Drug General Information (ID: D0542)
  Drug Name
Dutasteride
  Drug Type Small molecule
  Drug Synonymous
Avodart; Avolve; Duagen; Dutasteride [USAN]; GG 745; GI 198745; Avidart (TN); Avodart (TN); Avodart, Dutasteride; Avolve (TN); Duagen (TN); Duprost (TN); Dutagen (TN); Dutas (TN); GG-745; GI-198745; GI-198745X; Dutasteride (JAN/USAN/INN); N-[2,5-bis(trifluoromethyl)phenyl]-3-oxo-4-aza-5alpha-androst-1-ene-17beta-carboxamide; Alpha,alpha,alpha,alpha',alpha',alpha'-Hexafluoro-3-oxo-4-aza-5alpha-androst-1-ene-17beta-carboxy-2',5'-xylidide; (1S,3aS,3bS,5aR,9aR,11aS)-N-[2,5-bis(trifluoromethyl)phenyl]-9a,11a-dimethyl-7-oxo-1,2,3,3a,3b,4,5,5a,6,9b,10,11-dodecahydroindeno[5,4-f]quinoline-1-carboxamide; (1S,3aS,3bS,5aR,9aR,9bS,11aS)-N-[2,5-bis(trifluoromethyl)phenyl]-9a,11a-dimethyl-7-oxo-1,2,3,3a,3b,4,5,5a,6,9b,10,11-dodecahydroindeno[5,4-f]quinoline-1-carboxamide; (5-alpha,17-beta)-N-{2,5 bis(trifluoromethyl)phenyl}-3-oxo-4-azaandrost-1-ene-17-carboxamide;dutasteride; (5alpha,17beta)-N-(2,5-Bis(trifluoromethyl)phenyl)-3-oxo-4-azaandrost-1-ene-17-carboxamide
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  Disease Class GA90: Prostate hyperplasia; 2C82: Prostate cancer
  Therapeutic Class Antineoplastics
  Structure Could Not Find 2D Structure
3D Structure 2D Structure
  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
  Canonical SMILES CC12CCC3C(C1CCC2C(=O)NC4=C(C=CC(=C4)C(F)(F)F)C(F)(F)F)CCC5C3(C=CC(=O)N5)C
  External Link
Pubchem ID 6918296
CAS Number 164656-23-9
CHEBI ID 521033
TTD ID D0A9YA
INTEDE ID DR0555

Drug-Drug Interaction Network
  Sunburst Graph
AM004  Affected intra/extra-hepatic metabolism
AM006  Pharmacodynamic additive effects
BM017  CYP450 enzyme inhibition
BM022  CYP450 enzyme induction
BM024  Competitive inhibition of metabolic enzyme
BM064  Increased risk of hypoglycemia
  Relation Graph
 Full list of drugs interacting with Dutasteride
      Affected intra/extra-hepatic metabolism
   CYP450 enzyme inhibition Drug Num:  75
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D0066
 
Amiodarone
 
C25H29I2NO3
 
2157 
Moderate    Inter Info   
[1]
D0080
 
Amprenavir
 
C25H35N3O6S
 
65016 
Moderate    Inter Info   
[1]
D0100
 
Aprepitant
 
C23H21F7N4O3
 
135413536 
Moderate    Inter Info   
[1]
D0313
 
Chloramphenicol
 
C11H12Cl2N2O5
 
5959 
Moderate    Inter Info   
[1]
D0337
 
Cimetidine
 
C10H16N6S
 
2756 
Moderate    Inter Info   
[1]
D0341
 
Ciprofloxacin
 
C17H18FN3O3
 
2764 
Moderate    Inter Info   
[1]
D0367
 
Clotrimazole
 
C22H17ClN2
 
2812 
Moderate    Inter Info   
[1]
D0402
 
Cyclosporine
 
C62H111N11O12
 
5284373 
Moderate    Inter Info   
[1]
D0439
 
Delavirdine
 
C22H28N6O3S
 
5625 
Moderate    Inter Info   
[1]
D0497
 
Diltiazem
 
C22H26N2O4S
 
39186 
Moderate    Inter Info   
[1]
D0002
 
Abametapir (topical)
 
