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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:ochratoxin B
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Accession:CHEBI:141524 term browser browse the term
Definition:A phenylalanine derivative resulting from the formal condensation of the amino group of L-phenylalanine with the carboxy group of (3R)-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-carboxylic acid. Ochratoxin B differs from the more naturally abundant ochratoxin A in the absence of the dihydroisocoumarin chlorine atom. It has cytotoxic effects on kidney and liver cells in vitro but only minor effects in vivo, due to its rapid metabolism and excretion. It inhibits cell proliferation of human liver HepG2 cells at doses as low as 1 mug/ ml but lacks the genotoxic activity of ochratoxin A, even at higher concentrations.
Synonyms:exact_synonym: N-[(3R)-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-carbonyl]-L-phenylalanine
 related_synonym: (2S)-2-{[(3R)-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-carbonyl]amino}-3-phenylpropanoic acid;   Formula=C20H19NO6;   InChI=1S/C20H19NO6/c1-11-9-13-7-8-14(17(22)16(13)20(26)27-11)18(23)21-15(19(24)25)10-12-5-3-2-4-6-12/h2-8,11,15,22H,9-10H2,1H3,(H,21,23)(H,24,25)/t11-,15+/m1/s1;   InChIKey=DAEYIVCTQUFNTM-ABAIWWIYSA-N;   N-{[(3R)-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-isochromen-7-yl]carbonyl}-L-phenylalanine;   OTB;   SMILES=C1=CC=CC=C1C[C@@H](C(=O)O)NC(=O)C2=CC=C3C(=C2O)C(O[C@@H](C3)C)=O
 xref: Beilstein:1300160;   CAS:4825-86-9;   HMDB:HMDB0029401;   KNApSAcK:C00037570
 xref_mesh: MESH:C045354
 xref: PMID:15623466;   PMID:15963343;   PMID:1608909;   PMID:17161512;   PMID:20483416;   PMID:22069651;   PMID:22331050;   PMID:24968897;   PMID:26133228;   PMID:28749978;   PMID:29428592;   PMID:299;   PMID:31082608;   PMID:31409003;   PMID:32545742;   PMID:33255273;   PMID:33338836;   PMID:34357950;   PMID:34800554;   PMID:35051019;   PMID:879783;   Reaxys:1300160
 cyclic_relationship: is_conjugate_acid_of CHEBI:192526


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Term Annotations click to browse term
  CHEBI ontology 19932
    role 19904
      biological role 19902
        poison 18673
          toxin 16002
            mycotoxin 12039
              ochratoxin B 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19932
    subatomic particle 19930
      composite particle 19930
        hadron 19930
          baryon 19930
            nucleon 19930
              atomic nucleus 19930
                atom 19930
                  main group element atom 19876
                    main group molecular entity 19876
                      s-block molecular entity 19705
                        hydrogen molecular entity 19686
                          hydrides 19179
                            organic hydride 18717
                              organic fundamental parent 18717
                                hydrocarbon 18457
                                  cyclic hydrocarbon 17244
                                    monocyclic hydrocarbon 6151
                                      annulene 5804
                                        aromatic annulene 5804
                                          benzene 5804
                                            alkylbenzene 3523
                                              methylbenzene 3377
                                                toluene 3249
                                                  benzyl group 2660
                                                    phenylalanine 2660
                                                      L-phenylalanine 2382
                                                        L-phenylalanine derivative 2339
                                                          N-acyl-L-phenylalanine 1392
                                                            ochratoxin B 0
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