454:
431:
517:
619:, though the effects are longer-lasting. Unlike digoxin, which is eliminated from the body via the kidneys, it is eliminated via the liver, and so can be used in patients with poor or erratic kidney function. While several controlled trials have shown digoxin to be effective in a proportion of patients treated for heart failure, the evidence base for digitoxin is not as strong, although it is presumed to be similarly effective.
47:
1651:
559:
InChI=1S/C41H64O13/c1-20-36(46)29(42)16-34(49-20)53-38-22(3)51-35(18-31(38)44)54-37-21(2)50-33(17-30(37)43)52-25-8-11-39(4)24(15-25)6-7-28-27(39)9-12-40(5)26(10-13-41(28,40)47)23-14-32(45)48-19-23/h14,20-22,24-31,33-38,42-44,46-47H,6-13,15-19H2,1-5H3/t20-,21-,22-,24-,25+,26-,27+,28-,29+,30+,31+,33+,34+,35+,36-,37-,38-,39+,40-,41+/m1/s1
1075:
1674:
1103:
2218:
87:
575:
2271:
889:. In healthy people, 60% are eliminated via the kidneys and 40% via the faeces. In people with impaired kidney function, elimination via the faeces is increased. The
1479:
Johansson S, Lindholm P, Gullbo J, Larsson R, Bohlin L, Claeson P (June 2001). "Cytotoxicity of digitoxin and related cardiac glycosides in human tumor cells".
913:
was able to obtain a pure sample in 1875. The modern therapeutic use of this molecule was made possible by the works of the pharmacist and the French chemist
1936:
531:
2381:
2211:
1516:
Hippius M, Humaid B, Sicker T, Hoffmann A, Göttler M, Hasford J (August 2001). "Adverse drug reaction monitoring--digitoxin overdosage in the elderly".
4527:
627:
Digitoxin is used for the treatment of heart failure, especially in people with impaired kidney function. It is also used to treat certain kinds of
1168:
Kurowski V, Iven H, Djonlagic H (1992). "Treatment of a patient with severe digitoxin intoxication by Fab fragments of anti-digitalis antibodies".
3720:
4522:
2204:
2162:
1300:
1126:
2491:
4517:
1705:
4251:
2476:
2471:
1058:
neoglycosides which displayed improved anticancer potency and reduced inotropic activity (the perceived mechanism of general toxicity).
4563:
551:
1929:
3675:
206:
117:
2926:
967:
1592:"Digitoxin mimics gene therapy with CFTR and suppresses hypersecretion of IL-8 from cystic fibrosis lung epithelial cells"
4512:
4276:
2826:
2386:
2361:
330:
4532:
2774:
2179:
1922:
1013:
918:
410:
2779:
886:
788:
1668:
1662:
Comparing the
Toxicity of Digoxin and Digitoxin in a Geriatric Population: Should an Old Drug Be Rediscovered? on
4167:
3834:
3744:
2966:
2286:
2281:
921:
in 1925, but the full structure with an exact determination of the sugar groups was not accomplished until 1962.
870:
4395:
4157:
4070:
3695:
3388:
2921:
2916:
2816:
1698:
929:
660:
4399:
2441:
914:
279:
3739:
3683:
3593:
3218:
3208:
3143:
3095:
3013:
2735:
2703:
2671:
2661:
2540:
2524:
2481:
2456:
2396:
2391:
2167:
1234:
An
Account of the Foxglove and Some of its Medical Uses: With Practical Remarks on Dropsy and other Diseases
838:
652:
69:
449:
3651:
3203:
2683:
2608:
2603:
2556:
2411:
949:
664:
151:
399:
4553:
3924:
3749:
3687:
3213:
2757:
2720:
2708:
2576:
671:
270:
80:
4314:
2486:
2461:
2436:
2421:
2356:
2296:
2291:
1655:
3344:
3001:
2740:
2646:
2588:
2426:
2366:
2301:
2276:
1603:
1429:
981:
975:
890:
865:
The drug is almost completely absorbed from the gut. When in the bloodstream, 90 to 97% are bound to
175:
4080:
4405:
4320:
4131:
4123:
3384:
3168:
3025:
2991:
2801:
2501:
2416:
1691:
1026:
910:
632:
426:
225:
76:
3706:
960:
715:, the specific treatment for digoxin poisoning, are also effective in serious digitoxin toxicity.
4558:
4487:
4466:
4461:
4271:
4152:
3959:
3954:
3949:
3819:
3734:
3348:
3008:
2666:
2583:
2528:
2371:
2331:
2321:
2261:
2230:
1504:
1193:
1051:
906:
612:
4425:
4345:
4142:
4075:
3444:
3228:
2351:
1316:
Menger L, Vacchelli E, Kepp O, Eggermont A, Tartour E, Zitvogel L, et al. (February 2013).
4217:
4212:
3984:
3909:
4192:
4187:
4085:
4034:
4029:
3859:
3308:
2466:
2316:
2311:
2238:
2227:
1945:
1898:
1844:
1631:
1578:
1533:
1496:
1457:
1398:
1347:
1296:
1290:
1271:
1185:
1122:
1095:
1047:
932:, a Belgian serial killer, was sentenced to death for poisoning eleven people with digitoxin.
832:
805:
712:
656:
596:
379:
59:
4360:
4355:
4039:
3874:
3829:
3178:
2931:
4335:
4197:
4105:
4100:
4090:
4004:
3929:
3804:
2941:
2769:
2516:
2446:
2401:
2341:
2336:
2326:
2306:
2266:
2121:
1621:
1611:
1568:
1558:
1525:
1488:
1447:
1437:
1388:
1378:
1337:
1329:
1261:
1177:
1087:
1021:
955:
760:
740:
628:
466:
319:
133:
4044:
339:
3894:
3627:
3501:
3133:
3080:
3035:
2836:
2062:
2031:
1990:
1778:
1773:
1768:
1763:
1745:
1740:
1735:
1730:
1722:
1157:(in German). Vienna: Österreichischer Apothekerverlag. Digimerck 0,07 mg - Tabletten.
944:
161:
141:
3605:
3601:
3579:
1590:
Srivastava M, Eidelman O, Zhang J, Paweletz C, Caohuy H, Yang Q, et al. (May 2004).
1091:
1607:
1433:
1038:
Digitoxin and related cardenolides display anticancer activity against a range of human
453:
430:
234:
4365:
4127:
3999:
3428:
3148:
3120:
3112:
2951:
2856:
2846:
2791:
2786:
2688:
2506:
2406:
2173:
2008:
1452:
1417:
1393:
1366:
1342:
1317:
1266:
1249:
866:
793:
752:
735:
679:
1626:
1591:
4547:
3979:
3814:
3789:
3569:
3487:
3320:
3298:
3153:
3030:
2762:
2613:
2571:
2067:
1958:
1866:
1849:
1573:
1546:
1492:
1055:
878:
815:
683:
600:
442:
1508:
1418:"Enhancing the anticancer properties of cardiac glycosides by neoglycorandomization"
4147:
4119:
4095:
3964:
3889:
3799:
3794:
3784:
3587:
3553:
3543:
3539:
3474:
3468:
3400:
2896:
2886:
2861:
2725:
2678:
2532:
2520:
2107:
2092:
2082:
2013:
1975:
1949:
1197:
854:
850:
772:
756:
608:
539:
O=C\1OC/C(=C/1)2CC8(O)2(C)CC78CC67(C)CC(O5O(C)(O4O((O3O((O)(O)C3)C)(O)C4)C)(O)C5)C6
259:
100:
95:
46:
1547:"Digitoxin medication and cancer; case control and internal dose-response studies"
4492:
4420:
4385:
4380:
4340:
4310:
4296:
4286:
4281:
4110:
4054:
4049:
3944:
3939:
3919:
3869:
3844:
3839:
3764:
3754:
3671:
3667:
3663:
3655:
3645:
3641:
3609:
3597:
3583:
3575:
3515:
3448:
3392:
3364:
3198:
3173:
3045:
2946:
2821:
2745:
2715:
2566:
2546:
2496:
2450:
2346:
2097:
2087:
2045:
1985:
1854:
1811:
1801:
874:
846:
776:
708:
675:
648:
2196:
1596:
Proceedings of the
National Academy of Sciences of the United States of America
1422:
Proceedings of the
National Academy of Sciences of the United States of America
909:
dates back to 1775. For quite some time, the active compound was not isolated.
