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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


show annotations for term's descendants           Sort by:
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 6:45,306,885...45,313,847
Ensembl chr 6:45,306,841...45,313,842 		JBrowse link
G Akr1c1 aldo-keto reductase family 1, member C1 increases expression ISO Dutasteride results in increased expression of AKR1C1 mRNA CTD PMID:16806904 NCBI chr17:65,810,474...65,837,385
Ensembl chr17:65,810,475...65,837,326 		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 chr17:65,759,778...65,808,013
Ensembl chr17:65,759,788...65,775,764 		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 chr17:66,110,970...66,127,867
Ensembl chr17:66,110,963...66,127,873 		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:63,104,771...63,273,934
Ensembl chr  X:63,104,771...63,273,925 		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 chr19:23,308,525...23,313,420
Ensembl chr19:23,308,351...23,313,414 		JBrowse link
G Ccnd1 cyclin D1 increases expression ISO Dutasteride results in increased expression of CCND1 mRNA CTD PMID:17636412 NCBI chr 1:200,089,002...200,098,524
Ensembl chr 1:200,089,002...200,098,602 		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 7:106,808,559...106,814,048
Ensembl chr 7:106,808,559...106,814,048 		JBrowse link
G Dhcr24 24-dehydrocholesterol reductase decreases expression ISO Dutasteride results in decreased expression of DHCR24 mRNA CTD PMID:17636412 NCBI chr 5:121,344,552...121,371,124
Ensembl chr 5:121,344,575...121,371,137 		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 chr11:63,960,200...64,004,610
Ensembl chr11:63,960,200...64,004,610 		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 chr10:83,411,197...83,435,078
Ensembl chr10:83,411,313...83,435,078 		JBrowse link
G Hsd17b1 hydroxysteroid (17-beta) dehydrogenase 1 increases expression ISO Dutasteride results in increased expression of HSD17B1 mRNA CTD PMID:17636412 NCBI chr10:86,009,728...86,011,928
Ensembl chr10:86,009,728...86,011,927 		JBrowse link
G Hsd17b3 hydroxysteroid (17-beta) dehydrogenase 3 increases expression ISO Dutasteride results in increased expression of HSD17B3 mRNA CTD PMID:17636412 NCBI chr17:1,027,229...1,058,554
Ensembl chr17:1,027,229...1,058,554 		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 4:10,826,834...10,859,009
Ensembl chr 4:10,826,928...10,859,008 		JBrowse link
G Klk1c10 kallikrein 1-related peptidase C10 decreases expression
multiple interactions		 ISO Dutasteride results in decreased expression of KLK3 mRNA
[Goserelin co-treated with Dutasteride co-treated with bicalutamide co-treated with Ketoconazole] results in decreased expression of KLK3 protein; [Goserelin co-treated with Dutasteride co-treated with bicalutamide] results in decreased expression of KLK3 protein; [Goserelin co-treated with Dutasteride] results in decreased expression of KLK3 protein		 CTD PMID:17636412 PMID:20564326 PMID:24323034 NCBI chr 1:94,402,993...94,407,052
Ensembl chr 1:94,402,993...94,407,052 		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 6:14,533,870...14,613,348
Ensembl chr 6:14,533,360...14,611,107 		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 1:33,686,069...33,720,468
Ensembl chr 1:33,686,391...33,720,461 		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 6:21,426,225...21,465,727
Ensembl chr 6:21,426,215...21,462,112 		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 2:204,038,120...204,057,852
Ensembl chr 2:204,038,114...204,057,958 		JBrowse link
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  CHEBI ontology 19932
    role 19904
      application 19741
        pharmaceutical 19579
          drug 19579
            antihyperplasia drug 1075
              dutasteride 19
Path 2
Term Annotations click to browse term
  CHEBI ontology 19932
    subatomic particle 19930
      composite particle 19930
        hadron 19930
          baryon 19930
            nucleon 19930
              atomic nucleus 19930
                atom 19930
                  main group element atom 19876
                    p-block element atom 19876
                      carbon group element atom 19816
                        carbon atom 19812
                          organic molecular entity 19812
                            heteroorganic entity 19559
                              organochalcogen compound 19317
                                organooxygen compound 19231
                                  carbon oxoacid 18687
                                    carboxylic acid 18684
                                      carboacyl group 17725
                                        univalent carboacyl group 17725
                                          carbamoyl group 17579
                                            carboxamide 17579
                                              lactam 8391
                                                delta-lactam 1208
                                                  dutasteride 19
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