C12H12N2
 
15664 
Moderate    Inter Info   
[5]
D0171
 
Berotralstat
 
C30H26F4N6O
 
137528262 
Moderate    Inter Info   
[1]
D0180
 
Bicalutamide
 
C18H14F4N2O4S
 
2375 
Moderate    Inter Info   
[1]
D0192
 
Boceprevir
 
C27H45N5O5
 
10324367 
Moderate    Inter Info   
[1]
D0302
 
Ceritinib
 
C28H36ClN5O3S
 
57379345 
Moderate    Inter Info   
[1]
D0349
 
Clarithromycin
 
C38H69NO13
 
84029 
Moderate    Inter Info   
[1]
D0375
 
Cobicistat
 
C40H53N7O5S2
 
25151504 
Moderate    Inter Info   
[1]
D0393
 
Crizotinib
 
C21H22Cl2FN5O
 
11626560 
Moderate    Inter Info   
[1]
D0413
 
Dalfopristin
 
C34H50N4O9S
 
6323289 
Moderate    Inter Info   
[1]
D0416
 
Danazol
 
C22H27NO2
 
28417 
Moderate    Inter Info   
[1]
D0426
 
Darunavir
 
C27H37N3O7S
 
213039 
Moderate    Inter Info   
[1]
D0428
 
Dasatinib
 
C22H26ClN7O2S
 
3062316 
Moderate    Inter Info   
[1]
D0432
 
Deferasirox
 
C21H15N3O4
 
214348 
Moderate    Inter Info   
[7], [8]
D0534
 
Dronedarone
 
C31H44N2O5S
 
208898 
Moderate    Inter Info   
[1]
D0543
 
Duvelisib
 
C22H17ClN6O
 
50905713 
Moderate    Inter Info   
[1]
D0577
 
Entrectinib
 
C31H34F2N6O2
 
25141092 
Moderate    Inter Info   
[1]
D0692
 
Fosamprenavir
 
C25H36N3O9PS
 
131536 
Moderate    Inter Info   
[1]
D0693
 
Fosaprepitant
 
C23H22F7N4O6P
 
135413538 
Moderate    Inter Info   
[1]
D0696
 
Fosnetupitant
 
C31H35F6N4O5P
 
71544786 
Moderate    Inter Info   
[1]
D0735
 
Goldenseal
 
NA
 
NA
Moderate    Inter Info   
[1]
D0789
 
Idelalisib
 
C22H18FN7O
 
11625818 
Moderate    Inter Info   
[1]
D0852
 
Isavuconazonium
 
C35H35F2N8O5S+
 
6918606 
Moderate    Inter Info   
[1]
D0867
 
Itraconazole
 
C35H38Cl2N8O4
 
55283 
Moderate    Inter Info   
[1]
D0869
 
Ivacaftor
 
C24H28N2O3
 
16220172 
Moderate    Inter Info   
[1]
D0894
 
Lapatinib
 
C29H26ClFN4O4S
 
208908 
Moderate    Inter Info   
[1]
D0896
 
Larotrectinib
 
C21H22F2N6O2
 
46188928 
Moderate    Inter Info   
[1]
D0899
 
Lefamulin
 
C28H45NO5S
 
25185057 
Moderate    Inter Info   
[17]
D0901
 
Lemborexant
 
C22H20F2N4O2
 
56944144 
Moderate    Inter Info   
[1]
D0906
 
Letermovir
 
C29H28F4N4O4
 
45138674 
Moderate    Inter Info   
[1]
D0944
 
Lomitapide
 
C39H37F6N3O2
 
9853053 
Moderate    Inter Info   
[1]
D0946
 
Lonafarnib
 
C27H31Br2ClN4O2
 
148195 
Moderate    Inter Info   
[1]
D1117
 
Nefazodone
 
C25H32ClN5O2
 
4449 
Moderate    Inter Info   
[1]
D1127
 
Netupitant
 
C30H32F6N4O
 
6451149 
Moderate    Inter Info   
[1]