4435:
4415:
4390:
4237:
4182:
4137:
4115:
4024:
4019:
3989:
3974:
3969:
3934:
3824:
3779:
3759:
3637:
3631:
3535:
3523:
3483:
3464:
3440:
3424:
3334:
3330:
3304:
3290:
3243:
3238:
3233:
3223:
3193:
3163:
3158:
3138:
3075:
2996:
2976:
2961:
2956:
2936:
2901:
2851:
2752:
2693:
2626:
2621:
2598:
2536:
2511:
2431:
2144:
1816:
1796:
1663:
841:
in heart muscle cells, resulting in increased force of contractions (positive
801:
748:
604:
493:
310:
4430:
4410:
4350:
4330:
4172:
4009:
3884:
3879:
3864:
3849:
3809:
3691:
3659:
3617:
3565:
3561:
3547:
3527:
3511:
3460:
3436:
3432:
3420:
3412:
3408:
3368:
3356:
3340:
3326:
3316:
3312:
3268:
3128:
3102:
3090:
3065:
3055:
3040:
3020:
2971:
2871:
2866:
2841:
2831:
2796:
2656:
2631:
2593:
2551:
2054:
2023:
1980:
1914:
1903:
1886:
1881:
1876:
1871:
1861:
1839:
1806:
1788:
1714:
1616:
1442:
842:
797:
188:
2376:
1635:
1582:
1563:
1537:
1500:
1461:
1402:
1351:
1275:
1099:
1076:"Treatment of congestive heart failure--current status of use of digitoxin"
1650:
1416:
Langenhan JM, Peters NR, Guzei IA, Hoffmann FM, Thorson JS (August 2005).
1383:
1189:
38:
17:
4301:
4291:
3994:
3854:
3774:
3769:
3702:
3519:
3456:
3452:
3416:
3404:
3376:
3372:
3360:
3352:
3282:
3070:
3060:
2906:
2891:
2876:
2811:
2806:
2651:
2561:
2136:
1831:
1821:
731:
700:
290:
1232:
810:
substances that bind digitoxin in the gut, such as aluminium containing
299:
4456:
4202:
4014:
3914:
3904:
3899:
3679:
3623:
3613:
3505:
3380:
3188:
3183:
3085:
3050:
2981:
2881:
2730:
2698:
2636:
2126:
2115:
2077:
1893:
1333:
1181:
882:
811:
696:
616:
245:
31:
4375:
4370:
4227:
3491:
3479:
3294:
3263:
3258:
3253:
2986:
2641:
2000:
1755:
1529:
1043:
1039:
744:
704:
390:
167:
1365:
Elbaz HA, Stueckle TA, Tse W, Rojanasakul Y, Dinu CZ (April 2012).
359:
4451:
4325:
4207:
4177:
3396:
3278:
3107:
1030:
album, the narrator murders his daughter by feeding her foxglove.
897:
liver functions are impaired, in which case it is usually longer.
707:, vomiting, diarrhea, confusion, visual disturbances, and cardiac
516:
507:
370:
4471:
4162:
3531:
3286:
1967:
766:
350:
2200:
1918:
1687:
1518:
International
Journal of Clinical Pharmacology and Therapeutics
1042:
cell lines in vitro but the clinical use of digitoxin to treat
4306:
3721:
783:
Drugs that can decrease the effectivity of digitoxin include:
1683:
730:
substances that lower potassium or magnesium levels, such as
415:
4252:
1367:"Digitoxin and its analogs as novel cancer therapeutics"
1211:
917:(1812–1889). The first structural analysis was done by
582:
2622:
Epiestriol (16β-epiestriol, 16β-hydroxy-17β-estradiol)
1318:"Trial watch: Cardiac glycosides and cancer therapy"
723:
Drugs that can increase digitoxin toxicity include:
4480:
4444:
4264:
4250:
4063:
3716:
2251:
2237:
2135:
2106:
2053:
2044:
2022:
1999:
1966:
1957:
1830:
1787:
1754:
1721:
940:Digitoxin is used as a poison or murder weapon in:
787:substances that increase potassium levels, such as
505:
492:
465:
460:
441:
409:
389:
369:
349:
329:
309:
289:
278:
269:
244:
224:
197:
187:
174:
160:
150:
140:
132:
116:
111:
86:
68:
58:
53:
845:), reduced speed of electric conduction (negative
1074:Belz GG, Breithaupt-Grögler K, Osowski U (2001).
853:), and reduced frequency of heartbeat (negative
258:
647:problems with the heart rhythm, such as severe
233:
3726:Tooltip Selective estrogen receptor modulators
3081:Furostilbestrol (diethylstilbestrol difuroate)
2442:16β,17α-Epiestriol (16β-hydroxy-17α-estradiol)
2272:3-Methyl-19-methyleneandrosta-3,5-dien-17β-ol
2212:
1930:
1699:
1545:Haux J, Klepp O, Spigset O, Tretli S (2001).
8:
2382:10β,17β-Dihydroxyestra-1,4-dien-3-one (DHED)
971:, season 9, episode 19: "The Descent of Man"
833:Cardiac glycoside § Mechanism of action
695:Digitoxin exhibits similar toxic effects to
37:
4257:Tooltip G protein-coupled estrogen receptor
3076:Fosfestrol (diethylstilbestrol diphosphate)
125:In general: ℞ (Prescription only)
4261:
3219:Triphenylmethylethylene (triphenylpropene)
2543:, many others; via estrogenic metabolites)
2467:17α-Epiestriol (16α-hydroxy-17α-estradiol)
2248:
2219:
2205:
2197:
2050:
1963:
1937:
1923:
1915:
1706:
1692:
1684:
1080:European Journal of Clinical Investigation
1016:, season 4, episode 18: “The Hardest Part”
452:
429:
318:
2239:
1625:
1615:
1572:
1562:
1451:
1441:
1392:
1382:
1341:
1265:
338:
1254:The Yale Journal of Biology and Medicine
1066:
877:in part by CYP3A4; metabolites include
556:
536:
425:
298:
211:
64:Digalen, Digitaline, Digitmerck, others
1371:Experimental Hematology & Oncology
1248:Diefenbach WC, Meneely JK (May 1949).
765:inhibitors of the transporter protein
443:
36:
1010:Several episodes of Murder She Wrote.
779:(slow heartbeat) caused by digitoxin.
398:
378:
7:
1148:
1146:
1144:
1142:
1140:
1138:
1092:10.1046/j.1365-2362.2001.0310s2010.x
905:The first description of the use of
849:), increased excitability (positive
99:
1121:(in German). Springer. p. 43.
358:
249:
1046:has been restricted by its narrow
893:is 7 to 8 days except when kidney
25:
3618:taleranol (teranol, β-zearalanol)
2533:metandienone (methandrostenolone)
4528:Progesterone receptor modulators
4282:Afimoxifene (4-hydroxytamoxifen)
3164:Prinaberel (ERB-041, WAY-202041)
1649:
1493:10.1097/00001813-200106000-00009
477:
45:
4225:Coregulator-binding modulators:
2492:17β-Methyl-17α-dihydroequilenin
1237:. Classics of Medicine Library.
