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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:vanillic acid
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Accession:CHEBI:30816 term browser browse the term
Definition:A monohydroxybenzoic acid that is 4-hydroxybenzoic acid substituted by a methoxy group at position 3.
Synonyms:related_synonym: 4-Hydroxy-3-methoxybenzoic acid;   Formula=C8H8O4;   InChI=1S/C8H8O4/c1-12-7-4-5(8(10)11)2-3-6(7)9/h2-4,9H,1H3,(H,10,11);   InChIKey=WKOLLVMJNQIZCI-UHFFFAOYSA-N;   SMILES=COc1cc(ccc1O)C(O)=O
 alt_id: CHEBI:27278;   CHEBI:9933
 xref: Beilstein:2208364;   CAS:121-34-6;   DrugBank:DB02130;   Gmelin:1472811;   HMDB:HMDB0000484;   KEGG:C06672;   KNApSAcK:C00002682
 xref_mesh: MESH:D014641
 xref: PDBeChem:VNL;   PMID:20482617;   PMID:24078147;   PMID:24314059;   YMDB:YMDB01802
 cyclic_relationship: is_conjugate_acid_of CHEBI:16632



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vanillic acid term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Bad BCL2-associated agonist of cell death multiple interactions ISO Vanillic Acid inhibits the reaction [INS protein results in decreased expression of BAD protein] CTD PMID:33651899 NCBI chr 1:204,133,502...204,142,829
Ensembl chr 1:204,131,501...204,142,823
JBrowse link
G Casp3 caspase 3 multiple interactions EXP Vanillic Acid inhibits the reaction [Isoproterenol results in increased expression of CASP3 mRNA] CTD PMID:25794854 NCBI chr16:45,662,910...45,681,171
Ensembl chr16:45,662,910...45,684,648
JBrowse link
G Casp8 caspase 8 multiple interactions EXP Vanillic Acid inhibits the reaction [Isoproterenol results in increased expression of CASP8 mRNA] CTD PMID:25794854 NCBI chr 9:60,263,863...60,312,542
Ensembl chr 9:60,264,075...60,312,542
JBrowse link
G Casp9 caspase 9 multiple interactions EXP Vanillic Acid inhibits the reaction [Isoproterenol results in increased expression of CASP9 mRNA] CTD PMID:25794854 NCBI chr 5:154,108,872...154,126,628
Ensembl chr 5:154,109,046...154,126,626
JBrowse link
G Fas Fas cell surface death receptor multiple interactions EXP Vanillic Acid inhibits the reaction [Isoproterenol results in increased expression of FAS mRNA] CTD PMID:25794854 NCBI chr 1:231,798,963...231,832,591
Ensembl chr 1:231,798,960...231,832,591
JBrowse link
G G6pc1 glucose-6-phosphatase catalytic subunit 1 multiple interactions ISO Vanillic Acid inhibits the reaction [INS protein results in increased expression of G6PC1 protein] CTD PMID:33651899 NCBI chr10:86,307,400...86,318,766 JBrowse link
G Gck glucokinase multiple interactions ISO Vanillic Acid inhibits the reaction [INS protein results in decreased activity of GCK protein]; Vanillic Acid inhibits the reaction [INS protein results in decreased expression of GCK protein] CTD PMID:33651899 NCBI chr14:80,785,060...80,829,842
Ensembl chr14:80,785,060...80,826,995
JBrowse link
G Gckr glucokinase regulator multiple interactions ISO Vanillic Acid inhibits the reaction [INS protein results in increased expression of GCKR protein] CTD PMID:33651899 NCBI chr 6:25,044,592...25,075,834
Ensembl chr 6:25,045,100...25,075,654
JBrowse link
G Gsk3b glycogen synthase kinase 3 beta multiple interactions ISO Vanillic Acid inhibits the reaction [INS protein results in increased expression of GSK3B protein] CTD PMID:33651899 NCBI chr11:62,498,997...62,648,665
Ensembl chr11:62,504,316...62,648,646
JBrowse link
G Gys1 glycogen synthase 1 multiple interactions ISO Vanillic Acid inhibits the reaction [INS protein results in decreased expression of GYS1 protein] CTD PMID:33651899 NCBI chr 1:95,915,443...95,935,292
Ensembl chr 1:95,915,443...95,935,292
JBrowse link
