Drug General Information (ID: D0487)
  Drug Name
Diethylstilbestrol
  Drug Type Small molecule
  Drug Synonymous
Acnestrol; Agostilben; Antigestil; Apstil; Bufon; Climaterine; Comestrol; Cyren; DES; Desma; Destrol; Diaethylstilboestrolum; Diastyl; Dibestrol; Dicorvin; Diethylstilbesterol; Diethylstilbestrolum; Diethylstilboesterol; Dietilestilbestrol; Dietilstilbestrolo; Distilbene; Domestrol; Dyestrol; Estril; Estrobene; Estrogenine; Estromenin; Estrosyn; Fonatol; Grafestrol; Gynopharm; Hibestrol; Idroestril; Iscovesco; Makarol; Menostilbeen; Micrest; Microest; Milestrol; OeKolp; Oestrogenine; Oestrolmensil; Oestromenin; Oestromensil; Oestromensyl; Oestromienin; Oestromon; Pabestrol; Palestrol; Protectona; Sedestran; Serral; Sexocretin; Sibol; Sintestrol; Stibilium; Stilbestroform; Stilbestrol; Stilbestrone; Stilbetin; Stilboefral; Stilboestroform; Stilboestrol; Stilbofolin; Stilbofollin; Stilbol; Stilkap; Strobene; Synestrin; Synthestrin; Synthoestrin; Synthofolin; Syntofolin; Tampovagan; Tylosterone; Vagestrol; APS Brand of Diethylstilbestrol; Anti gestil; Co Pharma Brand of Diethylstilbestrol; Comestrol estrobene; Cyren A; Diethylstilbestrol BP; Dietilestilbestrol [Spanish]; Dietilstilbestrolo [DCIT]; Estilbin MCO; Gerda Brand of Diethylstilbestrol; Oestrol vetag; Percutatrine oestrogenique iscovesco; ST IL; Stilbene Estrogen; Tampovagan stilboestrol; DiBestrol 2 Premix; MG 137; Rumestrol 1; Rumestrol 2; Cis-Des; Cis-Diethylstilbesterol; Cis-Diethylstilbestrol; Co-Pharma Brand of Diethylstilbestrol; DES (synthetic estrogen); Dawe's destrol; Di-Estryl; Diethylstilbestrol (DES); Diethylstilbestrol [USAN:INN]; Diethylstilbestrol, Disodium Salt; Diethylstilbestrolum [INN-Latin]; Dietilestilbestrol [INN-Spanish]; E-Diethylstilbestrol; Estilbin (MCO); Estrogen, Stilbene; Hi-Bestrol; Neo-Oestranol 1; Neo-Oestranol I; Neo-oe stranol 1; New-Estranol 1; Stil-Rol; Stilbestrol (TN); TRANS-DIETHYSTILBESTEROL; TRANSGENIC MODEL EVALUATION (DES); Trans-Diethylstilbesterol; Trans-Diethylstilbestrol; Trans-Diethylstilboesterol; DiBestrol "2" Premix; Dibestrol '2' premix; Diethylstilbestrol (USP/INN); Alpha,alpha'-Diethylstilbenediol; Diethylstilbestrol, (Z)-Isomer; Alpha,alpha'-Diethyl-4,4'-stilbenediol; (E)-3,4-Bis(4-hydroxyphenyl)-3-hexene; (E)-4,4'-(hex-3-ene-3,4-diyl)diphenol; (E)-Diethylstilbestrol; 3,4'(4,4'-Dihydroxyphenyl)hex-3-ene; 3,4-Bis(p-hydroxyphenyl)-3-hexene; 3,4-bis(4-hydroxyphenyl)hex-3-ene; 4,4'-(3E)-hex-3-ene-3,4-diyldiphenol; 4,4'-Dihydroxydiethylstilbene; 4,4'-hex-3-ene-3,4-diyldiphenol
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  Disease Class GA02: Vaginitis
  Therapeutic Class Antineoplastics
  Structure Could Not Find 2D Structure
3D Structure 2D Structure
  Formula C18H20O2
  InChI 1S/C18H20O2/c1-3-17(13-5-9-15(19)10-6-13)18(4-2)14-7-11-16(20)12-8-14/h5-12,19-20H,3-4H2,1-2H3/b18-17+
  InChIKey RGLYKWWBQGJZGM-ISLYRVAYSA-N
  Canonical SMILES CCC(=C(CC)C1=CC=C(C=C1)O)C2=CC=C(C=C2)O
  External Link
Pubchem ID 448537
CAS Number 56-53-1
CHEBI ID 41922
TTD ID D0Y2NE
INTEDE ID DR0492
VARIDT ID DR00922