982:Calliphoridae and Country Roads
564:Key:WDJUZGPOPHTGOT-XUDUSOBPSA-N
3056:Erteberel (SERBA-1, LY-500307)
1673:, a convenience link from the
1250:"Digitoxin; a critical review"
1054:led to the discovery of novel
1024:'s song, "The Rake's Song" on
751:; examples are the antibiotic
678:(low blood potassium levels),
655:(fast heartbeat caused by the
483:
471:
1:
4513:Receptor/signaling modulators
2477:17α-Ethynyl-3β-androstanediol
2472:17α-Ethynyl-3α-androstanediol
663:, or first- to second-degree
216:14-hydroxycard-20(22)-enolide
193:60% via urine, 40% via faeces
4523:Androgen receptor modulators
2827:Lynestrenol phenylpropionate
1117:Erland Erdmann, ed. (2013).
1001:, season 6, episode 5 (1977)
994:, season 9, episode 5 (1990)
747:, which slow down digitoxin
691:Adverse effects and toxicity
4518:Estrogens and antiestrogens
4168:Oxabicycloheptene sulfonate
3855:Etacstil (GW-5638, DPC-974)
3031:Doisynoestrol (fenocycline)
2775:Ethinylestradiol 3-benzoate
2287:3β,5α-Dihydrolevonorgestrel
2282:3α,5α-Dihydrolevonorgestrel
1119:Therapie mit Herzglykosiden
1007:: "College can be a Murder"
990:"Uneasy Lies the Crown" on
919:Adolf Otto Reinhold Windaus
796:of CYP3A4 or P-gp, such as
789:potassium sparing diuretics
4580:
4235:Noncompetitive inhibitors:
3860:Ethamoxytriphetol (MER-25)
3021:Dimestrol (dianisylhexene)
2780:Ethinylestradiol sulfonate
830:
643:Contraindications include
599:used for the treatment of
461:Chemical and physical data
29:
4505:
4277:7β-Hydroxyepiandrosterone
3835:Desmethylchlorotrianisene
3014:Diethylstilbestrol esters
2967:Bisdehydrodoisynolic acid
2387:11β-Chloromethylestradiol
2362:7β-Hydroxyepiandrosterone
2244:Tooltip Estrogen receptor
2157:
1292:Drug discovery: A history
1153:Haberfeld H, ed. (2021).
997:"Affair of the Heart" on
871:enterohepatic circulation
572:
547:
527:
202:
44:
4564:Drugs developed by Merck
4341:Fulvestrant (ICI-182780)
4158:Methylpiperidinopyrazole
4111:Fulvestrant (ICI-182780)
3594:Resorcylic acid lactones
2817:Hydroxyestrone diacetate
2753:Etamestrol (eptamestrol)
930:Marie Alexandrine Becker
915:Claude-Adolphe Nativelle
769:, such as clarithromycin
661:ventricular fibrillation
30:Not to be confused with
3652:Synthetic xenoestrogens
3209:Triphenylchloroethylene
3144:Methestrol dipropionate
2672:Polyestradiol phosphate
1877:Anthraquinone glycoside
1679:(subscription required)
1617:10.1073/pnas.0402030101
1443:10.1073/pnas.0503270102
1170:Intensive Care Medicine
839:sodium-potassium ATPase
837:Digitoxin inhibits the
653:ventricular tachycardia
3745:4'-Hydroxynorendoxifen
3740:2-Phenylbenzothiophene
3614:zeranol (α-zearalanol)
3317:phlorizin (phloridzin)
3204:Triphenylbromoethylene
3103:ICI-85966 (Stilbostat)
2684:Estramustine phosphate
2557:Bolandiol dipropionate
1564:10.1186/1471-2407-1-11
1295:. Wiley. p. 107.
987:"Casino Royale" (2006)
979:season 2, episode 20:
950:Appointment with Death
869:. Digitoxin undergoes
672:electrolyte imbalances
665:atrioventricular block
3925:Miproxifene phosphate
3750:27-Hydroxycholesterol
3214:Triphenyliodoethylene
2758:Ethinylandrostenediol
2721:Estrogenic substances
2709:Polyestriol phosphate
2577:Cloxestradiol acetate
1669:registration required
1658:at Wikimedia Commons
1384:10.1186/2162-3619-1-4
682:(low magnesium), and
603:and certain kinds of
81:Intravenous injection
3239:WAY-204688 (SIM-688)
3051:ERB-196 (WAY-202196)
3002:Dienestrol diacetate
2741:Estrone methyl ether
2647:Esterified estrogens
2589:Conjugated estrogens
2482:17β-Dihydroequilenin
2457:17α-Dihydroequilenin
2397:15α-Hydroxyestradiol
2392:11β-Methoxyestradiol
2367:8,9-Dehydroestradiol
1862:Cyanogenic glycoside
1231:Withering W (1785).
891:biological half-life
743:of the liver enzyme
4406:Propylpyrazoletriol
4321:Diarylpropionitrile
3169:Propylpyrazoletriol
3026:Dimethylstilbestrol
2992:Diarylpropionitrile
2802:Etynodiol diacetate
2502:Abiraterone acetate
2412:16α-Fluoroestradiol
1887:Flavonoid glycoside
1840:Alcoholic glycoside
1608:2004PNAS..101.7693S
1434:2005PNAS..10212305L
1027:The Hazards of Love
911:Oswald Schmiedeberg
827:Mechanism of action
633:atrial fibrillation
41:
4488:Diethylstilbestrol
4272:2-Methoxyestradiol
4203:TAS-108 (SR-16234)
4153:Methylepitiostanol
4091:EM-800 (SCH-57050)
4015:TAS-108 (SR-16234)
3735:2-Phenylbenzofuran
3349:8-prenylnaringenin
3009:Diethylstilbestrol
2667:Lipoidal estradiol
2642:ERA-63 (ORG-37663)
2584:Conjugated estriol
2529:methyltestosterone
2487:17β-Dihydroequilin
2462:17α-Dihydroequilin
2437:16β-Hydroxyestrone
2422:16α-Hydroxyestrone
2372:8,9-Dehydroestrone
2357:7α-Methylestradiol
2332:4-Methoxyestradiol
2322:4-Hydroxyestradiol
2297:3β-Hydroxytibolone
2292:3α-Hydroxytibolone
2262:2-Hydroxyestradiol
2184:Never to phase III
1946:Cardiac glycosides
1882:Coumarin glycoside
1872:Phenolic glycoside
1334:10.4161/onci.23082
1289:Sneader W (2005).
1212:"mediQ: Digitoxin"
1182:10.1007/BF01694351
1052:glycorandomization
713:antibody fragments
651:(slow heartbeat),
611:and is similar in
4541:
4540:
4533:List of estrogens
4501:
4500:
4246:
4245:
4086:Cytestrol acetate
3309:isoliquiritigenin
3251:Unknown/unsorted:
2937:β-LGND2 (GTx-878)
2517:Anabolic steroids
2427:16α-Iodoestradiol
2317:4-Fluoroestradiol
2312:4-Androstenedione
2302:3β-Androstanediol
2277:3α-Androstanediol
2228:Estrogen receptor
2194:
2193:
2153:
2152:
2040:
2039:
1912:
1911:
1899:Steviol glycoside
1845:Cardiac glycoside
1746:C-glycosidic bond
1741:S-glycosidic bond
1736:N-glycosidic bond
1731:O-glycosidic bond
1654:Media related to
1481:Anti-Cancer Drugs
1302:978-0-471-89980-8
1128:978-3-642-69046-4
1086:(Suppl 2): 10–7.