D1136
 
Nilotinib
 
C28H22F3N7O
 
644241 
Moderate    Inter Info   
[1]
D1189
 
Osilodrostat
 
C13H10FN3
 
44139752 
Moderate    Inter Info   
[1]
D1214
 
Palbociclib
 
C24H29N7O2
 
5330286 
Moderate    Inter Info   
[1]
D1232
 
Pazopanib
 
C21H23N7O2S
 
10113978 
Moderate    Inter Info   
[1]
D1315
 
Posaconazole
 
C37H42F2N8O4
 
468595 
Moderate    Inter Info   
[1]
D1398
 
Ribociclib
 
C23H30N8O
 
44631912 
Moderate    Inter Info   
[1]
D1432
 
Rucaparib
 
C19H18FN3O
 
9931954 
Moderate    Inter Info   
[1]
D1444
 
Saquinavir
 
C38H50N6O5
 
441243 
Moderate    Inter Info   
[1]
D1459
 
Selpercatinib
 
C29H31N7O3
 
134436906 
Moderate    Inter Info   
[1]
D1505
 
Stiripentol
 
C14H18O3
 
5311454 
Moderate    Inter Info   
[1]
D1524
 
Suvorexant
 
C23H23ClN6O2
 
24965990 
Moderate    Inter Info   
[1]
D1541
 
Telaprevir
 
C36H53N7O6
 
3010818 
Moderate    Inter Info   
[1]
D1579
 
Ticagrelor
 
C23H28F2N6O4S
 
9871419 
Moderate    Inter Info   
[1]
D1653
 
Troleandomycin
 
C41H67NO15
 
202225 
Moderate    Inter Info   
[1]
D1660
 
Tucatinib
 
C26H24N8O2
 
51039094 
Moderate    Inter Info   
[1]
D1709
 
Voxelotor
 
C19H19N3O3
 
71602803 
Moderate    Inter Info   
[1]
D0597
 
Erythromycin
 
C37H67NO13
 
12560 
Moderate    Inter Info   
[1]
D0667
 
Fluconazole
 
C13H12F2N6O
 
3365 
Moderate    Inter Info   
[1]
D0687
 
Fluvoxamine
 
C15H21F3N2O2
 
5324346 
Moderate    Inter Info   
[1]
D0740
 
Grepafloxacin
 
C19H22FN3O3
 
72474 
Moderate    Inter Info   
[1]
D0793
 
Imatinib
 
C29H31N7O
 
5291 
Moderate    Inter Info   
[1]
D0799
 
Indinavir
 
C36H47N5O4
 
5362440 
Moderate    Inter Info   
[1]
D0858
 
Isoniazid
 
C6H7N3O
 
3767 
Moderate    Inter Info   
[1]
D0880
 
Ketoconazole
 
C26H28Cl2N4O4
 
456201 
Moderate    Inter Info   
[1]
D1057
 
Miconazole
 
C18H14Cl4N2O
 
4189 
Moderate    Inter Info   
[1]
D1063
 
Mifepristone
 
C29H35NO2
 
55245 
Moderate    Inter Info   
[9], [2], [28], [29]
D1119
 
Nelfinavir
 
C32H45N3O4S
 
64143 
Moderate    Inter Info   
[1]
D1134
 
Nifedipine
 
C17H18N2O6
 
4485 
Moderate    Inter Info   
[1]
D1415
 
Ritonavir
 
C37H48N6O5S2
 
392622 
Moderate    Inter Info   
[1]
D1544
 
Telithromycin
 
C43H65N5O10
 
3002190 
Moderate    Inter Info   
[1]
D1690
 
Verapamil
 
C27H38N2O4
 
2520 
Moderate    Inter Info   
[1]
D1706
 
Voriconazole
 
C16H14F3N5O
 
71616 
Moderate    Inter Info   
[1]
   CYP450 enzyme induction Drug Num:  16
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D0178
 
