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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:dutasteride
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Accession:CHEBI:521033 term browser browse the term
Definition:An aza-steroid that is inasteride in which the tert-butyl group is replaced by a 2,5-bis(trifluoromethyl)phenyl group. A synthetic 4-azasteroid, dutasteride is a selective inhibitor of both the type 1 and type 2 isoforms of steroid 5alpha-reductase, an intracellular enzyme that converts testosterone to 5alpha-dihydrotestosterone. Dutasteride is used for the treatment of symptomatic benign prostatic hyperplasia in men with an enlarged prostate gland.
Synonyms:exact_synonym: N-[2,5-bis(trifluoromethyl)phenyl]-3-oxo-4-aza-5alpha-androst-1-ene-17beta-carboxamide
 related_synonym: (5alpha,17beta)-N-(2,5-bis(trifluoromethyl)phenyl)-3-oxo-4-azaandrost-1-ene-17-carboxamide;   Formula=C27H30F6N2O2;   InChI=1S/C27H30F6N2O2/c1-24-11-9-17-15(4-8-21-25(17,2)12-10-22(36)35-21)16(24)6-7-19(24)23(37)34-20-13-14(26(28,29)30)3-5-18(20)27(31,32)33/h3,5,10,12-13,15-17,19,21H,4,6-9,11H2,1-2H3,(H,34,37)(H,35,36)/t15-,16-,17-,19+,21+,24-,25+/m0/s1;   InChIKey=JWJOTENAMICLJG-QWBYCMEYSA-N;   SMILES=C=1C(N[C@]2([C@@](C1)(C)[C@]3(CC[C@@]4([C@](CC[C@]4([C@]3([H])CC2)[H])(C(=O)NC5=CC(=CC=C5C(F)(F)F)C(F)(F)F)[H])C)[H])[H])=O;   alpha,alpha,alpha,alpha',alpha',alpha'-hexafluoro-3-oxo-4-aza-5alpha-androst-1-ene-17beta-carboxy-2',5'-xylidide
 alt_id: MESH:D000068538
 xref: Beilstein:7401530;   CAS:164656-23-9;   DrugBank:DB01126;   Drug_Central:973;   KEGG:D03820
 xref_mesh: MESH:D000068538
 xref: Patent:WO9507927;   Wikipedia:Dutasteride


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dutasteride term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Adi1 acireductone dioxygenase 1 decreases expression ISO Dutasteride results in decreased expression of ADI1 mRNA CTD PMID:20564326 NCBI chr 6:47,940,211...47,947,173
Ensembl chr 6:47,940,183...47,947,230
JBrowse link
G Akr1c2 aldo-keto reductase family 1, member C2 increases expression ISO Dutasteride results in increased expression of AKR1C2 mRNA CTD PMID:16806904 NCBI chr17:69,388,337...69,435,160
Ensembl chr17:69,388,335...69,404,341
JBrowse link
G Akr1c3 aldo-keto reductase family 1, member C3 increases expression ISO Dutasteride results in increased expression of AKR1C3 mRNA CTD PMID:16806904 NCBI chr17:69,761,126...69,778,021
Ensembl chr17:69,761,118...69,778,021
JBrowse link
G Ar androgen receptor increases expression
multiple interactions
ISO Dutasteride results in increased expression of AR mRNA
[Goserelin co-treated with Dutasteride co-treated with bicalutamide co-treated with Ketoconazole] results in decreased expression of AR protein; [Goserelin co-treated with Dutasteride co-treated with bicalutamide] results in decreased expression of AR protein; [Goserelin co-treated with Dutasteride] results in decreased expression of AR protein
CTD PMID:17636412 PMID:24323034 NCBI chr  X:67,656,253...67,828,998
Ensembl chr  X:67,656,253...67,829,026
JBrowse link
G Calr calreticulin multiple interactions
decreases expression
ISO Dutasteride promotes the reaction [Testosterone results in increased expression of CALR mRNA]
Dutasteride results in decreased expression of CALR mRNA
CTD PMID:20564326 NCBI chr19:25,956,771...25,961,666
Ensembl chr19:25,956,771...25,961,666
JBrowse link
G Ccnd1 cyclin D1 increases expression ISO Dutasteride results in increased expression of CCND1 mRNA CTD PMID:17636412 NCBI chr 1:218,090,750...218,100,447
Ensembl chr 1:218,090,750...218,100,325
JBrowse link
G Cyp11b3 cytochrome P450, family 11, subfamily b, polypeptide 3 increases expression ISO Dutasteride results in increased expression of CYP11B2 mRNA CTD PMID:17636412 NCBI chr 7:116,155,928...116,161,781
Ensembl chr 7:116,156,219...116,255,167
JBrowse link
G Dhcr24 24-dehydrocholesterol reductase decreases expression ISO Dutasteride results in decreased expression of DHCR24 mRNA CTD PMID:17636412 NCBI chr 5:126,164,708...126,188,926
Ensembl chr 5:126,164,674...126,191,206
JBrowse link
G Eaf2 ELL associated factor 2 multiple interactions
decreases expression
ISO Dutasteride promotes the reaction [Testosterone results in increased expression of EAF2 mRNA]