1048:therapeutic index
999:McMillan and Wife
755:, the antifungal
639:Contraindications
597:cardiac glycoside
590:
589:
518:Interactive image
411:CompTox Dashboard
27:Chemical compound
16:(Redirected from
4571:
4400:2,2',5'-PCB-4-OH
4336:Ethinylestradiol
4262:
4258:
4254:
3995:Rimostil (P-081)
3805:Chlorotrianisene
3727:
3723:
3502:Metalloestrogens
3281:-related (e.g.,
3096:Hexestrol esters
2770:Ethinylestradiol
2662:Estradiol esters
2417:16α-Hydroxy-DHEA
2402:16-Ketoestradiol
2342:5-Androstenediol
2337:4-Methoxyestrone
2327:4-Hydroxyestrone
2307:4-Androstenediol
2267:2-Hydroxyestrone
2249:
2245:
2241:
2221:
2214:
2207:
2198:
2118:(g-Strophanthin)
2051:
1964:
1939:
1932:
1925:
1916:
1708:
1701:
1694:
1685:
1680:
1672:
1653:
1639:
1629:
1619:
1586:
1576:
1566:
1541:
1530:10.5414/cpp39336
1512:
1466:
1465:
1455:
1445:
1428:(35): 12305–10.
1413:
1407:
1406:
1396:
1386:
1362:
1356:
1355:
1345:
1313:
1307:
1306:
1286:
1280:
1279:
1269:
1245:
1239:
1238:
1228:
1222:
1221:
1219:
1218:
1208:
1202:
1201:
1165:
1159:
1158:
1150:
1133:
1132:
1114:
1108:
1107:
1102:. Archived from
1071:
1022:The Decemberists
1014:Private Practice
956:Elizabeth Peters
887:conjugate esters
861:Pharmacokinetics
761:grapefruit juice
629:heart arrhythmia
605:heart arrhythmia
586:
585:
578:
520:
500:
485:
479:
473:
456:
445:
434:
433:
419:
417:
402:
382:
362:
342:
322:
302:
282:
262:
252:
251:
237:
179:
103:
49:
42:
40:
21:
4579:
4578:
4574:
4573:
4572:
4570:
4569:
4568:
4544:
4543:
4542:
4537:
4497:
4476:
4440:
4256:
4242:
4076:7β-Hydroxy-DHEA
4059:
3895:Levormeloxifene
3725:
3718:
3712:
3628:deoxymiroestrol
3496:-hinokiresinol)
3134:Methallenestril
3036:Doisynolic acid
2837:Methylestradiol
2352:7α-Hydroxy-DHEA
2243:
2233:
2225:
2195:
2190:
2189:
2174:Clinical trials
2149:
2131:
2102:
2063:Acetyldigitoxin
2036:
2032:Daigremontianin
2018:
1995:
1953:
1943:
1913:
1908:
1826:
1783:
1750:
1717:
1712:
1678:
1666:
1647:
1642:
1589:
1544:
1515:
1478:
1474:
1472:Further reading
1469:
1415:
1414:
1410:
1364:
1363:
1359:
1315:
1314:
1310:
1303:
1288:
1287:
1283:
1247:
1246:
1242:
1230:
1229:
1225:
1216:
1214:
1210:
1209:
1205:
1167:
1166:
1162:
1152:
1151:
1136:
1129:
1116:
1115:
1111:
1073:
1072:
1068:
1064:
1036:
945:Agatha Christie
938:
927:
925:Use as a weapon
903:
867:plasma proteins
863:
835:
829:
824:
736:corticosteroids
721:
693:
686:(high calcium).
641:
625:
615:and effects to
581:
579:
576:(what is this?)
573:
568:
565:
560:
555:
554:
543:
540:
535:
534:
523:
498:
488:
482:
476:
437:
413:
405:
385:
365:
345:
325:
305:
285:
265:
248:
240:
220:
217:
215:
210:
209:
177:
152:Protein binding
142:Bioavailability
134:Pharmacokinetic
128:
107:
71:
35:
28:
23:
22:
15:
12:
11:
5:
4577:
4575:
4567:
4566:
4561:
4556:
4546:
4545:
4539:
4538:
4536:
4535:
4530:
4525:
4520:
4515:
4510:
4506:
4503:
4502:
4499:
4498:
4496:
4495:
4490:
4484:
4482:
4478:
4477:
4475:
4474:
4469:
4464:
4459:
4454:
4448:
4446:
4442:
4441:
4439:
4438:
4433:
4428:
4423:
4418:
4413:
4408:
4403:
4393:
4388:
4383:
4378:
4373:
4368:
4366:Hydroxytyrosol
4363:
4358:
4353:
4348:
4343:
4338:
4333:
4328:
4323:
4318:
4304:
4299:
4294:
4289:
4284:
4279:
4274:
4268:
4266:
4259:
4248:
4247:
4244:
4243:
4241:
4240:
4231:
4230:
4221:
4220:
4215:
4210:
4205:
4200:
4195:
4190:
4185:
4180:
4175:
4170:
4165:
4160:
4155:
4150:
4145:
4140:
4135:
4113:
4108:
4103:
4098:
4093:
4088:
4083:
4081:Chloroindazole
4078:
4073:
4067:
4065:
4061:
4060:
4058:
4057:
4052:
4047:
4042:
4037:
4032:
4027:
4022:
4017:
4012:
4007:
4002:
4000:Spironolactone
3997:
3992:
3987:
3982:
3977:
3972:
3967:
3962:
3957:
3952:
3947:
3942:
3937:
3932:
3927:
3922:
3917:
3912:
3907:
3902:
3897:
3892:
3887:
3882:
3877:
3872:
3867:
3862:
3857:
3852:
3847:
3842:
3837:
3832:
3827:
3822:
3817:
3812:
3807:
3802:
3797:
3792:
3787:
3782:
3777:
3772:
3767:
3762:
3757:
3752:
3747:
3742:
3737:
3731:
3729:
3714:
3713:
3711:
3710:
3701:Others (e.g.,
3699:
3649:
3635:
3621:
3591:
3573:
3551:
3509:
3499:
3477:
3472:
3429:liquiritigenin
3338:
3324:
3302:
3276:Xenoestrogens:
3272:
3271:
3266:
3261:
3256:
3247:
3246:
3241:
3236:
3231:
3226:
3221:
3216:
3211:
3206:
3201:
3196:
3191:
3186:
3181:
3176:
3171:
3166:
3161:
3156:
3151:
3149:Paroxypropione
3146:
3141:
3136:
3131:
3126:
3118:
3110:
3105:
3100:
3099:
3098:
3088:
3083:
3078:
3073:
3068:
3063:
3061:Estrobin (DBE)
3058:
3053:
3048:
3043:
3038:
3033:
3028:
3023:
3018:
3017:
3016:
3006:
3005:
3004:
2994:
2989:
2984:
2979:
2974:
2969:
2964:
2959:
2954:
2952:Allenolic acid
2949:
2944:
2939:
2934:
2929:
2924:
2919:
2910:
2909:
2904:
2899:
2894:
2889:
2884:
2879:
2874:
2869:
2864:
2859:
2857:Norethisterone
2854:
2849:
2847:Mytatrienediol
2844:
2839:
2834:
2829:
2824:
2819:
2814:
2809:
2804:
2799:
2794:
2792:Ethylestradiol
2789:
2787:Ethinylestriol
2784:
2783:
2782:
2777:
2767:
2766:
2765:
2755:
2750:
2749:
2748:
2743:
2738:
2736:Estrone esters
2728:
2723:
