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Digitoxin

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443: 420: 506: 36: 608:, 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. 1640: 548:
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
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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".
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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
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Hippius M, Humaid B, Sicker T, Hoffmann A, Göttler M, Hasford J (August 2001). "Adverse drug reaction monitoring--digitoxin overdosage in the elderly".
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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
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Kurowski V, Iven H, Djonlagic H (1992). "Treatment of a patient with severe digitoxin intoxication by Fab fragments of anti-digitalis antibodies".
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neoglycosides which displayed improved anticancer potency and reduced inotropic activity (the perceived mechanism of general toxicity).
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Comparing the Toxicity of Digoxin and Digitoxin in a Geriatric Population: Should an Old Drug Be Rediscovered? on
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in 1925, but the full structure with an exact determination of the sugar groups was not accomplished until 1962.
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An Account of the Foxglove and Some of its Medical Uses: With Practical Remarks on Dropsy and other Diseases
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The drug is almost completely absorbed from the gut. When in the bloodstream, 90 to 97% are bound to
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Menger L, Vacchelli E, Kepp O, Eggermont A, Tartour E, Zitvogel L, et al. (February 2013).
970: 3640: 3192: 2672: 2597: 2592: 2545: 938: 653: 140: 2400: 1865: 1279: 921:, a Belgian serial killer, was sentenced to death for poisoning eleven people with digitoxin. 368: 4542: 3913: 3738: 3676: 3202: 2746: 2709: 2697: 2565: 660: 259: 69: 2475: 2450: 2425: 2410: 2345: 2285: 2280: 308: 3333: 2990: 2729: 2635: 2577: 2355: 1850: 1592: 1418: 964: 879: 328: 164: 2415: 2290: 2265: 1875: 1828: 1146:(in German). Vienna: Österreichischer Apothekerverlag. Digimerck 0,07 mg - Tabletten. 8: 4394: 4309: 3373: 3157: 3014: 2980: 2790: 2490: 1870: 1860: 1680: 1579:
Srivastava M, Eidelman O, Zhang J, Paweletz C, Caohuy H, Yang Q, et al. (May 2004).
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Digitoxin and related cardenolides display anticancer activity against a range of human
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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
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Proceedings of the National Academy of Sciences of the United States of America
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Proceedings of the National Academy of Sciences of the United States of America
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dates back to 1775. For quite some time, the active compound was not isolated.
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in heart muscle cells, resulting in increased force of contractions (positive
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Langenhan JM, Peters NR, Guzei IA, Hoffmann FM, Thorson JS (August 2005).
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substances that bind digitoxin in the gut, such as aluminium containing
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Elbaz HA, Stueckle TA, Tse W, Rojanasakul Y, Dinu CZ (April 2012).
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album, the narrator murders his daughter by feeding her foxglove.
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liver functions are impaired, in which case it is usually longer.
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International Journal of Clinical Pharmacology and Therapeutics
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cell lines in vitro but the clinical use of digitoxin to treat
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Drugs that can decrease the effectivity of digitoxin include:
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substances that lower potassium or magnesium levels, such as
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Epiestriol (16β-epiestriol, 16β-hydroxy-17β-estradiol)
1533: 1156: 1307:"Trial watch: Cardiac glycosides and cancer therapy" 712:
Drugs that can increase digitoxin toxicity include:
929:Digitoxin is used as a poison or murder weapon in: 776:substances that increase potassium levels, such as 267: 834:), reduced speed of electric conduction (negative 1236: 1063:Belz GG, Breithaupt-Grögler K, Osowski U (2001). 4534: 2215: 842:), and reduced frequency of heartbeat (negative 247: 679: 636:problems with the heart rhythm, such as severe 222: 3715:Tooltip Selective estrogen receptor modulators 3070:Furostilbestrol (diethylstilbestrol difuroate) 2431:16β,17α-Epiestriol (16β-hydroxy-17α-estradiol) 1105: 2261:3-Methyl-19-methyleneandrosta-3,5-dien-17β-ol 2201: 1933: 1919: 1688: 1534:Haux J, Klepp O, Spigset O, Tretli S (2001). 2371:10β,17β-Dihydroxyestra-1,4-dien-3-one (DHED) 960:, season 9, episode 19: "The Descent of Man" 822:Cardiac glycoside § Mechanism of action 684:Digitoxin exhibits similar toxic effects to 4246:Tooltip G protein-coupled estrogen receptor 3065:Fosfestrol (diethylstilbestrol diphosphate) 114:In general: ℞ (Prescription only) 3208:Triphenylmethylethylene (triphenylpropene) 2532:, many others; via estrogenic metabolites) 2456:17α-Epiestriol (16α-hydroxy-17α-estradiol) 2208: 2194: 1926: 1912: 1695: 1681: 1069:European Journal of Clinical Investigation 1005:, season 4, episode 18: “The Hardest Part” 441: 418: 307: 2228: 1614: 1604: 1561: 1551: 1440: 1430: 1381: 1371: 1330: 1254: 1219: 1141: 327: 1243:The Yale Journal of Biology and Medicine 1277: 1150: 866:in part by CYP3A4; metabolites include 414: 287: 53:Digalen, Digitaline, Digitmerck, others 4535: 1360:Experimental Hematology & Oncology 1237:Diefenbach WC, Meneely JK (May 1949). 815: 754:inhibitors of the transporter protein 432: 2189: 1907: 1676: 999:Several episodes of Murder She Wrote. 768:(slow heartbeat) caused by digitoxin. 387: 367: 1137: 1135: 1133: 1131: 1129: 1127: 1081:10.1046/j.1365-2362.2001.0310s2010.x 894:The first description of the use of 838:), increased excitability (positive 627: 88: 1110:(in German). Springer. p. 43. 1056: 849: 347: 238: 13: 1460: 1035:has been restricted by its narrow 913: 882:is 7 to 8 days except when kidney 14: 4564: 3607:taleranol (teranol, β-zearalanol) 2522:metandienone (methandrostenolone) 1633: 1124: 4517:Progesterone receptor modulators 4271:Afimoxifene (4-hydroxytamoxifen) 3153:Prinaberel (ERB-041, WAY-202041) 1638: 1482:10.1097/00001813-200106000-00009 466: 34: 4214:Coregulator-binding modulators: 2481:17β-Methyl-17α-dihydroequilenin 1398: 1347: 1226:. Classics of Medicine Library. 971:Calliphoridae and Country Roads 810: 707: 611: 553:Key:WDJUZGPOPHTGOT-XUDUSOBPSA-N 3045:Erteberel (SERBA-1, LY-500307) 1702: 1662:, a convenience link from the 1298: 1271: 1239:"Digitoxin; a critical review" 1230: 1213: 1193: 1099: 1043:led to the discovery of novel 1013:'s song, "The Rake's Song" on 740:; examples are the antibiotic 667:(low blood potassium levels), 644:(fast heartbeat caused by the 472: 460: 1: 4502:Receptor/signaling modulators 2466:17α-Ethynyl-3β-androstanediol 2461:17α-Ethynyl-3α-androstanediol 1050: 924: 652:, or first- to second-degree 205:14-hydroxycard-20(22)-enolide 182:60% via urine, 40% via faeces 4512:Androgen receptor modulators 2816:Lynestrenol phenylpropionate 1106:Erland Erdmann, ed. (2013). 990:, season 6, episode 5 (1977) 983:, season 9, episode 5 (1990) 736:, which slow down digitoxin 680:Adverse effects and toxicity 7: 4507:Estrogens and antiestrogens 4157:Oxabicycloheptene sulfonate 3844:Etacstil (GW-5638, DPC-974) 3020:Doisynoestrol (fenocycline) 2764:Ethinylestradiol 3-benzoate 2276:3β,5α-Dihydrolevonorgestrel 2271:3α,5α-Dihydrolevonorgestrel 1108:Therapie mit Herzglykosiden 1022: 996:: "College can be a Murder" 979:"Uneasy Lies the Crown" on 908:Adolf Otto Reinhold Windaus 785:of CYP3A4 or P-gp, such as 778:potassium sparing diuretics 10: 4569: 4224:Noncompetitive inhibitors: 3849:Ethamoxytriphetol (MER-25) 3010:Dimestrol (dianisylhexene) 2769:Ethinylestradiol sulfonate 889: 819: 632:Contraindications include 588:used for the treatment of 450:Chemical and physical data 18: 4494: 4469: 4433: 4266:7β-Hydroxyepiandrosterone 4253: 4239: 4052: 3824:Desmethylchlorotrianisene 3705: 3003:Diethylstilbestrol esters 2956:Bisdehydrodoisynolic acid 2376:11β-Chloromethylestradiol 2351:7β-Hydroxyepiandrosterone 2240: 2233:Tooltip Estrogen receptor 2226: 2146: 2124: 2095: 2042: 2033: 2011: 1988: 1955: 1946: 1819: 1776: 1743: 1710: 1281:Drug discovery: A history 1142:Haberfeld H, ed. (2021). 986:"Affair of the Heart" on 860:enterohepatic circulation 561: 536: 516: 494: 481: 454: 449: 430: 398: 378: 358: 338: 318: 298: 278: 258: 233: 213: 191: 186: 176: 163: 149: 139: 129: 121: 105: 100: 75: 57: 47: 42: 33: 4553:Drugs developed by Merck 4330:Fulvestrant (ICI-182780) 4147:Methylpiperidinopyrazole 4100:Fulvestrant (ICI-182780) 3583:Resorcylic acid lactones 2806:Hydroxyestrone diacetate 2742:Etamestrol (eptamestrol) 919:Marie Alexandrine Becker 904:Claude-Adolphe Nativelle 758:, such as clarithromycin 650:ventricular fibrillation 19:Not to be confused with 3641:Synthetic xenoestrogens 3198:Triphenylchloroethylene 3133:Methestrol dipropionate 2661:Polyestradiol phosphate 1866:Anthraquinone glycoside 1668:(subscription required) 1606:10.1073/pnas.0402030101 1432:10.1073/pnas.0503270102 1159:Intensive Care Medicine 828:sodium-potassium ATPase 826:Digitoxin inhibits the 642:ventricular tachycardia 3734:4'-Hydroxynorendoxifen 3729:2-Phenylbenzothiophene 3603:zeranol (α-zearalanol) 3306:phlorizin (phloridzin) 3193:Triphenylbromoethylene 3092:ICI-85966 (Stilbostat) 2673:Estramustine phosphate 2546:Bolandiol dipropionate 1553:10.1186/1471-2407-1-11 1284:. Wiley. p. 107. 