Submit Data |  Help |  Video Tutorials |  News |  Publications |  FTP Download |  REST API |  Citing RGD |  Contact   

ONTOLOGY REPORT - ANNOTATIONS


Term:itraconazole
go back to main search page
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 "ChemIDplus";   CAS:84625-61-6 "KEGG DRUG";   DrugBank:DB01167;   KEGG:D00350
 xref_mesh: MESH:D017964
 xref: PMID:11219548 "Europe PMC";   PMID:11403818 "Europe PMC";   PMID:11422002 "Europe PMC";   PMID:15521894 "Europe PMC";   PMID:19025521 "Europe PMC";   PMID:20400651 "Europe PMC";   PMID:25326091 "Europe PMC";   Patent:EP6711;   Patent:US4267179;   VSDB:1853;   Wikipedia:Itraconazole


show annotations for term's descendants       view all columns           Sort by:
 
itraconazole term browser
Symbol Object Name JBrowse Chr Start Stop Reference
G Abcb11 ATP binding cassette subfamily B member 11 JBrowse link 3 55,480,024 55,587,946 RGD:6480464
G Abcb1a ATP binding cassette subfamily B member 1A JBrowse link 4 22,339,829 22,517,642 RGD:6480464
G Ahr aryl hydrocarbon receptor JBrowse link 6 54,963,990 55,001,806 RGD:6480464
G Ar androgen receptor JBrowse link X 67,656,253 67,828,998 RGD:6480464
G Ccl5 C-C motif chemokine ligand 5 JBrowse link 10 70,739,764 70,744,303 RGD:6480464
G Cxcl10 C-X-C motif chemokine ligand 10 JBrowse link 14 17,210,733 17,212,930 RGD:6480464
G Cyp1a1 cytochrome P450, family 1, subfamily a, polypeptide 1 JBrowse link 8 62,472,087 62,478,122 RGD:6480464
G Cyp24a1 cytochrome P450, family 24, subfamily a, polypeptide 1 JBrowse link 3 168,097,484 168,111,920 RGD:6480464
G Cyp51 cytochrome P450, family 51 JBrowse link 4 27,175,564 27,194,018 RGD:6480464
G Gli1 GLI family zinc finger 1 JBrowse link 7 70,620,794 70,633,171 RGD:6480464
G Gstp1 glutathione S-transferase pi 1 JBrowse link 1 219,291,679 219,294,147 RGD:6480464
G Il4 interleukin 4 JBrowse link 10 38,963,979 38,969,531 RGD:6480464
G Il5 interleukin 5 JBrowse link 10 39,066,716 39,069,587 RGD:6480464
G Madcam1 mucosal vascular addressin cell adhesion molecule 1 JBrowse link 7 12,918,352 12,922,509 RGD:6480464
G Ncoa1 nuclear receptor coactivator 1 JBrowse link 6 28,677,563 28,931,844 RGD:6480464
G Nfkbia NFKB inhibitor alpha JBrowse link 6 76,267,227 76,270,457 RGD:6480464
G Nqo1 NAD(P)H quinone dehydrogenase 1 JBrowse link 19 38,422,210 38,437,103 RGD:6480464
G Nr1i2 nuclear receptor subfamily 1, group I, member 2 JBrowse link 11 65,022,100 65,058,546 RGD:6480464
G Stat1 signal transducer and activator of transcription 1 JBrowse link 9 54,287,540 54,327,958 RGD:6480464
G Tnf tumor necrosis factor JBrowse link 20 5,189,382 5,192,000 RGD:6480464
G Tslp thymic stromal lymphopoietin JBrowse link 18 25,613,601 25,618,066 RGD:6480464

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19614
    role 19557
      biological role 19550
        inhibitor 18011
          enzyme inhibitor 17972
            pathway inhibitor 8146
              Hedgehog signaling pathway inhibitor 40
                itraconazole 21
Path 2
Term Annotations click to browse term
  CHEBI ontology 19614
    subatomic particle 19610
      composite particle 19610
        hadron 19610
          baryon 19610
            nucleon 19610
              atomic nucleus 19610
                atom 19610
                  main group element atom 19489
                    p-block element atom 19489
                      carbon group element atom 19362
                        carbon atom 19354
                          organic molecular entity 19354
                            organic molecule 19272
                              organic cyclic compound 19061
                                organic heterocyclic compound 18130
                                  heteroarene 15118
                                    monocyclic heteroarene 11532
                                      azole 10369
                                        triazoles 3607
                                          triazole antifungal agent 2357
                                            triazole antifungal drug 57
                                              itraconazole 21
paths to the root

NHLBI Logo

RGD is funded by grant HL64541 from the National Heart, Lung, and Blood Institute on behalf of the NIH.