2718:
2713:
2712:
2711:
2706:
2704:Estriol esters
2696:
2691:
2689:Estrapronicate
2686:
2681:
2676:
2675:
2674:
2669:
2664:
2654:
2649:
2644:
2639:
2634:
2629:
2624:
2619:
2611:
2606:
2601:
2596:
2591:
2586:
2581:
2580:
2579:
2569:
2564:
2559:
2554:
2549:
2544:
2514:
2509:
2507:Alestramustine
2504:
2499:
2494:
2489:
2484:
2479:
2474:
2469:
2464:
2459:
2454:
2444:
2439:
2434:
2429:
2424:
2419:
2414:
2409:
2407:16-Ketoestrone
2404:
2399:
2394:
2389:
2384:
2379:
2374:
2369:
2364:
2359:
2354:
2349:
2344:
2339:
2334:
2329:
2324:
2319:
2314:
2309:
2304:
2299:
2294:
2289:
2284:
2279:
2274:
2269:
2264:
2255:
2253:
2246:
2235:
2234:
2226:
2224:
2223:
2216:
2209:
2201:
2192:
2191:
2188:
2187:
2186:
2185:
2182:
2171:
2165:
2159:
2158:
2155:
2154:
2151:
2150:
2148:
2147:
2141:
2139:
2133:
2132:
2130:
2129:
2124:
2122:k-Strophanthin
2119:
2112:
2110:
2104:
2103:
2101:
2100:
2095:
2090:
2085:
2080:
2075:
2070:
2065:
2059:
2057:
2048:
2042:
2041:
2038:
2037:
2035:
2034:
2028:
2026:
2020:
2019:
2017:
2016:
2011:
2009:Proscillaridin
2005:
2003:
1997:
1996:
1994:
1993:
1988:
1983:
1978:
1972:
1970:
1961:
1959:Bufadienolides
1955:
1954:
1944:
1942:
1941:
1934:
1927:
1919:
1910:
1909:
1907:
1906:
1901:
1896:
1891:
1890:
1889:
1884:
1879:
1869:
1864:
1859:
1858:
1857:
1852:
1842:
1836:
1834:
1828:
1827:
1825:
1824:
1819:
1814:
1809:
1804:
1799:
1793:
1791:
1785:
1784:
1782:
1781:
1776:
1771:
1766:
1760:
1758:
1752:
1751:
1749:
1748:
1743:
1738:
1733:
1727:
1725:
1719:
1718:
1713:
1711:
1710:
1703:
1696:
1688:
1682:
1681:
1646:
1645:External links
1643:
1641:
1640:
1602:(20): 7693–8.
1587:
1542:
1513:
1475:
1473:
1470:
1468:
1467:
1408:
1357:
1322:Oncoimmunology
1308:
1301:
1281:
1240:
1223:
1203:
1160:
1134:
1127:
1109:
1106:on 2013-01-05.
1065:
1063:
1060:
1035:
1032:
1018:
1017:
1011:
1008:
1002:
995:
988:
985:
972:
964:
953:
937:
934:
926:
923:
902:
899:
885:(>2%), and
862:
859:
831:Main article:
828:
825:
823:
820:
819:
818:
808:
806:St John's Wort
791:
781:
780:
770:
763:
753:clarithromycin
738:
728:
720:
717:
711:. Antidigoxin
692:
689:
688:
687:
680:hypomagnesemia
668:
640:
637:
624:
621:
588:
587:
570:
569:
567:
566:
563:
561:
558:
550:
549:
548:
545:
544:
542:
541:
538:
530:
529:
528:
525:
524:
522:
521:
513:
511:
503:
502:
496:
490:
489:
486:
480:
474:
469:
463:
462:
458:
457:
447:
439:
438:
436:
435:
422:
420:
407:
406:
404:
403:
395:
393:
387:
386:
384:
383:
375:
373:
367:
366:
364:
363:
355:
353:
347:
346:
344:
343:
335:
333:
327:
326:
324:
323:
315:
313:
307:
306:
304:
303:
295:
293:
287:
286:
284:
283:
275:
273:
267:
266:
264:
263:
255:
253:
242:
241:
239:
238:
230:
228:
222:
221:
219:
218:
213:
205:
204:
203:
200:
199:
195:
194:
191:
185:
184:
181:
172:
171:
164:
158:
157:
154:
148:
147:
146:98–100% (oral)
144:
138:
137:
130:
129:
127:
126:
122:
120:
114:
113:
109:
108:
106:
105:
92:
90:
84:
83:
74:
72:administration
66:
65:
62:
56:
55:
51:
50:
26:
24:
14:
13:
10:
9:
6:
4:
3:
2:
4576:
4565:
4562:
4560:
4557:
4555:
4552:
4551:
4549:
4534:
4531:
4529:
4526:
4524:
4521:
4519:
4516:
4514:
4511:
4508:
4507:
4504:
4494:
4491:
4489:
4486:
4485:
4483:
4479:
4473:
4470:
4468:
4465:
4463:
4460:
4458:
4455:
4453:
4450:
4449:
4447:
4443:
4437:
4434:
4432:
4429:
4427:
4424:
4422:
4419:
4417:
4414:
4412:
4409:
4407:
4404:
4401:
4397:
4394:
4392:
4389:
4387:
4384:
4382:
4379:
4377:
4374:
4372:
4369:
4367:
4364:
4362:
4359:
4357:
4354:
4352:
4349:
4347:
4344:
4342:
4339:
4337:
4334:
4332:
4329:
4327:
4324:
4322:
4319:
4316:
4312:
4308:
4305:
4303:
4300:
4298:
4295:
4293:
4290:
4288:
4285:
4283:
4280:
4278:
4275:
4273:
4270:
4269:
4267:
4263:
4260:
4255:
4249:
4239:
4236:
4233:
4232:
4229:
4226:
4223:
4222:
4219:
4216:
4214:
4211:
4209:
4206:
4204:
4201:
4199:
4196:
4194:
4191:
4189:
4186:
4184:
4181:
4179:
4176:
4174:
4171:
4169:
4166:
4164:
4161:
4159:
4156:
4154:
4151:
4149:
4146:
4144:
4141:
4139:
4136:
4133:
4129:
4125:
4121:
4117:
4114:
4112:
4109:
4107:
4104:
4102:
4099:
4097:
4094:
4092:
4089:
4087:
4084:
4082:
4079:
4077:
4074:
4072:
4069:
4068:
4066:
4062:
4056:
4053:
4051:
4048:
4046:
4043:
4041:
4038:
4036:
4033:
4031:
4028:
4026:
4023:
4021:
4018:
4016:
4013:
4011:
4008:
4006:
4003:
4001:
3998:
3996:
3993:
3991:
3988:
3986:
3983:
3981:
3980:Pipendoxifene
3978:
3976:
3973:
3971:
3968:
3966:
3963:
3961:
3958:
3956:
3953:
3951:
3948:
3946:
3943:
3941:
3938:
3936:
3933:
3931:
3928:
3926:
3923:
3921:
3918:
3916:
3913:
3911:
3908:
3906:
3903:
3901:
3898:
3896:
3893:
3891:
3888:
3886:
3883:
3881:
3878:
3876:
3873:
3871:
3868:
3866:
3863:
3861:
3858:
3856:
3853:
3851:
3848:
3846:
3843:
3841:
3838:
3836:
3833:
3831:
3828:
3826:
3823:
3821:
3818:
3816:
3815:Clomifenoxide
3813:
3811:
3808:
3806:
3803:
3801:
3798:
3796:
3793:
3791:
3790:Brilanestrant
3788:
3786:
3783:
3781:
3778:
3776:
3773:
3771:
3768:
3766:
3763:
3761:
3758:
3756:
3753:
3751:
3748:
3746:
3743:
3741:
3738:
3736:
3733:
3732:
3730:
3724:
3715:
3708:
3704:
3700:
3697:
3693:
3689:
3685:
3681:
3677:
3673:
3669:
3665:
3661:
3657:
3653:
3650:
3647:
3643:
3639:
3636:
3633:
3629:
3626:-like (e.g.,
3625:
3622:
3619:
3615:
3611:
3607:
3603:
3599:
3595:
3592:
3589:
3585:
3581:
3577:
3574:
3571:
3570:guggulsterone
3567:
3563:
3559:
3555:
3554:Phytosteroids
3552:
3549:
3545:
3541:
3537:
3533:
3529:
3525:
3521:
3517:
3513:
3510:
3507:
3503:
3500:
3497:
3495:
3489:
3488:enterolactone
3485:
3481:
3478:
3476:
3473:
3470:
3466:
3462:
3458:
3454:
3450:
3446:
3442:
3438:
3434:
3430:
3426:
3422:
3418:
3414:
3410:
3406:
3402:
3398:
3394:
3390:
3386:
3382:
3378:
3374:
3370:
3366:
3362:
3358:
3354:
3350:
3346:
3342:
3339:
3336:
3332:
3328:
3325:
3322:
3321:wedelolactone
3318:
3314:
3310:
3306:
3303:
3300:
3299:photoanethole
3296:
3292:
3288:
3284:
3280:
3277:
3274:
3273:
3270:
3267:
3265:
3262:
3260:
3257:
3255:
3252:
3249:
3248:
3245:
3242:
3240:
3237:
3235:
3232:
3230:
3227:
3225:
3222:
3220:
3217:
3215:
3212:
3210:
3207:
3205:
3202:
3200:
3197:
3195:
3192:
3190:
3187:
3185:
3182:
3180:
3177:
3175:
3172:
3170:
3167:
3165:
3162:
3160:
3157:
3155:
3154:Pentafluranol
3152:
3150:
3147:
3145:
3142:
3140:
3137:
3135:
3132:
3130:
3127:
3125:
3123:
3119:
3117:
3115:
3111:
3109:
3106:
3104:
3101:
3097:
3094:
3093:
3092:
3089:
3087:
3084:
3082:
3079:
3077:
3074:
3072:
3069:
3067:
3064:
3062:
3059:
3057:
3054:
3052:
3049:
3047:
3044:
3042:
3039:
3037:
3034:
3032:
3029:
3027:
3024:
3022:
3019:
3015:
3012:
3011:
3010:
3007:
3003:
3000:
2999:
2998:
2995:
2993:
2990:
2988:
2985:
2983:
2980:
2978:
2975:
2973:
2970:
2968:
2965:
2963:
2960:
2958:
2955:
2953:
2950:
2948:
2945:
2943:
2940:
2938:
2935:
2933:
2930:
2928:
2925:
2923:
2920:
2918:
2915:
2914:Nonsteroidal:
2912:
2911:
2908:
2905:
2903:
2900:
2898:
2895:
2893:
2890:
2888:
2885:
2883:
2880:
2878:
2875:
2873:
2870:
2868:
2865:
2863:
2860:
2858:
2855:
2853:
2850:
2848:
2845:
2843:
2840:
2838:
2835:
2833:
2830:
2828:
2825:
2823:
2820:
2818:
2815:
2813:
2810:
2808:
2805:
2803:
2800:
2798:
2795:
2793:
2790:
2788:
2785:
2781:
2778:
2776:
2773:
2772:
2771:
2768:
2764:
2763:Ethandrostate
2761:
2760:
2759:
2756:
2754:
2751:
2747:
2744:
2742:
2739:
2737:
2734:
2733:
2732:
2729:
2727:
2724:
2722:
2719:
2717:
2714:
2710:
2707:
2705:
2702:
2701:
2700:
2697:
2695:
2692:
2690:
2687:
2685:
2682:
2680:
2677:
2673:
2670:
2668:
2665:
2663:
2660:
2659:
2658:
2655:
2653:
2650:
2648:
2645:
2643:
2640:
2638:
2635:
2633:
2630:
2628:
2625:
2623:
2620:
2618:
2616:
2612:
2610:
2607:
2605:
2602:
2600:
2597:
2595:
2592:
2590:
2587:
2585:
2582:
2578:
2575:
2574:
2573:
2572:Cloxestradiol
2570:
2568:
2565:
2563:
2560:
2558:
2555:
2553:
2550:
2548:
2545:
2542:
2538:
2534:
2530:
2526:
2522:
2518:
2515:
2513:
2510:
2508:
2505:
2503:
2500:
2498:
2495:
2493:
2490:
2488:
2485:
2483:
2480:
2478:
2475:
2473:
2470:
2468:
2465:
2463:
2460:
2458:
2455:
2452:
2448:
2447:17α-Estradiol
2445:
2443:
2440:
2438:
2435:
2433:
2430:
2428:
2425:
2423:
2420:
2418:
2415:
2413:
2410:
2408:
2405:
2403:
2400:
2398:
2395:
2393:
2390:
2388:
2385:
2383:
2380:
2378:
2375:
2373:
2370:
2368:
2365:
2363:
2360:
2358:
2355:
2353:
2350:
2348:
2345:
2343:
2340:
2338:
2335:
2333:
2330:
2328:
2325:
2323:
2320:
2318:
2315:
2313:
2310:
2308:
2305:
2303:
2300:
2298:
2295:
2293:
2290:
2288:
2285:
2283:
2280:
2278:
2275:
2273:
2270:
2268:
2265:
2263:
2260:
2257:
2256:
2254:
2250:
2247:
2242:
2236:
2232:
2229:
2222:
2217:
2215:
2210:
2208:
2203:
2202:
2199:
2183:
2181:
2178:
2177:
2175:
2172:
2169:
2166:
2164:
2161:
2160:
2156:
2146:
2143:
2142:
2140:
2138:
2134:
2128:
2125:
2123:
2120:
2117:
2114:
2113:
2111:
2109:
2105:
2099:
2096:
2094:
2091:
2089:
2086:
2084:
2081:
2079:
2076:
2074:
2071:
2069:
2068:Acetyldigoxin
2066:
2064:
2061:
2060:
2058:
2056:
2052:
2049:
2047:
2043:
2033:
2030:
2029:
2027:
2025:
2021:
2015:
2012:
2010:
2007:
2006:
2004:
2002:
1998:
1992:
1991:Marinobufagin
1989:
1987:
1984:
1982:
1979:
1977:
1974:
1973:
1971:
1969:
1965:
1962:
1960:
1956:
1951:
1947:
1940:
1935:
1933:
1928:
1926:
1921:
1920:
1917:
1905:
1904:Thioglycoside
1902:
1900:
1897:
1895:
1892:
1888:
1885:
1883:
1880:
1878:
1875:
1874:
1873:
1870:
1868:
1867:Glycosylamine
1865:
1863:
1860:
1856:
1853:
1851:
1850:Bufadienolide
1848:
1847:
1846:
1843:
1841:
1838:
1837:
1835:
1833:
1829:
1823:
1820:
1818:
1815:
1813:
1810:
1808:
1805:
1803:
1800:
1798:
1795:
1794:
1792:
1790:
1786:
1780:
1779:1,6-Glycoside
1777:
1775:
1774:1,4-Glycoside
1772:
1770:
1767:
1765:
1762:
1761:
1759:
1757:
1753:
1747:
1744:
1742:
1739:
1737:
1734:
1732:
1729:
1728:
1726:
1724:
1720:
1716:
1709:
1704:
1702:
1697:
1695:
1690:
1689:
1686:
1676:
1670:
1665:
1661:
1660:
1659:
1657:
1652:
1644:
1637:
1633:
1628:
1623:
1618:
1613:
1609:
1605:
1601:
1597:
1593:
1588:
1584:
1580:
1575:
1570:
1565:
1560:
1556:
1552:
1548:
1543:
1539:
1535:
1531:
1527:
1524:(8): 336–43.