976:"Casino Royale" (2006) 968:season 2, episode 20: 939:Appointment with Death 858:. Digitoxin undergoes 661:electrolyte imbalances 654:atrioventricular block 3914:Miproxifene phosphate 3739:27-Hydroxycholesterol 3203:Triphenyliodoethylene 2747:Ethinylandrostenediol 2710:Estrogenic substances 2698:Polyestriol phosphate 2566:Cloxestradiol acetate 1658:registration required 1647:at Wikimedia Commons 1373:10.1186/2162-3619-1-4 671:(low magnesium), and 592:and certain kinds of 70:Intravenous injection 3228:WAY-204688 (SIM-688) 3040:ERB-196 (WAY-202196) 2991:Dienestrol diacetate 2730:Estrone methyl ether 2636:Esterified estrogens 2578:Conjugated estrogens 2471:17β-Dihydroequilenin 2446:17α-Dihydroequilenin 2386:15α-Hydroxyestradiol 2381:11β-Methoxyestradiol 2356:8,9-Dehydroestradiol 1851:Cyanogenic glycoside 1220:Withering W (1785). 880:biological half-life 732:of the liver enzyme 4395:Propylpyrazoletriol 4310:Diarylpropionitrile 3158:Propylpyrazoletriol 3015:Dimethylstilbestrol 2981:Diarylpropionitrile 2791:Etynodiol diacetate 2491:Abiraterone acetate 2401:16α-Fluoroestradiol 1876:Flavonoid glycoside 1829:Alcoholic glycoside 1597:2004PNAS..101.7693S 1423:2005PNAS..10212305L 1016:The Hazards of Love 900:Oswald Schmiedeberg 816:Mechanism of action 622:atrial fibrillation 30: 4477:Diethylstilbestrol 4261:2-Methoxyestradiol 4192:TAS-108 (SR-16234) 4142:Methylepitiostanol 4080:EM-800 (SCH-57050) 4004:TAS-108 (SR-16234) 3724:2-Phenylbenzofuran 3338:8-prenylnaringenin 2998:Diethylstilbestrol 2656:Lipoidal estradiol 2631:ERA-63 (ORG-37663) 2573:Conjugated estriol 2518:methyltestosterone 2476:17β-Dihydroequilin 2451:17α-Dihydroequilin 2426:16β-Hydroxyestrone 2411:16α-Hydroxyestrone 2361:8,9-Dehydroestrone 2346:7α-Methylestradiol 2321:4-Methoxyestradiol 2311:4-Hydroxyestradiol 2286:3β-Hydroxytibolone 2281:3α-Hydroxytibolone 2251:2-Hydroxyestradiol 2173:Never to phase III 1935:Cardiac glycosides 1871:Coumarin glycoside 1861:Phenolic glycoside 1323:10.4161/onci.23082 1278:Sneader W (2005). 1201:"mediQ: Digitoxin" 1171:10.1007/BF01694351 1041:glycorandomization 702:antibody fragments 640:(slow heartbeat), 600:and is similar in 26: 4530: 4529: 4522:List of estrogens 4490: 4489: 4235: 4234: 4075:Cytestrol acetate 3298:isoliquiritigenin 3240:Unknown/unsorted: 2926:β-LGND2 (GTx-878) 2506:Anabolic steroids 2416:16α-Iodoestradiol 2306:4-Fluoroestradiol 2301:4-Androstenedione 2291:3β-Androstanediol 2266:3α-Androstanediol 2217:Estrogen receptor 2183: 2182: 2142: 2141: 2029: 2028: 1901: 1900: 1888:Steviol glycoside 1834:Cardiac glycoside 1735:C-glycosidic bond 1730:S-glycosidic bond 1725:N-glycosidic bond 1720:O-glycosidic bond 1643:Media related to 1470:Anti-Cancer Drugs 1291:978-0-471-89980-8 1117:978-3-642-69046-4 1075:(Suppl 2): 10–7. 1037:therapeutic index 988:McMillan and Wife 744:, the antifungal 628:Contraindications 586:cardiac glycoside 579: 578: 507:Interactive image 400:CompTox Dashboard 16:Chemical compound 4560: 4389:2,2',5'-PCB-4-OH 4325:Ethinylestradiol 4251: 4250: 4247: 4243: 3984:Rimostil (P-081) 3794:Chlorotrianisene 3716: 3712: 3491:Metalloestrogens 3270:-related (e.g., 3085:Hexestrol esters 2759:Ethinylestradiol 2651:Estradiol esters 2406:16α-Hydroxy-DHEA 2391:16-Ketoestradiol 2331:5-Androstenediol 2326:4-Methoxyestrone 2316:4-Hydroxyestrone 2296:4-Androstenediol 2256:2-Hydroxyestrone 2238: 2237: 2234: 2230: 2210: 2203: 2196: 2187: 2186: 2107:(g-Strophanthin) 2040: 2039: 1953: 1952: 1928: 1921: 1914: 1905: 1904: 1697: 1690: 1683: 1674: 1673: 1669: 1661: 1642: 1628: 1618: 1608: 1575: 1565: 1555: 1530: 1519:10.5414/cpp39336 1501: 1455: 1454: 1444: 1434: 1417:(35): 12305–10. 1402: 1396: 1395: 1385: 1375: 1351: 1345: 1344: 1334: 1302: 1296: 1295: 1275: 1269: 1268: 1258: 1234: 1228: 1227: 1217: 1211: 1210: 1208: 1207: 1197: 1191: 1190: 1154: 1148: 1147: 1139: 1122: 1121: 1103: 1097: 1096: 1091:. Archived from 1060: 1011:The Decemberists 1003:Private Practice 945:Elizabeth Peters 876:conjugate esters 850:Pharmacokinetics 750:grapefruit juice 618:heart arrhythmia 594:heart arrhythmia 575: 574: 567: 509: 489: 474: 468: 462: 445: 434: 423: 422: 408: 406: 391: 371: 351: 331: 311: 291: 271: 251: 241: 240: 226: 168: 92: 38: 31: 29: 25: 4568: 4567: 4563: 4562: 4561: 4559: 4558: 4557: 4533: 4532: 4531: 4526: 4486: 4465: 4429: 4245: 4231: 4065:7β-Hydroxy-DHEA 4048: 3884:Levormeloxifene 3714: 3707: 3701: 3617:deoxymiroestrol 3485:-hinokiresinol) 3123:Methallenestril 3025:Doisynolic acid 2826:Methylestradiol 2341:7α-Hydroxy-DHEA 2232: 2222: 2214: 2184: 2179: 2178: 2163:Clinical trials 2138: 2120: 2091: 2052:Acetyldigitoxin 2025: 2021:Daigremontianin 2007: 1984: 1942: 1932: 1902: 1897: 1815: 1772: 1739: 1706: 1701: 1667: 1655: 1636: 1631: 1463: 1461:Further reading 1458: 1403: 1399: 1352: 1348: 1303: 1299: 1292: 1276: 1272: 1235: 1231: 1218: 1214: 1205: 1203: 1199: 1198: 1194: 1155: 1151: 1140: 1125: 1118: 1104: 1100: 1061: 1057: 1053: 1025: 934:Agatha Christie 927: 916: 914:Use as a weapon 892: 856:plasma proteins 852: 824: 818: 813: 725:corticosteroids 710: 682: 675:(high calcium). 