G Ins2 insulin 2 multiple interactions ISO Vanillic Acid inhibits the reaction [INS protein results in decreased activity of GCK protein]; Vanillic Acid inhibits the reaction [INS protein results in decreased expression of BAD protein]; Vanillic Acid inhibits the reaction [INS protein results in decreased expression of GCK protein]; Vanillic Acid inhibits the reaction [INS protein results in decreased expression of GYS1 protein]; Vanillic Acid inhibits the reaction [INS protein results in increased expression of G6PC1 protein]; Vanillic Acid inhibits the reaction [INS protein results in increased expression of GCKR protein]; Vanillic Acid inhibits the reaction [INS protein results in increased expression of GSK3B protein] CTD PMID:33651899 NCBI chr 1:197,843,277...197,992,522
Ensembl chr 1:197,843,281...197,864,775
JBrowse link
G LOC686683 similar to olfactory receptor 73 multiple interactions ISO Vanillic Acid analog binds to and results in increased activity of OLFR73 protein CTD PMID:21142015 NCBI chr 3:73,516,522...73,517,463 JBrowse link
G Mir122 microRNA 122 decreases expression ISO Vanillic Acid results in decreased expression of MIR122 mRNA CTD PMID:24165878 NCBI chr18:58,758,703...58,758,787 JBrowse link
G Nos3 nitric oxide synthase 3 increases expression ISO Vanillic Acid results in increased expression of NOS3 mRNA CTD PMID:15740983 NCBI chr 4:10,793,834...10,814,170
Ensembl chr 4:10,793,834...10,814,166
JBrowse link
G Ugt1a2 UDP glucuronosyltransferase 1 family, polypeptide A2 increases glucuronidation ISO UGT1A3 protein results in increased glucuronidation of Vanillic Acid CTD PMID:15117964 NCBI chr 9:88,791,216...88,808,465 JBrowse link
G Ugt1a8 UDP glucuronosyltransferase family 1 member A8 increases glucuronidation ISO UGT1A8 protein results in increased glucuronidation of Vanillic Acid CTD PMID:15117964 NCBI chr 9:88,727,094...88,808,465 JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19800
    role 19751
      biological role 19751
        biochemical role 19368
          metabolite 19344
            eukaryotic metabolite 19033
              plant metabolite 17450
                vanillic acid 16
                  (+)-(7S,8S)-guaiacylglycerol-beta-vanillic acid ether 0
                  1-O-vanilloyl-beta-D-glucose 0
                  3-O-vanillyceanothic acid 0
                  litseaefoloside C 0
                  methyl vanillate + 0
                  tschimganine 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19800
    subatomic particle 19799
      composite particle 19799
        hadron 19799
          baryon 19799
            nucleon 19799
              atomic nucleus 19799
                atom 19799
                  main group element atom 19698
                    p-block element atom 19698
                      carbon group element atom 19619
                        carbon atom 19609
                          organic molecular entity 19609
                            organic group 18718
                              organic divalent group 18702
                                organodiyl group 18702
                                  carbonyl group 18651
                                    carbonyl compound 18651
                                      carboxylic acid 18346
                                        aromatic carboxylic acid 11735
                                          benzoic acids 11709
                                            benzoic acid 4280
                                              hydroxybenzoic acid 3691
                                                monohydroxybenzoic acid 1461
                                                  vanillic acid 16
                                                    (+)-(7S,8S)-guaiacylglycerol-beta-vanillic acid ether 0
                                                    1-O-vanilloyl-beta-D-glucose 0
                                                    3-O-vanillyceanothic acid 0
                                                    litseaefoloside C 0
                                                    methyl vanillate + 0
                                                    tschimganine 0
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