acid [CHEBI:25384] (1620) 
 cinnamic acids [CHEBI:23252] (30) 
 hydroxycinnamic acid [CHEBI:24689] (23) 
 monohydroxycinnamic acid [CHEBI:24688] (16) 
 alpha-cyano-4-hydroxycinnamic acid [CHEBI:64340] (1)
 organic hydroxy compound [CHEBI:33822] (3050) 
 phenols [CHEBI:33853] (868) 
 alpha-cyano-4-hydroxycinnamic acid [CHEBI:64340] (1)
ChEBI Compound Accession Identifier  [CHEBI:64340]
ChEBI Compound Description  A monohydroxycinnamic acid that is 4-hydroxycinnamic acid in which the hydrogen alpha- to the carboxy group is replaced by a cyano group. It is used as a matrix in matrix-assisted laser desorption/ionization (MALDI) mass spectrometry for the analysis of peptides and oligonucleotides.
ChEBI Compound Identification Number  64340
ChEBI InChI Value  InChI=1S/C10H7NO3/c11-6-8(10(13)14)5-7-1-3-9(12)4-2-7/h1-5,12H,(H,13,14)/b8-5+
ChEBI InChIKey Value  AFVLVVWMAFSXCK-VMPITWQZSA-N
ChEBI Compound Name  alpha-cyano-4-hydroxycinnamic acid
ChEBI SMILES Value  OC(=O)C(\C#N)=C\c1ccc(O)cc1
ChEBI Substance ID  135668326
ChEBI URL  ChEBI:64340
ChemSpider ID  4485953
Ontomatica Chemical Accession Key (OnChAKey)  AFVLVVWMAFSXCK_VMPITWQZSA_N_000_000000
PubChem Compound ID  5328791