Drug-Drug Interaction Network
  Sunburst Graph
AM001  Affected gastrointestinal absorption
AM003  Affected organization distribution
AM004  Affected intra/extra-hepatic metabolism
AM006  Pharmacodynamic additive effects
AM007  Pharmacodynamic antagonistic effects
BM003  Complex formation
BM015  Increase globulin concentration
BM017  CYP450 enzyme inhibition
BM019  UGT inhibition
BM022  CYP450 enzyme induction
BM023  UGT induction
BM025  Decreased metabolism (Unspecific)
BM047  Additive thrombogenic effects
BM055  Increased risk of hepatotoxicity
BM085  Antagonize the effect of antithrombotic agents
BM086  Antagonize the effect of antidiabetic agents
BM089  Antagonize the effect of antihypertensive agents
BM094  Antagonize the effect of estrogen
BM107  Attenuated pharmacological effects (Unspecific)
BM108  Increased risk of hypercalcemia
BM109  Increased risk of other adverse reactions (Unspecific)
  Relation Graph
 Full list of drugs interacting with Diethylstilbestrol
      Affected gastrointestinal absorption
   Complex formation Drug Num:  2
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D0329
 
Cholestyramine
 
C27H47ClN2
 
137699107 
Moderate    Inter Info   
[30], [31], [3], [32], [33], [34], [35]
D0382
 
Colestipol
 
C11H28ClN5O
 
62816 
Moderate    Inter Info   
[30], [31], [3], [32], [33], [34], [35]
      Affected organization distribution
   Increase globulin concentration Drug Num:  17
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D0172
 
Betamethasone
 
C22H29FO5
 
9782 
Moderate    Inter Info   
[27], [28], [29]
D0215
 
Budesonide
 
C25H34O6
 
5281004 
Moderate    Inter Info   
[27], [28], [29]
D0392
 
Corticotropin
 
C207H308N56O58S
 
16132265 
Moderate    Inter Info   
[27], [28], [29]
D0436
 
Deflazacort
 
C25H31NO6
 
189821 
Moderate    Inter Info   
[27], [28], [29]
D0453
 
Dexamethasone
 
C22H29FO5
 
5743 
Moderate    Inter Info   
[27], [28], [29]
D0671
 
Fludrocortisone
 
C21H29FO5
 
31378 
Moderate    Inter Info   
[27], [28], [29]
D0773
 
Hydrocortisone
 
C21H30O5
 
5754 
Moderate    Inter Info   
[27], [28], [29]
D0925
 
Levothyroxine
 
C15H11I4NO4
 
5819 
Moderate    Inter Info   
[60], [61], [62], [33], [63], [64]
D0934
 
Liothyronine
 
C15H12I3NO4
 
5920 
Moderate    Inter Info   
[60], [61], [62], [33], [63], [64]
D0935
 
Liotrix
 
C30H21I7N2Na2O8
 
71371 
Moderate    Inter Info   
[60], [63], [64]
D1041
 
Methylprednisolone
 
C22H30O5
 
6741 
Moderate    Inter Info   
[27], [28], [29]
D1332
 
Prednisolone
 
C21H28O5
 
5755 
Moderate    Inter Info   
[27], [28], [29]
D1334
 
Prednisone
 
C21H26O5
 
5865 
Moderate    Inter Info   
[27], [28], [29]
D1563
 
Tetracosactide
 
C136H210N40O31S
 
16133802 
Moderate    Inter Info   
[27], [28], [29]
D1577
 
Thyroid, porcine
 
NA
 
NA
Moderate    Inter Info   
[60], [63], [64]
D1628
 
Triamcinolone
 
C21H27FO6
 
31307 
Moderate    Inter Info   
[27], [28], [29]
D1630
 
Triamcinolone (ophthalmic)
 
C21H27FO6
 
31307 
Moderate    Inter Info   
[27], [28], [29]
      Affected intra/extra-hepatic metabolism
   CYP450 enzyme inhibition Drug Num:  17
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D0100
 