Dutasteride results in decreased expression of EAF2 mRNA
CTD PMID:20564326 NCBI chr11:66,878,658...66,923,092
Ensembl chr11:66,878,658...66,923,092
JBrowse link
G Erbb2 erb-b2 receptor tyrosine kinase 2 increases expression ISO Dutasteride results in increased expression of ERBB2 mRNA CTD PMID:17636412 NCBI chr10:86,367,596...86,391,728
Ensembl chr10:86,367,596...86,391,728
JBrowse link
G Hsd17b1 hydroxysteroid (17-beta) dehydrogenase 1 increases expression ISO Dutasteride results in increased expression of HSD17B1 mRNA CTD PMID:17636412 NCBI chr10:88,987,558...88,989,758
Ensembl chr10:88,987,558...88,989,757
JBrowse link
G Hsd17b3 hydroxysteroid (17-beta) dehydrogenase 3 increases expression ISO Dutasteride results in increased expression of HSD17B3 mRNA CTD PMID:17636412 NCBI chr17:1,579,319...1,610,745
Ensembl chr17:1,579,319...1,610,745
JBrowse link
G Kcnh2 potassium voltage-gated channel subfamily H member 2 decreases activity ISO Dutasteride results in decreased activity of KCNH2 protein CTD PMID:28551711 NCBI chr 4:7,355,066...7,387,282
Ensembl chr 4:7,355,574...7,387,253
JBrowse link
G Sos1 SOS Ras/Rac guanine nucleotide exchange factor 1 increases expression ISO Dutasteride results in increased expression of SOS1 mRNA CTD PMID:17636412 NCBI chr 6:3,105,443...3,182,977
Ensembl chr 6:3,104,861...3,182,996
JBrowse link
G Srd5a1 steroid 5 alpha-reductase 1 decreases expression
decreases activity
ISO Dutasteride results in decreased expression of SRD5A1 mRNA
Dutasteride results in decreased activity of SRD5A1 protein
CTD PMID:16806904 NCBI chr 1:36,320,504...36,354,694
Ensembl chr 1:36,320,461...36,354,756
JBrowse link
G Srd5a2 steroid 5 alpha-reductase 2 decreases expression ISO Dutasteride results in decreased expression of SRD5A2 mRNA CTD PMID:16806904 NCBI chr 6:25,279,635...25,315,501
Ensembl chr 6:25,279,626...25,315,511
JBrowse link
G Tmprss2 transmembrane serine protease 2 multiple interactions ISO [Goserelin co-treated with Dutasteride co-treated with bicalutamide co-treated with Ketoconazole] results in decreased expression of TMPRSS2 protein; [Goserelin co-treated with Dutasteride co-treated with bicalutamide] results in decreased expression of TMPRSS2 protein; [Goserelin co-treated with Dutasteride] results in decreased expression of TMPRSS2 protein CTD PMID:24323034 NCBI chr11:38,063,914...38,103,406
Ensembl chr11:38,063,915...38,103,290
JBrowse link
G Vcam1 vascular cell adhesion molecule 1 increases expression ISO Dutasteride results in increased expression of VCAM1 mRNA CTD PMID:17636412 NCBI chr 2:219,071,193...219,090,931
Ensembl chr 2:219,071,193...219,097,619
JBrowse link

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  CHEBI ontology 19875
    role 19825
      application 19494
        pharmaceutical 19364
          drug 19364
            antihyperplasia drug 1067
              dutasteride 18
Path 2
Term Annotations click to browse term
  CHEBI ontology 19875
    subatomic particle 19873
      composite particle 19873
        hadron 19873
          baryon 19873
            nucleon 19873
              atomic nucleus 19873
                atom 19873
                  main group element atom 19763
                    p-block element atom 19763
                      carbon group element atom 19668
                        carbon atom 19657
                          organic molecular entity 19657
                            organic group 18569
                              organic divalent group 18560
                                organodiyl group 18560
                                  carbonyl group 18468
                                    carbonyl compound 18468
                                      carboxylic acid 18142
                                        carboacyl group 17404
                                          univalent carboacyl group 17404
                                            carbamoyl group 17189
                                              carboxamide 17189
                                                lactam 8049
                                                  delta-lactam 1196
                                                    dutasteride 18
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