630: 614: 604:and effects to 570: 568: 565:(what is this?) 562: 557: 554: 549: 544: 543: 532: 529: 524: 523: 512: 487: 477: 471: 465: 426: 402: 394: 374: 354: 334: 314: 294: 274: 254: 237: 229: 209: 206: 204: 199: 198: 166: 141:Protein binding 131:Bioavailability 123:Pharmacokinetic 117: 96: 60: 24: 17: 12: 11: 5: 4566: 4556: 4555: 4550: 4545: 4528: 4527: 4525: 4524: 4519: 4514: 4509: 4504: 4499: 4495: 4492: 4491: 4488: 4487: 4485: 4484: 4479: 4473: 4471: 4467: 4466: 4464: 4463: 4458: 4453: 4448: 4443: 4437: 4435: 4431: 4430: 4428: 4427: 4422: 4417: 4412: 4407: 4402: 4397: 4392: 4382: 4377: 4372: 4367: 4362: 4357: 4355:Hydroxytyrosol 4352: 4347: 4342: 4337: 4332: 4327: 4322: 4317: 4312: 4307: 4293: 4288: 4283: 4278: 4273: 4268: 4263: 4257: 4255: 4248: 4237: 4236: 4233: 4232: 4230: 4229: 4220: 4219: 4210: 4209: 4204: 4199: 4194: 4189: 4184: 4179: 4174: 4169: 4164: 4159: 4154: 4149: 4144: 4139: 4134: 4129: 4124: 4102: 4097: 4092: 4087: 4082: 4077: 4072: 4070:Chloroindazole 4067: 4062: 4056: 4054: 4050: 4049: 4047: 4046: 4041: 4036: 4031: 4026: 4021: 4016: 4011: 4006: 4001: 3996: 3991: 3989:Spironolactone 3986: 3981: 3976: 3971: 3966: 3961: 3956: 3951: 3946: 3941: 3936: 3931: 3926: 3921: 3916: 3911: 3906: 3901: 3896: 3891: 3886: 3881: 3876: 3871: 3866: 3861: 3856: 3851: 3846: 3841: 3836: 3831: 3826: 3821: 3816: 3811: 3806: 3801: 3796: 3791: 3786: 3781: 3776: 3771: 3766: 3761: 3756: 3751: 3746: 3741: 3736: 3731: 3726: 3720: 3718: 3703: 3702: 3700: 3699: 3690:Others (e.g., 3688: 3638: 3624: 3610: 3580: 3562: 3540: 3498: 3488: 3466: 3461: 3418:liquiritigenin 3327: 3313: 3291: 3265:Xenoestrogens: 3261: 3260: 3255: 3250: 3245: 3236: 3235: 3230: 3225: 3220: 3215: 3210: 3205: 3200: 3195: 3190: 3185: 3180: 3175: 3170: 3165: 3160: 3155: 3150: 3145: 3140: 3138:Paroxypropione 3135: 3130: 3125: 3120: 3115: 3107: 3099: 3094: 3089: 3088: 3087: 3077: 3072: 3067: 3062: 3057: 3052: 3050:Estrobin (DBE) 3047: 3042: 3037: 3032: 3027: 3022: 3017: 3012: 3007: 3006: 3005: 2995: 2994: 2993: 2983: 2978: 2973: 2968: 2963: 2958: 2953: 2948: 2943: 2941:Allenolic acid 2938: 2933: 2928: 2923: 2918: 2913: 2908: 2899: 2898: 2893: 2888: 2883: 2878: 2873: 2868: 2863: 2858: 2853: 2848: 2846:Norethisterone 2843: 2838: 2836:Mytatrienediol 2833: 2828: 2823: 2818: 2813: 2808: 2803: 2798: 2793: 2788: 2783: 2781:Ethylestradiol 2778: 2776:Ethinylestriol 2773: 2772: 2771: 2766: 2756: 2755: 2754: 2744: 2739: 2738: 2737: 2732: 2727: 2725:Estrone esters 2717: 2712: 2707: 2702: 2701: 2700: 2695: 2693:Estriol esters 2685: 2680: 2678:Estrapronicate 2675: 2670: 2665: 2664: 2663: 2658: 2653: 2643: 2638: 2633: 2628: 2623: 2618: 2613: 2608: 2600: 2595: 2590: 2585: 2580: 2575: 2570: 2569: 2568: 2558: 2553: 2548: 2543: 2538: 2533: 2503: 2498: 2496:Alestramustine 2493: 2488: 2483: 2478: 2473: 2468: 2463: 2458: 2453: 2448: 2443: 2433: 2428: 2423: 2418: 2413: 2408: 2403: 2398: 2396:16-Ketoestrone 2393: 2388: 2383: 2378: 2373: 2368: 2363: 2358: 2353: 2348: 2343: 2338: 2333: 2328: 2323: 2318: 2313: 2308: 2303: 2298: 2293: 2288: 2283: 2278: 2273: 2268: 2263: 2258: 2253: 2244: 2242: 2235: 2224: 2223: 2213: 2212: 2205: 2198: 2190: 2181: 2180: 2177: 2176: 2175: 2174: 2171: 2160: 2154: 2148: 2147: 2144: 2143: 2140: 2139: 2137: 2136: 2130: 2128: 2122: 2121: 2119: 2118: 2113: 2111:k-Strophanthin 2108: 2101: 2099: 2093: 2092: 2090: 2089: 2084: 2079: 2074: 2069: 2064: 2059: 2054: 2048: 2046: 2037: 2031: 2030: 2027: 2026: 2024: 2023: 2017: 2015: 2009: 2008: 2006: 2005: 2000: 1998:Proscillaridin 1994: 1992: 1986: 1985: 1983: 1982: 1977: 1972: 1967: 1961: 1959: 1950: 1948:Bufadienolides 1944: 1943: 1931: 1930: 1923: 1916: 1908: 1899: 1898: 1896: 1895: 1890: 1885: 1880: 1879: 1878: 1873: 1868: 1858: 1853: 1848: 1847: 1846: 1841: 1831: 1825: 1823: 1817: 1816: 1814: 1813: 1808: 1803: 1798: 1793: 1788: 1782: 1780: 1774: 1773: 1771: 1770: 1765: 1760: 1755: 1749: 1747: 1741: 1740: 1738: 1737: 1732: 1727: 1722: 1716: 1714: 1708: 1707: 1700: 1699: 1692: 1685: 1677: 1671: 1670: 1635: 1634:External links 1632: 1630: 1629: 1591:(20): 7693–8. 1576: 1531: 1502: 1464: 1462: 1459: 1457: 1456: 1397: 1346: 1311:Oncoimmunology 1297: 1290: 1270: 1229: 1212: 1192: 1149: 1123: 1116: 1098: 1095:on 2013-01-05. 