Bexarotene
 
C24H28O2
 
82146 
Moderate    Inter Info   
[2], [3], [4]
D0204
 
Brigatinib
 
C29H39ClN7O2P
 
68165256 
Moderate    Inter Info   
[6]
D0545
 
Echinacea
 
NA
 
NA
Moderate    Inter Info   
[9], [10]
D0578
 
Enzalutamide
 
C21H16F4N4O2S
 
15951529 
Moderate    Inter Info   
[11], [9], [2], [12]
D0628
 
Etravirine
 
C20H15BrN6O
 
193962 
Moderate    Inter Info   
[13]
D0953
 
Lorlatinib
 
C21H19FN6O2
 
71731823 
Moderate    Inter Info   
[18]
D1401
 
Rifapentine
 
C47H64N4O12
 
135403821 
Moderate    Inter Info   
[19], [20]
D1433
 
Rufinamide
 
C10H8F2N4O
 
129228 
Moderate    Inter Info   
[2], [21]
D1493
 
Somapacitan
 
C54H95N13O20S2
 
129894493 
Moderate    Inter Info   
[9], [2], [22]
D1495
 
Somatrem
 
C43H72N14O14
 
5487805 
Moderate    Inter Info   
[9], [2], [23], [22]
D1546
 
Telotristat ethyl
 
C27H26ClF3N6O3
 
25181577 
Moderate    Inter Info   
[2], [24]
D0554
 
Efavirenz
 
C14H9ClF3NO2
 
64139 
Moderate    Inter Info   
[27]
D1128
 
Nevirapine
 
C15H14N4O
 
4463 
Moderate    Inter Info   
[9], [2], [30], [31]
D1494
 
Somatotropin
 
NA
 
NA
Moderate    Inter Info   
[9], [2], [22]
D0106
 
Armodafinil
 
C15H15NO2S
 
9690109 
Minor    Inter Info   
[32], [33], [34], [35], [36]
D1081
 
Modafinil
 
C15H15NO2S
 
4236 
Minor    Inter Info   
[32], [33], [34], [35], [36]
   Competitive inhibition of metabolic enzyme Drug Num:  3
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D1549
 
Temsirolimus
 
C56H87NO16
 
6918289 
Moderate    Inter Info   
[25], [26]
D1476
 
Sirolimus
 
C51H79NO13
 
5284616 
Moderate    Inter Info   
[25], [26]
D1526
 
Tacrolimus
 
C44H69NO12
 
445643 
Moderate    Inter Info   
[25], [26]
      Pharmacodynamic additive effects
   Increased risk of hypoglycemia Drug Num:  1
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D0723
 
