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The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at The data is made available under the Creative Commons License (CC 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:methyl vanillate
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Accession:CHEBI:46477 term browser browse the term
Definition:A benzoate ester that is the methyl ester of vanillic acid.
Synonyms:exact_synonym: methyl 4-hydroxy-3-methoxybenzoate
 related_synonym: 4-Hydroxy-3-methoxybenzoic acid methyl ester;   Formula=C9H10O4;   InChI=1S/C9H10O4/c1-12-8-5-6(9(11)13-2)3-4-7(8)10/h3-5,10H,1-2H3;   InChIKey=BVWTXUYLKBHMOX-UHFFFAOYSA-N;   Methyl 3-methoxy-4-hydroxybenzoate;   Methyl Vanillic Acid;   SMILES=COC(=O)c1ccc(O)c(OC)c1;   VANILLATE;   Vanillic acid, methyl ester
 xref: Beilstein:1369113;   CAS:3943-74-6
 xref_mesh: MESH:C000618837
 xref: PDBeChem:VXX;   PMID:22313772;   Reaxys:1369113

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methyl vanillate term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Duox2 dual oxidase 2 increases expression ISO methyl vanillate results in increased expression of DUOX2 mRNA CTD PMID:35523312 NCBI chr 3:109,223,809...109,247,023
Ensembl chr 3:109,226,924...109,245,902
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G Nox4 NADPH oxidase 4 decreases expression ISO methyl vanillate results in decreased expression of NOX4 mRNA CTD PMID:35523312 NCBI chr 1:140,900,886...141,078,844
Ensembl chr 1:140,901,097...141,077,406
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19818
    role 19790
      chemical role 19421
        antioxidant 15726
          methyl vanillate 2
            methyl 4-acetoxy-3-methoxybenzoate 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19818
    subatomic particle 19816
      composite particle 19816
        hadron 19816
          baryon 19816
            nucleon 19816
              atomic nucleus 19816
                atom 19816
                  main group element atom 19761
                    p-block element atom 19761
                      carbon group element atom 19703
                        carbon atom 19698
                          organic molecular entity 19698
                            organic group 18905
                              organic divalent group 18887
                                organodiyl group 18887
                                  carbonyl group 18853
                                    carbonyl compound 18853
                                      carboxylic acid 18569
                                        aromatic carboxylic acid 11830
                                          benzoic acids 11805
                                            benzoic acid 4374
                                              hydroxybenzoic acid 3784
                                                monohydroxybenzoic acid 1484
                                                  vanillic acid 18
                                                    methyl vanillate 2
                                                      methyl 4-acetoxy-3-methoxybenzoate 0
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