Submit Data |  Help |  Video Tutorials |  News |  Publications |  FTP Download |  REST API |  Citing RGD |  Contact   

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
go back to main search page
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


show annotations for term's descendants           Sort by:
 
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 chr19:57,321,594...57,333,460
Ensembl chr19:57,321,640...57,333,433
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 chr13:45,314,952...45,318,856
Ensembl chr13:45,314,933...45,318,878
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 1:101,595,579...101,596,822
Ensembl chr 1:101,595,579...101,596,822
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 4:113,559,396...113,609,897
Ensembl chr 4:113,559,427...113,610,243
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19787
    role 19734
      application 19393
        MALDI matrix material 932
          alpha-cyano-4-hydroxycinnamic acid 4
Path 2
Term Annotations click to browse term
  CHEBI ontology 19787
    subatomic particle 19784
      composite particle 19784
        hadron 19784
          baryon 19784
            nucleon 19784
              atomic nucleus 19784
                atom 19784
                  main group element atom 19672
                    p-block element atom 19672
                      carbon group element atom 19574
                        carbon atom 19563
                          organic molecular entity 19563
                            organic group 18495
                              organic divalent group 18488
                                organodiyl group 18488
                                  carbonyl group 18391
                                    carbonyl compound 18391
                                      carboxylic acid 18061
                                        monocarboxylic acid 17407
                                          alpha,beta-unsaturated monocarboxylic acid 11359
                                            cinnamic acids 2375
                                              hydroxycinnamic acid 1252
                                                monohydroxycinnamic acid 917
                                                  alpha-cyano-4-hydroxycinnamic acid 4
paths to the root

NHLBI Logo

RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.