1523:
1519:
1514:
1510:
1506:
1502:
1498:
1494:
1490:
1487:(5): 475–83.
1486:
1482:
1477:
1476:
1471:
1463:
1459:
1454:
1449:
1444:
1439:
1435:
1431:
1427:
1423:
1419:
1412:
1409:
1404:
1400:
1395:
1390:
1385:
1380:
1376:
1372:
1368:
1361:
1358:
1353:
1349:
1344:
1339:
1335:
1331:
1328:(2): e23082.
1327:
1323:
1319:
1312:
1309:
1304:
1298:
1294:
1293:
1285:
1282:
1277:
1273:
1268:
1263:
1260:(5): 421–31.
1259:
1255:
1251:
1244:
1241:
1236:
1235:
1227:
1224:
1213:
1207:
1204:
1199:
1195:
1191:
1187:
1183:
1179:
1176:(7): 439–42.
1175:
1171:
1164:
1161:
1156:
1155:Austria-Codex
1149:
1147:
1145:
1143:
1141:
1139:
1135:
1130:
1124:
1120:
1113:
1110:
1105:
1101:
1097:
1093:
1089:
1085:
1081:
1077:
1070:
1067:
1061:
1059:
1057:
1056:digitoxigenin
1053:
1049:
1045:
1041:
1033:
1031:
1029:
1028:
1023:
1015:
1012:
1009:
1006:
1003:
1000:
996:
993:
989:
986:
984:
983:
978:
977:
973:
970:
969:
965:
963:
962:
957:
954:
952:
951:
946:
943:
942:
941:
935:
933:
931:
924:
922:
920:
916:
912:
908:
900:
898:
896:
892:
888:
884:
880:
879:digitoxigenin
876:
872:
868:
860:
858:
856:
852:
848:
844:
840:
834:
826:
821:
817:
816:colestyramine
813:
809:
807:
803:
799:
795:
792:
790:
786:
785:
784:
778:
774:
773:Beta blockers
771:
768:
764:
762:
758:
754:
750:
746:
742:
739:
737:
733:
729:
726:
725:
724:
718:
716:
714:
710:
706:
702:
698:
690:
685:
684:hypercalcemia
681:
677:
673:
669:
666:
662:
658:
654:
650:
646:
645:
644:
638:
636:
634:
630:
622:
620:
618:
614:
610:
606:
602:
601:heart failure
598:
594:
584:
577:
571:
562:
557:
553:
546:
537:
533:
526:
519:
515:
514:
512:
509:
504:
497:
495:
491:
470:
468:
464:
459:
455:
451:
448:
446:
444:ECHA InfoCard
440:
432:
428:
427:DTXSID0022933
424:
423:
421:
412:
408:
401:
397:
396:
394:
392:
388:
381:
377:
376:
374:
372:
368:
361:
357:
356:
354:
352:
348:
341:
337:
336:
334:
332:
328:
321:
317:
316:
314:
312:
308:
301:
297:
296:
294:
292:
288:
281:
277:
276:
274:
272:
268:
261:
257:
256:
254:
247:
243:
236:
232:
231:
229:
227:
223:
212:
208:
201:
196:
192:
190:
186:
182:
180:
173:
169:
165:
163:
159:
155:
153:
149:
145:
143:
139:
135:
131:
124:
123:
121:
119:
115:
110:
102:
97:
94:
93:
91:
89:
85:
82:
78:
75:
73:
67:
63:
61:
57:
54:Clinical data
52:
48:
43:
33:
19:
4554:Cardenolides
4234:
4224:
4148:Mepitiostane
4096:Epitiostanol
3965:Ormeloxifene
3890:Lasofoxifene
3800:Camizestrant
3795:Broparestrol
3785:Bazedoxifene
3707:rotundifuran
3656:alkylphenols
3606:β-zearalenol
3602:α-zearalenol
3588:stigmasterol
3580:β-sitosterol
3576:Phytosterols
3557:
3544:triclocarban
3540:methoxychlor
3493:
3475:Lavender oil
3469:tectorigenin
3401:formononetin
3275:
3250:
3121:
3113:
2913:
2897:Quinestradol
2887:Promestriene
2862:Noretynodrel
2726:Estromustine
2679:Estramustine
2614:
2521:testosterone
2258:
2108:Strophanthus
2093:Metildigoxin
2083:Lanatoside C
2072:
2046:Cardenolides
2014:Scilliroside
1976:Arenobufagin
1648:
1599:
1595:
1554:
1550:
1521:
1517:
1484:
1480:
1425:
1421:
1411:
1374:
1370:
1360:
1325:
1321:
1311:
1291:
1284:
1257:
1253:
1243:
1233:
1226:
1215:. Retrieved
1206:
1173:
1169:
1163:
1154:
1118:
1112:
1104:the original
1083:
1079:
1069:
1050:. Digitoxin
1037:
1025:
1019:
1004:
998:
991:
980:
974:
966:
961:Die For Love
959:
948:
939:
928:
904:
894:
864:
855:chronotropic
851:bathmotropic
836:
822:Pharmacology
782:
757:itraconazole
722:
719:Interactions
694:
670:and certain
642:
626:
623:Medical uses
609:phytosteroid
592:
591:
580:
574:
400:ChEMBL254219
176:Elimination
118:Legal status
112:Legal status
4493:Zearalenone
4445:Antagonists
4421:Resveratrol
4386:Nonylphenol
4381:Niacinamide
4297:Bisphenol A
4287:Aldosterone
4116:Glyceollins
4064:Antagonists
4055:Zuclomifene
4050:Zindoxifene
3960:NNC 45-1506
3955:NNC 45-0781
3950:NNC 45-0320
3945:NNC 45-0095
3940:Nitromifene
3920:Miproxifene
3870:Fispemifene
3845:Enclomifene
3840:Droloxifene
3820:CN-55945-27
3765:Afimoxifene
3755:Acefluranol
3646:rhaponticin
3642:resveratrol
3638:Stilbenoids
3610:zearalenone
3598:zearalanone
3584:campesterol
3516:alternariol
3449:pinocembrin
3393:epicatechin
3365:biochanin A
3305:Chalconoids
3199:Terfluranol
3174:Quadrosilan
3046:Elacestrant
2947:Allenestrol
2822:Lynestrenol
2746:Estropipate
2716:Estrofurate
2567:Clomestrone
2547:Atrimustine
2497:Abiraterone
2451:alfatradiol
2170:from market
2098:Gitoformate
2088:Deslanoside
1986:Cinobufagin
1855:Cardenolide
1812:Glucuronide
1802:Galactoside
1769:β-Glycoside
1764:α-Glycoside
875:metabolized
847:dromotropic
777:bradycardia
775:add to the
709:arrhythmias
676:hypokalemia
649:bradycardia
501: g·mol
450:100.000.691
380:CHEBI:28544
214:(3β,5β)-3--
198:Identifiers
60:Trade names
4548:Categories
4436:Tectoridin
4416:Raloxifene
4391:Oleuropein
4238:Trilostane
4183:Prochloraz
4143:MDL-101906
4138:ICI-164384
4025:Trioxifene
4020:Toremifene
3990:Raloxifene
3975:Panomifene
3970:Ospemifene
3935:Nafoxidine
3825:Cyclofenil
3780:Arzoxifene
3760:Acolbifene
3692:phthalates
3660:bisphenols
3632:miroestrol
3536:methiocarb
3524:endosulfan
3512:Pesticides
3484:enterodiol
3465:tectoridin
3445:penduletin
3441:naringenin
3425:kaempferol
3341:Flavonoids
