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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
 xref_mesh: MESH:C045354
 xref: PMID:15623466;   PMID:15963343;   PMID:17161512;   PMID:22069651;   PMID:22331050;   PMID:24968897;   PMID:26133228;   PMID:28749978;   PMID:29428592;   PMID:299;   PMID:33338836;   PMID:879783;   Reaxys:1300160


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Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19786
    role 19732
      biological role 19732
        poison 18180
          toxin 15352
            mycotoxin 12245
              ochratoxin B 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19786
    subatomic particle 19784
      composite particle 19784
        hadron 19784
          baryon 19784
            nucleon 19784
              atomic nucleus 19784
                atom 19784
                  main group element atom 19675
                    main group molecular entity 19675
                      s-block molecular entity 19443
                        hydrogen molecular entity 19439
                          hydrides 18763
                            organic hydride 18363
                              organic fundamental parent 18363
                                hydrocarbon 18078
                                  cyclic hydrocarbon 17092
                                    monocyclic hydrocarbon 5830
                                      annulene 5655
                                        aromatic annulene 5655
                                          benzene 5655
                                            alkylbenzene 3371
                                              methylbenzene 3236
                                                toluene 3102
                                                  benzyl group 2515
                                                    phenylalanine 2515
                                                      L-phenylalanine 2261
                                                        L-phenylalanine derivative 2248
                                                          N-acyl-L-phenylalanine 1313
                                                            ochratoxin B 0
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