Aprepitant
 
C23H21F7N4O3
 
135413536 
Moderate    Inter Info   
[25], [26]
D0349
 
Clarithromycin
 
C38H69NO13
 
84029 
Moderate    Inter Info   
[3], [1], [36], [37], [38], [39], [40]
D0367
 
Clotrimazole
 
C22H17ClN2
 
2812 
Moderate    Inter Info   
[41], [42], [43], [44], [45], [46]
D0386
 
Conivaptan
 
C32H26N4O2
 
151171 
Moderate    Inter Info   
[51]
D0693
 
Fosaprepitant
 
C23H22F7N4O6P
 
135413538 
Moderate    Inter Info   
[25], [26]
D0867
 
Itraconazole
 
C35H38Cl2N8O4
 
55283 
Moderate    Inter Info   
[41], [42], [43], [44], [45], [46]
D0880
 
Ketoconazole
 
C26H28Cl2N4O4
 
456201 
Moderate    Inter Info   
[41], [42], [43], [44], [45], [46]
D0894
 
Lapatinib
 
C29H26ClFN4O4S
 
208908 
Moderate    Inter Info   
[59]
D1057
 
Miconazole
 
C18H14Cl4N2O
 
4189 
Moderate    Inter Info   
[41], [42], [43], [44], [45], [46]
D1117
 
Nefazodone
 
C25H32ClN5O2
 
4449 
Moderate    Inter Info   
[65]
D1315
 
Posaconazole
 
C37H42F2N8O4
 
468595 
Moderate    Inter Info   
[41], [42], [43], [44], [45], [46]
D1544
 
Telithromycin
 
C43H65N5O10
 
3002190 
Moderate    Inter Info   
[68], [69], [70]
D1706
 
Voriconazole
 
C16H14F3N5O
 
71616 
Moderate    Inter Info   
[41], [42], [43], [44], [45], [46]
D0597
 
Erythromycin
 
C37H67NO13
 
12560 
Moderate    Inter Info   
[3], [1], [36], [37], [38], [39], [40]
D0667
 
Fluconazole
 
C13H12F2N6O
 
3365 
Moderate    Inter Info   
[41], [42], [43], [44], [45], [46]
D0994
 
Melatonin
 
C13H16N2O2
 
896 
Minor    Inter Info   
[3]
D0799
 
Indinavir
 
C36H47N5O4
 
5362440 
Minor    Inter Info   
[97]
   UGT inhibition Drug Num:  1
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D1227
 
Paritaprevir
 
C40H43N7O7S
 
45110509 
Major    Inter Info   
[8], [9]
   CYP450 enzyme induction Drug Num:  4
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D0406
 
Dabrafenib
 
C23H20F3N5O2S2
 
44462760 
Moderate    Inter Info   
[1], [52]
D1433
 
Rufinamide
 
C10H8F2N4O
 
129228 
Moderate    Inter Info   
[1], [66]
D0106
 
Armodafinil
 
C15H15NO2S
 
9690109 
Minor    Inter Info   
[85], [86], [87], [88], [89]
D1081
 
Modafinil
 
C15H15NO2S
 
4236 
Minor    Inter Info   
[85], [86], [87], [88], [89]
   UGT induction Drug Num:  1
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D1677
 
Valproic acid
 
C8H16O2
 
3121 
Moderate    Inter Info   
[71], [72], [73], [74]
   Decreased metabolism (Unspecific) Drug Num:  10
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D0068
 
Amitriptyline
 
C20H23N
 
2160 
Minor    Inter Info   
[82], [83], [84]
D0072
 
Amoxapine
 
C17H16ClN3O
 
2170 
Minor    Inter Info   
[82], [83], [84]
D0337
 
Cimetidine
 
C10H16N6S
 
2756 
Minor    Inter Info   
[90], [91], [92]
D0361
 
Clomipramine
 
C19H23ClN2
 
2801 
Minor    Inter Info   
[82], [83], [84]
D0446
 
Desipramine
 
C18H22N2
 
2995 
Minor    Inter Info   
[82], [83], [84]
D0525
 
Doxepin
 
C19H21NO
 
667477 
Minor    Inter Info   
[82], [83], [84]
D0795
 
Imipramine
 
C19H24N2
 
3696 
Minor    Inter Info   
[82], [83], [84]
D1158
 
Nortriptyline
 
C19H21N
 
4543 
Minor    Inter Info   
[82], [83], [84]
D1361
 
Protriptyline
 
C19H21N
 
4976 
Minor    Inter Info   
[82], [83], [84]
D1647
 
Trimipramine
 
C20H26N2
 
5584 
Minor    Inter Info   
[82], [83], [84]
      Pharmacodynamic additive effects
   Additive thrombogenic effects Drug Num:  7
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D0261
 