1054: 1052: 1049: 1024: 1021: 1007: 1006: 1000: 997: 991: 984: 977: 974: 961: 953: 942: 926: 923: 915: 912: 891: 888: 874:(>2%), and 851: 848: 820:Main article: 817: 814: 812: 809: 808: 807: 797: 795:St John's Wort 780: 770: 769: 759: 752: 742:clarithromycin 727: 717: 709: 706: 700:. Antidigoxin 681: 678: 677: 676: 669:hypomagnesemia 657: 629: 626: 613: 610: 577: 576: 559: 558: 556: 555: 552: 550: 547: 539: 538: 537: 534: 533: 531: 530: 527: 519: 518: 517: 514: 513: 511: 510: 502: 500: 492: 491: 485: 479: 478: 475: 469: 463: 458: 452: 451: 447: 446: 436: 428: 427: 425: 424: 411: 409: 396: 395: 393: 392: 384: 382: 376: 375: 373: 372: 364: 362: 356: 355: 353: 352: 344: 342: 336: 335: 333: 332: 324: 322: 316: 315: 313: 312: 304: 302: 296: 295: 293: 292: 284: 282: 276: 275: 273: 272: 264: 262: 256: 255: 253: 252: 244: 242: 231: 230: 228: 227: 219: 217: 211: 210: 208: 207: 202: 194: 193: 192: 189: 188: 184: 183: 180: 174: 173: 170: 161: 160: 153: 147: 146: 143: 137: 136: 135:98–100% (oral) 133: 127: 126: 119: 118: 116: 115: 111: 109: 103: 102: 98: 97: 95: 94: 81: 79: 73: 72: 63: 61:administration 55: 54: 51: 45: 44: 40: 39: 15: 9: 6: 4: 3: 2: 4565: 4554: 4551: 4549: 4546: 4544: 4541: 4540: 4538: 4523: 4520: 4518: 4515: 4513: 4510: 4508: 4505: 4503: 4500: 4497: 4496: 4493: 4483: 4480: 4478: 4475: 4474: 4472: 4468: 4462: 4459: 4457: 4454: 4452: 4449: 4447: 4444: 4442: 4439: 4438: 4436: 4432: 4426: 4423: 4421: 4418: 4416: 4413: 4411: 4408: 4406: 4403: 4401: 4398: 4396: 4393: 4390: 4386: 4383: 4381: 4378: 4376: 4373: 4371: 4368: 4366: 4363: 4361: 4358: 4356: 4353: 4351: 4348: 4346: 4343: 4341: 4338: 4336: 4333: 4331: 4328: 4326: 4323: 4321: 4318: 4316: 4313: 4311: 4308: 4305: 4301: 4297: 4294: 4292: 4289: 4287: 4284: 4282: 4279: 4277: 4274: 4272: 4269: 4267: 4264: 4262: 4259: 4258: 4256: 4252: 4249: 4244: 4238: 4228: 4225: 4222: 4221: 4218: 4215: 4212: 4211: 4208: 4205: 4203: 4200: 4198: 4195: 4193: 4190: 4188: 4185: 4183: 4180: 4178: 4175: 4173: 4170: 4168: 4165: 4163: 4160: 4158: 4155: 4153: 4150: 4148: 4145: 4143: 4140: 4138: 4135: 4133: 4130: 4128: 4125: 4122: 4118: 4114: 4110: 4106: 4103: 4101: 4098: 4096: 4093: 4091: 4088: 4086: 4083: 4081: 4078: 4076: 4073: 4071: 4068: 4066: 4063: 4061: 4058: 4057: 4055: 4051: 4045: 4042: 4040: 4037: 4035: 4032: 4030: 4027: 4025: 4022: 4020: 4017: 4015: 4012: 4010: 4007: 4005: 4002: 4000: 3997: 3995: 3992: 3990: 3987: 3985: 3982: 3980: 3977: 3975: 3972: 3970: 3969:Pipendoxifene 3967: 3965: 3962: 3960: 3957: 3955: 3952: 3950: 3947: 3945: 3942: 3940: 3937: 3935: 3932: 3930: 3927: 3925: 3922: 3920: 3917: 3915: 3912: 3910: 3907: 3905: 3902: 3900: 3897: 3895: 3892: 3890: 3887: 3885: 3882: 3880: 3877: 3875: 3872: 3870: 3867: 3865: 3862: 3860: 3857: 3855: 3852: 3850: 3847: 3845: 3842: 3840: 3837: 3835: 3832: 3830: 3827: 3825: 3822: 3820: 3817: 3815: 3812: 3810: 3807: 3805: 3804:Clomifenoxide 3802: 3800: 3797: 3795: 3792: 3790: 3787: 3785: 3782: 3780: 3779:Brilanestrant 3777: 3775: 3772: 3770: 3767: 3765: 3762: 3760: 3757: 3755: 3752: 3750: 3747: 3745: 3742: 3740: 3737: 3735: 3732: 3730: 3727: 3725: 3722: 3721: 3719: 3713: 3704: 3697: 3693: 3689: 3686: 3682: 3678: 3674: 3670: 3666: 3662: 3658: 3654: 3650: 3646: 3642: 3639: 3636: 3632: 3628: 3625: 3622: 3618: 3615:-like (e.g., 3614: 3611: 3608: 3604: 3600: 3596: 3592: 3588: 3584: 3581: 3578: 3574: 3570: 3566: 3563: 3560: 3559:guggulsterone 3556: 3552: 3548: 3544: 3543:Phytosteroids 3541: 3538: 3534: 3530: 3526: 3522: 3518: 3514: 3510: 3506: 3502: 3499: 3496: 3492: 3489: 3486: 3484: 3478: 3477:enterolactone 3474: 3470: 3467: 3465: 3462: 3459: 3455: 3451: 3447: 3443: 3439: 3435: 3431: 3427: 3423: 3419: 3415: 3411: 3407: 3403: 3399: 3395: 3391: 3387: 3383: 3379: 3375: 3371: 3367: 3363: 3359: 3355: 3351: 3347: 3343: 3339: 3335: 3331: 3328: 3325: 3321: 3317: 3314: 3311: 3310:wedelolactone 3307: 3303: 3299: 3295: 3292: 3289: 3288:photoanethole 3285: 3281: 3277: 3273: 3269: 3266: 3263: 3262: 3259: 3256: 3254: 3251: 3249: 3246: 3244: 3241: 3238: 3237: 3234: 3231: 3229: 3226: 3224: 3221: 3219: 3216: 3214: 3211: 3209: 3206: 3204: 3201: 3199: 3196: 3194: 3191: 3189: 3186: 3184: 3181: 3179: 3176: 3174: 3171: 3169: 3166: 3164: 3161: 3159: 3156: 3154: 3151: 3149: 3146: 3144: 3143:Pentafluranol 3141: 3139: 3136: 3134: 3131: 3129: 3126: 3124: 3121: 3119: 3116: 3114: 3112: 3108: 3106: 3104: 3100: 3098: 3095: 3093: 3090: 3086: 3083: 3082: 3081: 3078: 3076: 3073: 3071: 3068: 3066: 3063: 3061: 3058: 3056: 3053: 3051: 3048: 3046: 3043: 3041: 3038: 3036: 3033: 3031: 3028: 3026: 3023: 3021: 3018: 3016: 3013: 3011: 3008: 3004: 3001: 3000: 2999: 2996: 2992: 2989: 2988: 2987: 2984: 2982: 2979: 2977: 2974: 2972: 2969: 2967: 2964: 2962: 2959: 2957: 2954: 2952: 2949: 2947: 2944: 2942: 2939: 2937: 2934: 2932: 2929: 2927: 2924: 2922: 2919: 2917: 2914: 2912: 2909: 2907: 2904: 2903:Nonsteroidal: 2901: 2900: 2897: 2894: 2892: 2889: 2887: 2884: 2882: 2879: 2877: 2874: 