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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
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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 1:96,083,495...96,084,738
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 19821
    role 19769
      application 19481
        MALDI matrix material 949
          alpha-cyano-4-hydroxycinnamic acid 4
Path 2
Term Annotations click to browse term
  CHEBI ontology 19821
    subatomic particle 19819
      composite particle 19819
        hadron 19819
          baryon 19819
            nucleon 19819
              atomic nucleus 19819
                atom 19819
                  main group element atom 19716
                    p-block element atom 19716
                      carbon group element atom 19640
                        carbon atom 19630
                          organic molecular entity 19630
                            organic group 18737
                              organic divalent group 18728
                                organodiyl group 18728
                                  carbonyl group 18675
                                    carbonyl compound 18675
                                      carboxylic acid 18373
                                        monocarboxylic acid 17636
                                          alpha,beta-unsaturated monocarboxylic acid 12219
                                            cinnamic acids 2421
                                              hydroxycinnamic acid 1271
                                                monohydroxycinnamic acid 933
                                                  alpha-cyano-4-hydroxycinnamic acid 4
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