Carfilzomib
 
C40H57N5O7
 
11556711 
Major    Inter Info   
[3], [4], [1]
D0902
 
Lenalidomide
 
C13H13N3O3
 
216326 
Major    Inter Info   
[1], [6], [7]
D1312
 
Pomalidomide
 
C13H11N3O4
 
134780 
Major    Inter Info   
[10], [11], [12]
D1569
 
Thalidomide
 
C13H10N2O4
 
5426 
Major    Inter Info   
[1], [10], [13]
D1619
 
Tranexamic acid
 
C8H15NO2
 
5526 
Major    Inter Info   
[14], [15], [16]
D0385
 
Conestat alfa
 
NA
 
NA
Moderate    Inter Info   
[47], [48], [49], [50]
D0762
 
Human C1-esterase inhibitor
 
NA
 
NA
Moderate    Inter Info   
[47], [49], [50]
   Increased risk of hepatotoxicity Drug Num:  1
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D0417
 
Dantrolene
 
C14H10N4O5
 
6914273 
Major    Inter Info   
[5]
   Increased risk of hypercalcemia Drug Num:  2
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D1754
 
Calcitriol (topical)
 
C27H44O3
 
5280453 
Moderate    Inter Info   
[17], [18]
D1753
 
Calcipotriol (topical)
 
C27H40O3
 
5288783 
Moderate    Inter Info   
[17], [18]
   Increased risk of other adverse reactions (Unspecific) Drug Num:  1
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D0178
 
Bexarotene
 
C24H28O2
 
82146 
Major    Inter Info   
[1], [2]
      Pharmacodynamic antagonistic effects
   Antagonize the effect of antithrombotic agents Drug Num:  1
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D1711
 
Warfarin
 
C19H16O4
 
54678486 
Moderate    Inter Info   
[75], [76], [77], [78], [79], [80], [81]
   Antagonize the effect of antidiabetic agents Drug Num:  34
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D0009
 
Acarbose
 
C25H43NO18
 
41774 
Moderate    Inter Info   
[19], [20], [21]
D0029
 
Albiglutide
 
C148H224N40O45
 
145994868 
Moderate    Inter Info   
[19], [20], [21]
D0042
 
Alogliptin
 
C18H21N5O2
 
11450633 
Moderate    Inter Info   
[19], [20], [21]
D0245
 
Canagliflozin
 
C24H25FO5S
 
24812758 
Moderate    Inter Info   
[19], [20], [21]
D0325
 
Chlorpropamide
 
C10H13ClN2O3S
 
2727 
Moderate    Inter Info   
[19], [20], [21]
D0418
 
Dapagliflozin
 
C21H25ClO6
 
9887712 
Moderate    Inter Info   
[19], [20], [21]
D0565
 
Empagliflozin
 
C23H27ClO7
 
11949646 
Moderate    Inter Info   
[19], [20], [21]
D0728
 
Glipizide
 
C21H27N5O4S
 
3478 
Moderate    Inter Info   
[19], [20], [21]
D0730
 
Glyburide
 
C23H28ClN3O5S
 
3488 
Moderate    Inter Info   
[19], [20], [21]
D0808
 
Insulin aspart (aspart)
 
