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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:vanillylmandelic acid
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Accession:CHEBI:20106 term browser browse the term
Definition:An aromatic ether that is the 3-O-methyl ether of 3,4-dihydroxymandelic acid.
Synonyms:related_synonym: 2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)acetic acid;   3-methoxy-4-hydroxymandelic acid;   Formula=C9H10O5;   InChI=1S/C9H10O5/c1-14-7-4-5(2-3-6(7)10)8(11)9(12)13/h2-4,8,10-11H,1H3,(H,12,13);   InChIKey=CGQCWMIAEPEHNQ-UHFFFAOYSA-N;   SMILES=COc1cc(ccc1O)C(O)C(O)=O;   Vanilmandelic acid;   hydroxy(4-hydroxy-3-methoxyphenyl)acetic acid
 xref: Beilstein:2213227;   CAS:55-10-7;   HMDB:HMDB0000291;   KEGG:C05584
 xref_mesh: MESH:D014642
 xref: MetaCyc:VANILLYL_MANDELATE;   PMID:13756637;   PMID:23112240;   PMID:23399766;   PMID:23830883;   PMID:24327171;   Reaxys:2213227;   Wikipedia:Vanillylmandelic_acid
 cyclic_relationship: is_conjugate_acid_of CHEBI:27622

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vanillylmandelic acid term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Slc22a8 solute carrier family 22 member 8 multiple interactions EXP Vanilmandelic Acid inhibits the reaction [SLC22A8 protein results in increased uptake of estrone sulfate] CTD PMID:10224140 NCBI chr 1:224,799,444...224,818,482
Ensembl chr 1:224,800,252...224,818,482
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Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19787
    role 19734
      biological role 19734
        antimicrobial agent 17312
          antibacterial agent 13021
            mandelic acid 5
              vanillylmandelic acid 1
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
                                        hydroxy carboxylic acid 3603
                                          hydroxy monocarboxylic acid 3603
                                            2-hydroxy monocarboxylic acid 2916
                                              mandelic acid 5
                                                vanillylmandelic acid 1
paths to the root


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