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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:itraconazole
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Accession:CHEBI:6076 term browser browse the term
Definition:An N-arylpiperazine that is cis-ketoconazole in which the imidazol-1-yl group is replaced by a 1,2,4-triazol-1-yl group and in which the actyl group attached to the piperazine moiety is replaced by a p-[(+-)1-sec-butyl-5-oxo-1,5-dihydro-4H-1,2,4-triazol-4-yl]phenyl group. A potent P-glycoprotein and CYP3A4 inhibitor, it is used as an antifungal drug for the treatment of various fungal infections, including aspergillosis, blastomycosis, candidiasis, chromoblastomycosis, coccidioidomycosis, cryptococcosis, histoplasmosis, and sporotrichosis.
Synonyms:exact_synonym: 2-(butan-2-yl)-4-{4-[4-(4-{[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazin-1-yl]phenyl}-2,4-dihydro-3H-1,2,4-triazol-3-one
 related_synonym: Formula=C35H38Cl2N8O4;   InChI=1S/C35H38Cl2N8O4/c1-3-25(2)45-34(46)44(24-40-45)29-7-5-27(6-8-29)41-14-16-42(17-15-41)28-9-11-30(12-10-28)47-19-31-20-48-35(49-31,21-43-23-38-22-39-43)32-13-4-26(36)18-33(32)37/h4-13,18,22-25,31H,3,14-17,19-21H2,1-2H3/t25?,31-,35-/m0/s1;   InChIKey=VHVPQPYKVGDNFY-ZPGVKDDISA-N;   Itrizole (TN);   Oriconazole;   SMILES=CCC(C)n1ncn(-c2ccc(cc2)N2CCN(CC2)c2ccc(OC[C@H]3CO[C@@](Cn4cncn4)(O3)c3ccc(Cl)cc3Cl)cc2)c1=O;   Sporanox (TN)
 xref: CAS:84625-61-6;   DrugBank:DB01167;   KEGG:D00350
 xref_mesh: MESH:D017964
 xref: PMID:11219548;   PMID:11403818;   PMID:11422002;   PMID:15521894;   PMID:19025521;   PMID:20400651;   PMID:25326091;   Patent:EP6711;   Patent:US4267179;   VSDB:1853;   Wikipedia:Itraconazole


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itraconazole term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G ABCB4 ATP binding cassette subfamily B member 4 multiple interactions EXP Itraconazole inhibits the reaction [ABCB4 protein results in increased export of Phosphatidylcholines] CTD PMID:21056966 NCBI chr 9:93,171,371...93,262,124 JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 876
    role 856
      biological role 856
        inhibitor 524
          enzyme inhibitor 325
            pathway inhibitor 17
              Hedgehog signaling pathway inhibitor 1
                itraconazole 1
Path 2
Term Annotations click to browse term
  CHEBI ontology 876
    subatomic particle 861
      composite particle 861
        hadron 861
          baryon 861
            nucleon 861
              atomic nucleus 861
                atom 861
                  main group element atom 851
                    p-block element atom 848
                      carbon group element atom 823
                        carbon atom 822
                          organic molecular entity 822
                            organic molecule 735
                              organic cyclic compound 645
                                organic heterocyclic compound 360
                                  heteroarene 99
                                    monocyclic heteroarene 26
                                      azole 26
                                        triazoles 1
                                          triazole antifungal agent 1
                                            triazole antifungal drug 1
                                              itraconazole 1
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