C256H381N65O79S6
 
118984445 
Moderate    Inter Info   
[19], [20], [21]
D0809
 
Insulin degludec
 
C274H411N65O81S6
 
118984462 
Moderate    Inter Info   
[19], [20], [21]
D0810
 
Insulin detemir
 
C267H402N64O76S6
 
16137271 
Moderate    Inter Info   
[19], [20], [21]
D0812
 
Insulin glulisine
 
C258H384N64O78S6
 
16136701 
Moderate    Inter Info   
[19], [20], [21]
D0930
 
Linagliptin
 
C25H28N8O2
 
10096344 
Moderate    Inter Info   
[19], [20], [21]
D0936
 
Liraglutide
 
C172H265N43O51
 
16134956 
Moderate    Inter Info   
[19], [20], [21]
D0941
 
Lixisenatide
 
C215H347N61O65S
 
90472060 
Moderate    Inter Info   
[19], [20], [21]
D1015
 
Metformin
 
C4H11N5
 
4091 
Moderate    Inter Info   
[19], [20], [21]
D1064
 
Miglitol
 
C8H17NO5
 
441314 
Moderate    Inter Info   
[19], [20], [21]
D1112
 
Nateglinide
 
C19H27NO3
 
5311309 
Moderate    Inter Info   
[19], [20], [21]
D1294
 
Pioglitazone
 
C19H20N2O3S
 
4829 
Moderate    Inter Info   
[19], [20], [21]
D1326
 
Pramlintide
 
C171H267N51O53S2
 
70691388 
Moderate    Inter Info   
[19], [20], [21]
D1392
 
Repaglinide
 
C27H36N2O4
 
65981 
Moderate    Inter Info   
[19], [20], [21]
D1429
 
Rosiglitazone
 
C18H19N3O3S
 
77999 
Moderate    Inter Info   
[19], [20], [21]
D1477
 
Sitagliptin
 
C16H15F6N5O
 
4369359 
Moderate    Inter Info   
[19], [20], [21]
D1601
 
Tolazamide
 
C14H21N3O3S
 
5503 
Moderate    Inter Info   
[19], [20], [21]
D1603
 
Tolbutamide
 
C12H18N2O3S
 
5505 
Moderate    Inter Info   
[19], [20], [21]
D0727
 
Glimepiride
 
C24H34N4O5S
 
3476 
Moderate    Inter Info   
[19], [20], [21]
D0811
 
Insulin glargine
 
C267H404N72O78S6
 
118984454 
Moderate    Inter Info   
[19], [20], [21]
D0814
 
Insulin human (inhalation, rapid acting)
 
C257H383N65O77S6
 
118984375 
Moderate    Inter Info   
[19], [20], [21]
D0815
 
Insulin human (isophane)
 
C257H383N65O77S6
 
118984375 
Moderate    Inter Info   
[19], [20], [21]
D0816
 
Insulin human (regular)
 
C257H383N65O77S6
 
118984375 
Moderate    Inter Info   
[19], [20], [21]
D0817
 
Insulin human (zinc extended)
 
C257H383N65O77S6
 
118984375 
Moderate    Inter Info   
[19], [20], [21]
D0818
 
Insulin human (zinc)
 
C257H383N65O77S6
 
118984375 
Moderate    Inter Info   
[19], [20], [21]
D0819
 
Insulin lispro
 
C257H389N65O77S6
 
16132438 
Moderate    Inter Info   
[19], [20], [21]
   Antagonize the effect of antihypertensive agents Drug Num:  4
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D1779
 
Dulaglutide
 
NA
 
NA
Moderate    Inter Info   
[19], [20], [21]
D1782
 
Ertugliflozin
 
C22H25ClO7
 
44814423 
Moderate    Inter Info   
[19], [20], [21]
D1784
 
Exenatide
 
C184H282N50O60S
 
45588096 
Moderate    Inter Info   
[19], [20], [21]
D1887
 
Semaglutide
 
C187H291N45O59
 
56843331 
Moderate    Inter Info   
[19], [20], [21]
   Antagonize the effect of estrogen Drug Num:  1
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D1885
 
Saw palmetto
 
NA
 
NA
Minor    Inter Info   
[96], [54], [55]
   Attenuated pharmacological effects (Unspecific) Drug Num:  8
Drug ID
 
Drug Name
Formula Pubchem ID Severity Level Interaction Detail REF
D0086
 
Anastrozole
 
C17H19N5
 
2187 
Moderate    Inter Info   
[22], [23], [24]
D0555
 
Elagolix
 
C32H30F5N3O5
 
11250647 
Moderate    Inter Info   
[53], [54], [55]
D0630
 
Exemestane
 
C20H24O2
 
60198 
Moderate    Inter Info   
[22], [23], [24]
D0890
 
Lamotrigine
 
C9H7Cl2N5
 
3878 
Moderate    Inter Info   
[56], [57], [58]
D0907
 
Letrozole
 
C17H11N5
 
3902 
Moderate    Inter Info   
[22], [23], [24]
D1493
 
Somapacitan
 
C54H95N13O20S2
 
129894493 
Moderate    Inter Info   
[3], [1], [67]
D1494
 
Somatotropin
 
NA
 
NA
Moderate    Inter Info   
[3], [1], [67]
D1812
 
Hyaluronidase
 
C17H24BrNO2
 
91820602 
Minor    Inter Info   
[93], [94], [95]
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39 Product Information. Premarin (conjugated estrogens). Wyeth-Ayerst Laboratories, Philadelphia, PA.
40 Product Information. Yasmin (drospirenone-ethinyl estradiol) Berlex Laboratories, Richmond, CA.
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48 Product Information. Cinryze (complement C1 esterase inhibitor). ViroPharma Incorporated, Exton, PA.
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67 Product Information. Humatrope (somatropin). Lilly, Eli and Company, Indianapolis, IN.
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72 Product Information. Depacon (valproic acid). Abbott Pharmaceutical, Abbott Park, IL.
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86 Product Information. Nuvigil (armodafinil). Cephalon Inc, West Chester, PA.
87 Product Information. Provigil (modafinil). Cephalon, Inc, West Chester, PA.
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97 Product Information. Crixivan (indinavir). Merck & Co, Inc, West Point, PA.