Ginseng
 
C42H66O17
 
420552 
Moderate    Inter Info   
[14], [15], [16]
References
1 Product Information. Duagen (dutasteride). GlaxoSmithKline Healthcare, Pittsburgh, PA.
2 Cerner Multum, Inc. "UK Summary of Product Characteristics.".
3 Product Information. Targretin (bexarotene) Ligand Pharmaceuticals, San Diego, CA.
4 Wakelee HA, Takimoto CH, Lopez-Anaya A, et al. "The effect of bexarotene on atorvastatin pharmacokinetics: results from a phase I trial of bexarotene plus chemotherapy in patients with advanced non-small cell lung cancer." Cancer Chemother Pharmacol 69 (2012): 563-71. [PMID: 22057855]
5 Product Information. Xeglyze (abametapir topical). Dr. Reddy's Laboratories Inc, Upper Saddle River, NJ.
6 Product Information. Alunbrig (brigatinib). Ariad Pharmaceuticals Inc, Cambridge, MA.
7 Product Information. Exjade (deferasirox). Novartis Pharmaceuticals, East Hanover, NJ.
8 Skerjanec A, Wang J, Maren K, Rojkjaer L "Investigation of the pharmacokinetic interactions of deferasirox, a once-daily oral iron chelator, with midazolam, rifampin, and repaglinide in healthy volunteers." J Clin Pharmacol 50 (2010): 205-13. [PMID: 19940232]
9 Cerner Multum, Inc. "Australian Product Information.".
10 Gorski JC, Huang SM, Pinto A, et al. "The effect of echinacea (Echinacea purpurea root) on cytochrome P450 activity in vivo." Clin Pharmacol Ther 75 (2004): 89-100. [PMID: 14749695]
11 Benoist G, van Oort I, et al "Drug-drug interaction potential in men treated with enzalutamide: Mind the gap." Br J Clin Pharmacol 0 (2017): epub. [PMID: 28881501]
12 Product Information. Xtandi (enzalutamide). Astellas Pharma US, Inc, Deerfield, IL.
13 Product Information. Intelence (etravirine). Ortho Biotech Inc, Bridgewater, NJ.
14 Vuksan V, Sievenpiper JL, Koo VY, et al "American ginseng (Panax quinquefolius L) reduces postprandial glycemia in nondiabetic subjects and subjects with type 2 diabetes mellitus." Arch Intern Med 160 (2000): 1009-13. [PMID: 10761967]
15 Vuksan V, Sievenpiper JL, Koo VY, et.al "Efficacy and safety of Panax ginseng berry extract on glycemic control: A 12-wk randomized, double-blind, and placebo controlled trial." Arch Intern Med 160 (2000): 1009-13
16 Feldman AZ, Brown FM. Management of Type 1 Diabetes in Pregnancy. Curr Diab Rep. 2016 Aug;16(8):76.
17 Product Information. Xenleta (lefamulin). Nabriva Therapeutics US, Inc., King of Prussia, PA.
18 Product Information. Lorbrena (lorlatinib). Pfizer U.S. Pharmaceuticals Group, New York, NY.
19 Product Information. Priftin (rifapentine). Hoechst Marion-Roussel Inc, Kansas City, MO.
20 Thijssen HH, Flin ois JP, Beaune PH "Cytochrome P4502C9 is the principal catalyst of racemic acenocoumarol hydroxylation reactions in human liver microsomes." Drug Metab Dispos 28 (2000): 1284-90. [PMID: 11038154]
21 Product Information. Banzel (rufinamide). Eisai Inc, Teaneck, NJ.
22 Product Information. Zorbtive (somatropin). Serono Laboratories Inc, Rockland, MA.
23 Product Information. Humatrope (somatropin). Lilly, Eli and Company, Indianapolis, IN.
24 Product Information. Xermelo (telotristat ethyl). Lexicon Pharmaceuticals, Inc., The Woodlands, TX.
25 Product Information. Prograf (tacrolimus). Fujisawa, Deerfield, IL.
26 Product Information. Rapamune (sirolimus) Wyeth-Ayerst Laboratories, Philadelphia, PA.
27 Product Information. Sustiva (efavirenz). DuPont Pharmaceuticals, Wilmington, DE.
28 He K, Woolf TF, Hollenberg PF "Mechanism-based inactivation of cytochrome P-450-3A4 by mifepristone (RU486)." J Pharmacol Exp Ther 288 (1999): 791-7. [PMID: 9918590]
29 Product Information. Mifeprex (mifepristone) Danco Laboratories, New York, NY.
30 Product Information. Viramune (nevirapine). Boehringer-Ingelheim, Ridgefield, CT.
31 Product Information. Viramune XR (nevirapine). Boehringer Ingelheim, Ridgefield, CT.
32 Doherty MM, Charman WN "The mucosa of the small intestine: how clinically relevant as an organ of drug metabolism?" Clin Pharmacokinet 41 (2002): 235-53. [PMID: 11978143]
33 Product Information. Nuvigil (armodafinil). Cephalon Inc, West Chester, PA.
34 Product Information. Provigil (modafinil). Cephalon, Inc, West Chester, PA.
35 Robertson P Jr, Hellriegel ET, Arora S, Nelson M "Effect of modafinil on the pharmacokinetics of ethinyl estradiol and triazolam in healthy volunteers." Clin Pharmacol Ther 71 (2002): 46-56. [PMID: 11823757]
36 Robertson P, Decory HH, Madan A, Parkinson A "In vitro inhibition and induction of human hepatic cytochrome P450 enzymes by modafinil." Drug Metab Dispos 28 (2000): 664-71. [PMID: 10820139]