2872: 2869: 2867: 2864: 2862: 2859: 2857: 2854: 2852: 2849: 2847: 2844: 2842: 2839: 2837: 2834: 2832: 2829: 2827: 2824: 2822: 2819: 2817: 2814: 2812: 2809: 2807: 2804: 2802: 2799: 2797: 2794: 2792: 2789: 2787: 2784: 2782: 2779: 2777: 2774: 2770: 2767: 2765: 2762: 2761: 2760: 2757: 2753: 2752:Ethandrostate 2750: 2749: 2748: 2745: 2743: 2740: 2736: 2733: 2731: 2728: 2726: 2723: 2722: 2721: 2718: 2716: 2713: 2711: 2708: 2706: 2703: 2699: 2696: 2694: 2691: 2690: 2689: 2686: 2684: 2681: 2679: 2676: 2674: 2671: 2669: 2666: 2662: 2659: 2657: 2654: 2652: 2649: 2648: 2647: 2644: 2642: 2639: 2637: 2634: 2632: 2629: 2627: 2624: 2622: 2619: 2617: 2614: 2612: 2609: 2607: 2605: 2601: 2599: 2596: 2594: 2591: 2589: 2586: 2584: 2581: 2579: 2576: 2574: 2571: 2567: 2564: 2563: 2562: 2561:Cloxestradiol 2559: 2557: 2554: 2552: 2549: 2547: 2544: 2542: 2539: 2537: 2534: 2531: 2527: 2523: 2519: 2515: 2511: 2507: 2504: 2502: 2499: 2497: 2494: 2492: 2489: 2487: 2484: 2482: 2479: 2477: 2474: 2472: 2469: 2467: 2464: 2462: 2459: 2457: 2454: 2452: 2449: 2447: 2444: 2441: 2437: 2436:17α-Estradiol 2434: 2432: 2429: 2427: 2424: 2422: 2419: 2417: 2414: 2412: 2409: 2407: 2404: 2402: 2399: 2397: 2394: 2392: 2389: 2387: 2384: 2382: 2379: 2377: 2374: 2372: 2369: 2367: 2364: 2362: 2359: 2357: 2354: 2352: 2349: 2347: 2344: 2342: 2339: 2337: 2334: 2332: 2329: 2327: 2324: 2322: 2319: 2317: 2314: 2312: 2309: 2307: 2304: 2302: 2299: 2297: 2294: 2292: 2289: 2287: 2284: 2282: 2279: 2277: 2274: 2272: 2269: 2267: 2264: 2262: 2259: 2257: 2254: 2252: 2249: 2246: 2245: 2243: 2239: 2236: 2231: 2225: 2221: 2218: 2211: 2206: 2204: 2199: 2197: 2192: 2191: 2188: 2172: 2170: 2167: 2166: 2164: 2161: 2158: 2155: 2153: 2150: 2149: 2145: 2135: 2132: 2131: 2129: 2127: 2123: 2117: 2114: 2112: 2109: 2106: 2103: 2102: 2100: 2098: 2094: 2088: 2085: 2083: 2080: 2078: 2075: 2073: 2070: 2068: 2065: 2063: 2060: 2058: 2057:Acetyldigoxin 2055: 2053: 2050: 2049: 2047: 2045: 2041: 2038: 2036: 2032: 2022: 2019: 2018: 2016: 2014: 2010: 2004: 2001: 1999: 1996: 1995: 1993: 1991: 1987: 1981: 1980:Marinobufagin 1978: 1976: 1973: 1971: 1968: 1966: 1963: 1962: 1960: 1958: 1954: 1951: 1949: 1945: 1940: 1936: 1929: 1924: 1922: 1917: 1915: 1910: 1909: 1906: 1894: 1893:Thioglycoside 1891: 1889: 1886: 1884: 1881: 1877: 1874: 1872: 1869: 1867: 1864: 1863: 1862: 1859: 1857: 1856:Glycosylamine 1854: 1852: 1849: 1845: 1842: 1840: 1839:Bufadienolide 1837: 1836: 1835: 1832: 1830: 1827: 1826: 1824: 1822: 1818: 1812: 1809: 1807: 1804: 1802: 1799: 1797: 1794: 1792: 1789: 1787: 1784: 1783: 1781: 1779: 1775: 1769: 1768:1,6-Glycoside 1766: 1764: 1763:1,4-Glycoside 1761: 1759: 1756: 1754: 1751: 1750: 1748: 1746: 1742: 1736: 1733: 1731: 1728: 1726: 1723: 1721: 1718: 1717: 1715: 1713: 1709: 1705: 1698: 1693: 1691: 1686: 1684: 1679: 1678: 1675: 1665: 1659: 1654: 1650: 1649: 1648: 1646: 1641: 1626: 1622: 1617: 1612: 1607: 1602: 1598: 1594: 1590: 1586: 1582: 1577: 1573: 1569: 1564: 1559: 1554: 1549: 1545: 1541: 1537: 1532: 1528: 1524: 1520: 1516: 1513:(8): 336–43. 1512: 1508: 1503: 1499: 1495: 1491: 1487: 1483: 1479: 1476:(5): 475–83. 1475: 1471: 1466: 1465: 1452: 1448: 1443: 1438: 1433: 1428: 1424: 1420: 1416: 1412: 1408: 1401: 1393: 1389: 1384: 1379: 1374: 1369: 1365: 1361: 1357: 1350: 1342: 1338: 1333: 1328: 1324: 1320: 1317:(2): e23082. 1316: 1312: 1308: 1301: 1293: 1287: 1283: 1282: 1274: 1266: 1262: 1257: 1252: 1249:(5): 421–31. 1248: 1244: 1240: 1233: 1225: 1224: 1216: 1202: 1196: 1188: 1184: 1180: 1176: 1172: 1168: 1165:(7): 439–42. 1164: 1160: 1153: 1145: 1144:Austria-Codex 1138: 1136: 1134: 1132: 1130: 1128: 1119: 1113: 1109: 1102: 1094: 1090: 1086: 1082: 1078: 1074: 1070: 1066: 1059: 1055: 1048: 1046: 1045:digitoxigenin 1042: 1038: 1034: 1030: 1020: 1018: 1017: 1012: 1004: 1001: 998: 995: 992: 989: 985: 982: 978: 975: 973: 972: 967: 966: 962: 959: 958: 954: 952: 951: 946: 943: 941: 940: 935: 932: 931: 930: 922: 920: 911: 909: 905: 901: 897: 887: 885: 881: 877: 873: 869: 868:digitoxigenin 865: 861: 857: 847: 845: 841: 837: 833: 829: 823: 806: 805:colestyramine 802: 798: 796: 792: 788: 784: 781: 779: 775: 774: 773: 767: 763: 762:Beta blockers 760: 757: 753: 751: 747: 743: 739: 735: 731: 728: 726: 722: 718: 715: 714: 713: 705: 703: 699: 695: 691: 687: 674: 673:hypercalcemia 670: 666: 662: 658: 655: 651: 647: 643: 639: 635: 634: 633: 625: 623: 619: 609: 607: 603: 599: 595: 591: 590:heart failure 587: 583: 573: 566: 560: 551: 546: 545: 542: 535: 526: 525: 522: 515: 508: 504: 503: 501: 498: 493: 486: 484: 480: 459: 457: 453: 448: 444: 440: 437: 435: 433:ECHA InfoCard 429: 421: 417: 416:DTXSID0022933 413: 412: 410: 401: 397: 390: 386: 385: 383: 381: 377: 370: 366: 365: 363: 361: 357: 350: 346: 345: 343: 341: 337: 330: 326: 325: 323: 321: 317: 310: 306: 305: 303: 301: 297: 290: 286: 285: 283: 281: 277: 270: 266: 265: 263: 261: 257: 250: 246: 245: 243: 236: 232: 225: 221: 220: 218: 216: 212: 201: 200: 