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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 1:205,496,331...205,516,378
Ensembl chr 1:205,498,084...205,517,450
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Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19812
    role 19761
      biological role 19761
        antimicrobial agent 17400
          antibacterial agent 13566
            mandelic acid 5
              vanillylmandelic acid 1
Path 2
Term Annotations click to browse term
  CHEBI ontology 19812
    subatomic particle 19811
      composite particle 19811
        hadron 19811
          baryon 19811
            nucleon 19811
              atomic nucleus 19811
                atom 19811
                  main group element atom 19708
                    p-block element atom 19708
                      carbon group element atom 19630
                        carbon atom 19620
                          organic molecular entity 19620
                            organic group 18728
                              organic divalent group 18719
                                organodiyl group 18719
                                  carbonyl group 18667
                                    carbonyl compound 18667
                                      carboxylic acid 18364
                                        hydroxy carboxylic acid 3652
                                          hydroxy monocarboxylic acid 3652
                                            2-hydroxy monocarboxylic acid 2927
                                              mandelic acid 5
                                                vanillylmandelic acid 1
paths to the root