3335:psoralidin
3331:coumestrol
3327:Coumestans
3291:dianethole
3244:WAY-214156
3234:WAY-200070
3229:WAY-169916
3224:WAY-166818
3194:SKF-82,958
3159:Phenestrol
3139:Methestrol
3124:-Hexestrol
3116:-Butestrol
2997:Dienestrol
2977:Carbestrol
2962:Bifluranol
2957:Benzestrol
2902:Quinestrol
2852:Nilestriol
2694:Estrazinol
2627:Epimestrol
2617:-Estradiol
2599:Cyclotriol
2537:nandrolone
2512:Almestrone
2347:7-Oxo-DHEA
2259:Steroidal:
2231:modulators
2145:Peruvoside
1817:Rhamnoside
1797:Fructoside
1715:Glycosides
1551:BMC Cancer
1217:2021-09-14
1062:References
1005:Murder 101
936:In fiction
802:rifampicin
749:metabolism
741:inhibitors
699:, namely:
657:ventricles
631:, such as
607:. It is a
506:3D model (
494:Molar mass
340:E90NZP2L9U
311:ChemSpider
271:IUPHAR/BPS
226:CAS Number
207:IUPAC name
162:Metabolism
18:Digitaline
4559:Estrogens
4431:Tamoxifen
4411:Quercetin
4351:Genistein
4331:Estradiol
4315:o',p'-DDE
4218:ZK-191703
4213:ZK-164015
4173:Phenytoin
4071:(R,R)-THC
4010:Tamoxifen
3985:Promensil
3910:LY-117018
3885:Idoxifene
3880:ICI-55548
3865:Femarelle
3850:Endoxifen
3810:Clomifene
3566:diosgenin
3562:digitalis
3558:digitoxin
3548:triclosan
3528:fenarimol
3461:quercetin
3437:myricetin
3433:mirificin
3421:glycitein
3413:genistein
3409:glabridin
3369:calycosin
3357:baicalein
3313:phloretin
3269:ZK-283197
3129:Mestilbol
3091:Hexestrol
3066:Fenestrel
3041:Efavirenz
2972:Butestrol
2927:2,8-DHHHC
2922:(S,S)-THC
2917:(R,R)-THC
2872:Pentolame
2867:Orestrate
2842:Moxestrol
2832:Mestranol
2797:Etynodiol
2657:Estradiol
2632:Equilenin
2594:Cyclodiol
2552:Bolandiol
2180:Phase III
2168:Withdrawn
2073:Digitoxin
2055:Digitalis
2024:Kalanchoe
1981:Bufotalin
1807:Glucoside
1656:Digitoxin
843:inotropic
798:phenytoin
732:diuretics
613:structure
593:Digitoxin
189:Excretion
178:half-life
70:Routes of
39:Digitoxin
4509:See also
4311:p,p'-DDT
4302:Daidzein
4292:Atrazine
4265:Agonists
4193:RU-58668
4188:RU-39411
4035:U-11555A
4030:TZE-5323
3775:Anordrin
3770:Anordiol
3703:agnuside
3680:parabens
3520:dieldrin
3492:nyasol (
3457:puerarin
3453:prunetin
3417:genistin
3405:glabrene
3377:daidzein
3373:catechin
3361:baicalin
3353:apigenin
3283:anethole
3071:FERb 033
2907:Tibolone
2892:RU-16117
2877:Prodiame
2812:Hippulin
2807:Hexolame
2652:Estetrol
2562:Butolame
2252:Agonists
2137:Thevetia
1832:Aglycone
1822:Riboside
1756:Geometry
1675:original
1664:Medscape
1636:15136726
1583:11532201
1538:11515708
1509:19894541
1501:11395576
1462:16105948
1403:23210930
1377:(1): 4.
1352:23525565
1276:18127991
1100:11525233
1034:Research
976:Rosewood
907:foxglove
873:. It is
812:antacids
794:inducers
701:anorexia
583:(verify)
291:DrugBank
183:7–8 days
88:ATC code
77:By mouth
4481:Unknown
4457:Estriol
4361:GPER-L2
4356:GPER-L1
4040:U-11634
3915:Menerba
3905:LN-2299
3900:LN-1643
3875:GW-7604
3830:D-15413
3662:(e.g.,
3654:(e.g.,
3640:(e.g.,
3624:Steroid
3596:(e.g.,
3578:(e.g.,
3556:(e.g.,
3514:(e.g.,
3506:cadmium
3504:(e.g.,
3482:(e.g.,
3480:Lignans
3381:daidzin
3345:7,8-DHF
3343:(incl.
3329:(e.g.,
3307:(e.g.,
3189:SERBA-2
3184:SC-4289
3179:SC-3296
3086:GTx-758
2982:D-15414
2932:β-LGND1
2882:Prolame
2731:Estrone
2699:Estriol
2637:Equilin
2519:(e.g.,
2432:16α-LE2
2127:Cymarin
2116:Ouabain
2078:Digoxin
1894:Saponin
1789:Glycone
1604:Bibcode
1453:1194917
1430:Bibcode
1394:3506989
1343:3601180
1267:2598854
1198:2324996
1190:1469187
992:Columbo
901:History
883:digoxin
727:calcium
697:digoxin
617:digoxin
499:764.950
467:Formula
300:DB01396
246:PubChem
235:71-63-6
166:Liver (
104:)
98: (
96:C01AA04
32:Digoxin
4376:Niacin
4371:Kepone
4228:ERX-11
4198:SS1020
4106:ERB-88
4101:ERA-90
4005:SS1010
3930:MRL-37
3295:dianol
3264:ERB-79
3259:ERA-45
3254:ERB-26
2987:DCW234
2942:AC-186
2609:DHEA-S
2541:esters
2525:esters
2377:8β-VE2
2163:WHO-EM
2001:Scilla
1634:
1627:419668
1624:
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1188:
1125:
1098:
1044:cancer
1040:cancer
759:, and
745:CYP3A4
705:nausea
532:SMILES
391:ChEMBL
360:D00297
320:389987
260:441207
168:CYP3A4
156:90–97%
4452:CCL18
4326:Equol
4208:ZB716
4178:PHTPP
4045:Y-134
3722:SERMs
3717:Mixed
3397:equol
3279:Anise
3108:M2613
1574:48150
1505:S2CID
1194:S2CID
595:is a
552:InChI
508:JSmol
371:ChEBI
4472:MIBE
4467:G-36
4462:G-15
4396:PCBs
4253:GPER
4163:MIBE
3696:PCBs
3688:PHBA
3684:PBBs
3532:HPTE
3389:EGCG
3287:anol
3122:meso
3114:meso
2604:DHEA
2539:and
2523:and
1968:Bufo
1950:C01A
1723:Bond
1632:PMID
1579:PMID
1534:PMID
1497:PMID
1458:PMID
1399:PMID
1348:PMID
1297:ISBN
1272:PMID
1186:PMID
1123:ISBN
1096:PMID
804:and
767:P-gp
734:and
351:KEGG
331:UNII
280:6782
136:data
4426:STX
4346:G-1
4307:DDT
4128:III
3676:DDT
3674:),
3672:BPS
3668:BPF
3664:BPA
3564:),
3494:cis
3385:ECG
2615:ent
1622:PMC
1612:doi
1600:101
1569:PMC
1559:doi
1526:doi
1489:doi
1448:PMC
1438:doi
1426:102
1389:PMC
1379:doi
1338:PMC
1330:doi
1262:PMC
1178:doi
1088:doi
1020:In
968:CSI
947:'s
895:and
857:).
814:or
659:),
416:EPA
250:CID
101:WHO
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4132:IV
4130:,
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4124:II
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