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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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Path 1
Term Annotations click to browse term
  CHEBI ontology 19808
    role 19784
      biological role 19782
        poison 18590
          toxin 15966
            mycotoxin 12009
              ochratoxin B 0
Path 2
Term Annotations click to browse term
  CHEBI ontology 19808
    subatomic particle 19806
      composite particle 19806
        hadron 19806
          baryon 19806
            nucleon 19806
              atomic nucleus 19806
                atom 19806
                  main group element atom 19756
                    main group molecular entity 19756
                      s-block molecular entity 19595
                        hydrogen molecular entity 19582
                          hydrides 19095
                            organic hydride 18669
                              organic fundamental parent 18669
                                hydrocarbon 18415
                                  cyclic hydrocarbon 17215
                                    monocyclic hydrocarbon 6141
                                      annulene 5792
                                        aromatic annulene 5792
                                          benzene 5792
                                            alkylbenzene 3505
                                              methylbenzene 3366
                                                toluene 3238
                                                  benzyl group 2648
                                                    phenylalanine 2648
                                                      L-phenylalanine 2373
                                                        L-phenylalanine derivative 2334
                                                          N-acyl-L-phenylalanine 1390
                                                            ochratoxin B 0
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