197: 190: 185: 181: 179: 175: 171: 169: 162: 158: 154: 152: 148: 144: 142: 138: 134: 132: 128: 124: 120: 113: 112: 110: 108: 104: 99: 91: 86: 83: 82: 80: 78: 74: 71: 67: 64: 62: 56: 52: 50: 46: 43:Clinical data 41: 37: 32: 22: 4543:Cardenolides 4223: 4213: 4137:Mepitiostane 4085:Epitiostanol 3954:Ormeloxifene 3879:Lasofoxifene 3789:Camizestrant 3784:Broparestrol 3774:Bazedoxifene 3696:rotundifuran 3645:alkylphenols 3595:β-zearalenol 3591:α-zearalenol 3577:stigmasterol 3569:β-sitosterol 3565:Phytosterols 3546: 3533:triclocarban 3529:methoxychlor 3482: 3464:Lavender oil 3458:tectorigenin 3390:formononetin 3264: 3239: 3110: 3102: 2902: 2886:Quinestradol 2876:Promestriene 2851:Noretynodrel 2715:Estromustine 2668:Estramustine 2603: 2510:testosterone 2247: 2097:Strophanthus 2082:Metildigoxin 2072:Lanatoside C 2061: 2035:Cardenolides 2003:Scilliroside 1965:Arenobufagin 1637: 1588: 1584: 1543: 1539: 1510: 1506: 1473: 1469: 1414: 1410: 1400: 1363: 1359: 1349: 1314: 1310: 1300: 1280: 1273: 1246: 1242: 1232: 1222: 1215: 1204:. Retrieved 1195: 1162: 1158: 1152: 1143: 1107: 1101: 1093:the original 1072: 1068: 1058: 1039:. Digitoxin 1026: 1014: 1008: 993: 987: 980: 969: 963: 955: 950:Die For Love 948: 937: 928: 917: 893: 883: 853: 844:chronotropic 840:bathmotropic 825: 811:Pharmacology 771: 746:itraconazole 711: 708:Interactions 683: 659:and certain 631: 615: 612:Medical uses 598:phytosteroid 581: 580: 569:   563:   389:ChEMBL254219 165:Elimination 107:Legal status 101:Legal status 4482:Zearalenone 4434:Antagonists 4410:Resveratrol 4375:Nonylphenol 4370:Niacinamide 4286:Bisphenol A 4276:Aldosterone 4105:Glyceollins 4053:Antagonists 4044:Zuclomifene 4039:Zindoxifene 3949:NNC 45-1506 3944:NNC 45-0781 3939:NNC 45-0320 3934:NNC 45-0095 3929:Nitromifene 3909:Miproxifene 3859:Fispemifene 3834:Enclomifene 3829:Droloxifene 3809:CN-55945-27 3754:Afimoxifene 3744:Acefluranol 3635:rhaponticin 3631:resveratrol 3627:Stilbenoids 3599:zearalenone 3587:zearalanone 3573:campesterol 3505:alternariol 3438:pinocembrin 3382:epicatechin 3354:biochanin A 3294:Chalconoids 3188:Terfluranol 3163:Quadrosilan 3035:Elacestrant 2936:Allenestrol 2811:Lynestrenol 2735:Estropipate 2705:Estrofurate 2556:Clomestrone 2536:Atrimustine 2486:Abiraterone 2440:alfatradiol 2159:from market 2087:Gitoformate 2077:Deslanoside 1975:Cinobufagin 1844:Cardenolide 1801:Glucuronide 1791:Galactoside 1758:β-Glycoside 1753:α-Glycoside 864:metabolized 836:dromotropic 766:bradycardia 764:add to the 698:arrhythmias 665:hypokalemia 638:bradycardia 490: g·mol 439:100.000.691 369:CHEBI:28544 203:(3β,5β)-3-- 187:Identifiers 49:Trade names 4537:Categories 4425:Tectoridin 4405:Raloxifene 4380:Oleuropein 4227:Trilostane 4172:Prochloraz 4132:MDL-101906 4127:ICI-164384 4014:Trioxifene 4009:Toremifene 3979:Raloxifene 3964:Panomifene 3959:Ospemifene 3924:Nafoxidine 3814:Cyclofenil 3769:Arzoxifene 3749:Acolbifene 3681:phthalates 3649:bisphenols 3621:miroestrol 3525:methiocarb 3513:endosulfan 3501:Pesticides 3473:enterodiol 3454:tectoridin 3434:penduletin 3430:naringenin 3414:kaempferol 3330:Flavonoids 3324:psoralidin 3320:coumestrol 3316:Coumestans 3280:dianethole 3233:WAY-214156 3223:WAY-200070 3218:WAY-169916 3213:WAY-166818 3183:SKF-82,958 3148:Phenestrol 3128:Methestrol 3113:-Hexestrol 3105:-Butestrol 2986:Dienestrol 2966:Carbestrol 2951:Bifluranol 2946:Benzestrol 2891:Quinestrol 2841:Nilestriol 2683:Estrazinol 2616:Epimestrol 2606:-Estradiol 2588:Cyclotriol 2526:nandrolone 2501:Almestrone 2336:7-Oxo-DHEA 2248:Steroidal: 2220:modulators 2134:Peruvoside 1806:Rhamnoside 1786:Fructoside 1704:Glycosides 1540:BMC Cancer 1206:2021-09-14 1051:References 994:Murder 101 925:In fiction 791:rifampicin 738:metabolism 730:inhibitors 688:, namely: 646:ventricles 620:, such as 596:. It is a 495:3D model ( 483:Molar mass 329:E90NZP2L9U 300:ChemSpider 260:IUPHAR/BPS 215:CAS Number 196:IUPAC name 151:Metabolism 4548:Estrogens 4420:Tamoxifen 4400:Quercetin 4340:Genistein 4320:Estradiol 4304:o',p'-DDE 4207:ZK-191703 4202:ZK-164015 4162:Phenytoin 4060:(R,R)-THC 3999:Tamoxifen 3974:Promensil 3899:LY-117018 3874:Idoxifene 3869:ICI-55548 3854:Femarelle 3839:Endoxifen 3799:Clomifene 3555:diosgenin 3551:digitalis 3547:digitoxin 3537:triclosan 3517:fenarimol 3450:quercetin 3426:myricetin 3422:mirificin 3410:glycitein 3402:genistein 3398:glabridin 3358:calycosin 3346:baicalein 3302:phloretin 3258:ZK-283197 3118:Mestilbol 3080:Hexestrol 3055:Fenestrel 3030:Efavirenz 2961:Butestrol 2916:2,8-DHHHC 2911:(S,S)-THC 2906:(R,R)-THC 2861:Pentolame 2856:Orestrate 2831:Moxestrol 2821:Mestranol 2786:Etynodiol 2646:Estradiol 2621:Equilenin 2583:Cyclodiol 2541:Bolandiol 2169:Phase III 2157:Withdrawn 2062:Digitoxin 2044:Digitalis 2013:Kalanchoe 1970:Bufotalin 1796:Glucoside 1645:Digitoxin 832:inotropic 787:phenytoin 721:diuretics 602:structure 582:Digitoxin 178:Excretion 167:half-life 59:Routes of 28:Digitoxin 4498:See also 4300:p,p'-DDT 4291:Daidzein 4281:Atrazine 4254:Agonists 4182:RU-58668 4177:RU-39411 4024:U-11555A 4019:TZE-5323 3764:Anordrin 3759:Anordiol 3692:agnuside 3669:parabens 3509:dieldrin 3481:nyasol ( 3446:puerarin 3442:prunetin 3406:genistin 3394:glabrene 3366:daidzein 3362:catechin 3350:baicalin 3342:apigenin 3272:anethole 3060:FERb 033 2896:Tibolone 2881:RU-16117 2866:Prodiame 2801:Hippulin 2796:Hexolame 2641:Estetrol 2551:Butolame 2241:Agonists 2126:Thevetia 1821:Aglycone 1811:Riboside 1745:Geometry 1664:original 1653:Medscape 1625:15136726 1572:11532201 1527:11515708 1498:19894541 1490:11395576 1451:16105948 1392:23210930 1366:(1): 4. 