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CHEBI ONTOLOGY - ANNOTATIONS

The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at http://www.ebi.ac.uk/chebi/. The data is made available under the Creative Commons License (CC BY 3.0, http://creativecommons.org/licenses/by/3.0/). For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.
Term:alpha-cyano-4-hydroxycinnamic acid
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Accession:CHEBI:64340 term browser browse the term
Definition: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.
Synonyms:exact_synonym: (2E)-2-cyano-3-(4-hydroxyphenyl)prop-2-enoic acid
 related_synonym: 2-cyano-3-(4-hydroxyphenyl)acrylic acid;   CHCA;   Formula=C10H7NO3;   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+;   InChIKey=AFVLVVWMAFSXCK-VMPITWQZSA-N;   SMILES=OC(=O)C(\\C#N)=C\\c1ccc(O)cc1;   alpha-Cyano
 xref: CAS:28166-41-8
 xref_mesh: MESH:C007175
 xref: PMID:11217742;   PMID:14715888;   PMID:15144210;   PMID:15150841;   PMID:15694775;   PMID:16401911;   PMID:19435303;   PMID:19927305;   PMID:8750232;   Reaxys:2645333;   Wikipedia:Alpha-cyano-4-hydroxycinnamic_acid


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alpha-cyano-4-hydroxycinnamic acid term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Agt angiotensinogen multiple interactions EXP alpha-cyano-4-hydroxycinnamate inhibits the reaction [Glucose results in increased expression of AGT mRNA]; alpha-cyano-4-hydroxycinnamate inhibits the reaction [Glucose results in increased expression of AGT protein] CTD PMID:12130563 NCBI chr19:52,529,139...52,549,618
Ensembl chr19:52,529,185...52,540,977 		JBrowse link
G Cxcr4 C-X-C motif chemokine receptor 4 decreases expression ISO alpha-cyano-4-hydroxycinnamate results in decreased expression of CXCR4 mRNA; alpha-cyano-4-hydroxycinnamate results in decreased expression of CXCR4 protein CTD PMID:26384349 NCBI chr13:40,077,976...40,081,883
Ensembl chr13:40,077,976...40,081,883 		JBrowse link
G Fgf21 fibroblast growth factor 21 multiple interactions ISO alpha-cyano-4-hydroxycinnamate inhibits the reaction [mono-(2-ethylhexyl)phthalate results in increased expression of FGF21 mRNA] CTD PMID:31009676 NCBI chr 1:96,083,360...96,084,911
Ensembl chr 1:96,083,441...96,090,454 		JBrowse link
G Hk2 hexokinase 2 decreases expression ISO alpha-cyano-4-hydroxycinnamate results in decreased expression of HK2 mRNA; alpha-cyano-4-hydroxycinnamate results in decreased expression of HK2 protein CTD PMID:26384349 NCBI chr 4:115,234,509...115,283,530
Ensembl chr 4:115,234,509...115,283,530 		JBrowse link
Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19831
    role 19807
      application 19650
        MALDI matrix material 1011
          alpha-cyano-4-hydroxycinnamic acid 4
Path 2
Term Annotations click to browse term
  CHEBI ontology 19831
    subatomic particle 19829
      composite particle 19829
        hadron 19829
          baryon 19829
            nucleon 19829
              atomic nucleus 19829
                atom 19829
                  main group element atom 19779
                    p-block element atom 19779
                      carbon group element atom 19728
                        carbon atom 19724
                          organic molecular entity 19724
                            heteroorganic entity 19477
                              organochalcogen compound 19240
                                organooxygen compound 19155
                                  carbon oxoacid 18613
                                    carboxylic acid 18610
                                      monocarboxylic acid 17966
                                        alpha,beta-unsaturated monocarboxylic acid 13457
                                          cinnamic acids 2510
                                            hydroxycinnamic acid 1365
                                              monohydroxycinnamic acid 1022
                                                alpha-cyano-4-hydroxycinnamic acid 4
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