1341:23525565 1265:18127991 1089:11525233 1023:Research 965:Rosewood 896:foxglove 862:. It is 801:antacids 783:inducers 690:anorexia 572:(verify) 280:DrugBank 172:7–8 days 77:ATC code 66:By mouth 4470:Unknown 4446:Estriol 4350:GPER-L2 4345:GPER-L1 4029:U-11634 3904:Menerba 3894:LN-2299 3889:LN-1643 3864:GW-7604 3819:D-15413 3651:(e.g., 3643:(e.g., 3629:(e.g., 3613:Steroid 3585:(e.g., 3567:(e.g., 3545:(e.g., 3503:(e.g., 3495:cadmium 3493:(e.g., 3471:(e.g., 3469:Lignans 3370:daidzin 3334:7,8-DHF 3332:(incl. 3318:(e.g., 3296:(e.g., 3178:SERBA-2 3173:SC-4289 3168:SC-3296 3075:GTx-758 2971:D-15414 2921:β-LGND1 2871:Prolame 2720:Estrone 2688:Estriol 2626:Equilin 2508:(e.g., 2421:16α-LE2 2116:Cymarin 2105:Ouabain 2067:Digoxin 1883:Saponin 1778:Glycone 1593:Bibcode 1442:1194917 1419:Bibcode 1383:3506989 1332:3601180 1256:2598854 1187:2324996 1179:1469187 981:Columbo 890:History 872:digoxin 716:calcium 686:digoxin 606:digoxin 488:764.950 456:Formula 289:DB01396 235:PubChem 224:71-63-6 155:Liver ( 93:) 87: ( 85:C01AA04 21:Digoxin 4365:Niacin 4360:Kepone 4217:ERX-11 4187:SS1020 4095:ERB-88 4090:ERA-90 3994:SS1010 3919:MRL-37 3284:dianol 3253:ERB-79 3248:ERA-45 3243:ERB-26 2976:DCW234 2931:AC-186 2598:DHEA-S 2530:esters 2514:esters 2366:8β-VE2 2152:WHO-EM 1990:Scilla 1623:  1616:419668 1613:  1570:  1560:  1546:: 11. 1525:  1496:  1488:  1449:  1439:  1390:  1380:  1339:  1329:  1288:  1263:  1253:  1185:  1177:  1114:  1087:  1033:cancer 1029:cancer 748:, and 734:CYP3A4 694:nausea 521:SMILES 380:ChEMBL 349:D00297 309:389987 249:441207 157:CYP3A4 145:90–97% 4441:CCL18 4315:Equol 4197:ZB716 4167:PHTPP 4034:Y-134 3711:SERMs 3706:Mixed 3386:equol 3268:Anise 3097:M2613 1563:48150 1494:S2CID 1183:S2CID 584:is a 541:InChI 497:JSmol 360:ChEBI 4461:MIBE 4456:G-36 4451:G-15 4385:PCBs 4242:GPER 4152:MIBE 3685:PCBs 3677:PHBA 3673:PBBs 3521:HPTE 3378:EGCG 3276:anol 3111:meso 3103:meso 2593:DHEA 2528:and 2512:and 1957:Bufo 1939:C01A 1712:Bond 1621:PMID 1568:PMID 1523:PMID 1486:PMID 1447:PMID 1388:PMID 1337:PMID 1286:ISBN 1261:PMID 1175:PMID 1112:ISBN 1085:PMID 793:and 756:P-gp 723:and 340:KEGG 320:UNII 269:6782 125:data 4415:STX 4335:G-1 4296:DDT 4117:III 3665:DDT 3663:), 3661:BPS 3657:BPF 3653:BPA 3553:), 3483:cis 3374:ECG 2604:ent 1611:PMC 1601:doi 1589:101 1558:PMC 1548:doi 1515:doi 1478:doi 1437:PMC 1427:doi 1415:102 1378:PMC 1368:doi 1327:PMC 1319:doi 1251:PMC 1167:doi 1077:doi 1009:In 957:CSI 936:'s 884:and 846:). 803:or 648:), 405:EPA 239:CID 90:WHO 4539:: 4302:, 4121:IV 4119:, 4115:, 4113:II 4111:, 3694:, 3683:, 3679:, 3675:, 3671:, 3667:, 3659:, 3655:, 3647:, 3633:, 3619:, 3605:, 3601:, 3597:, 3593:, 3589:, 3575:, 3571:, 3557:, 3535:, 3531:, 3527:, 3523:, 3519:, 3515:, 3511:, 3507:, 3479:, 3475:, 3456:, 3452:, 3448:, 3444:, 3440:, 3436:, 3432:, 3428:, 3424:, 3420:, 3416:, 3412:, 3408:, 3404:, 3400:, 3396:, 3392:, 3388:, 3384:, 3380:, 3376:, 3372:, 3368:, 3364:, 3360:, 3356:, 3352:, 3348:, 3344:, 3340:, 3336:, 3322:, 3308:, 3304:, 3300:, 3286:, 3282:, 3278:, 3274:, 2524:, 2520:, 2516:, 2229:ER 2165:: 1666:. 1619:. 1609:. 1599:. 1587:. 1583:. 1566:. 1556:. 1542:. 1538:. 1521:. 1511:39 1509:. 1492:. 1484:. 1474:12 1472:. 1445:. 1435:. 1425:. 1413:. 1409:. 1386:. 1376:. 1362:. 1358:. 1335:. 1325:. 1313:. 1309:. 1259:. 1247:21 1245:. 1241:. 1181:. 1173:. 1163:18 1161:. 1126:^ 1083:. 1073:31 1071:. 1067:. 947:' 870:, 789:, 692:, 663:: 624:. 476:13 470:64 464:41 68:, 4391:) 4387:( 4306:) 4298:( 4123:) 4109:I 4107:( 3717:) 3708:( 3698:) 3687:) 3637:) 3623:) 3609:) 3579:) 3561:) 3549:( 3539:) 3497:) 3487:) 3460:) 3326:) 3312:) 3290:) 2442:) 2438:( 2209:e 2202:t 2195:v 1941:) 1937:( 1927:e 1920:t 1913:v 1696:e 1689:t 1682:v 1660:) 1656:( 1627:. 1603:: 1595:: 1574:. 1550:: 1544:1 1529:. 1517:: 1500:. 1480:: 1453:. 1429:: 1421:: 1394:. 1370:: 1364:1 1343:. 1321:: 1315:2 1294:. 1267:. 1209:. 1189:. 1169:: 1120:. 1079:: 656:, 499:) 473:O 467:H 461:C 407:) 403:( 159:) 23:.

Index

Digoxin

Trade names
Routes of
administration

By mouth
Intravenous injection
ATC code
C01AA04
WHO
Legal status
Pharmacokinetic
Bioavailability
Protein binding
Metabolism
CYP3A4
Elimination half-life
Excretion
IUPAC name
CAS Number
71-63-6
PubChem
441207
IUPHAR/BPS
6782
DrugBank
DB01396
ChemSpider
389987
UNII
E90NZP2L9U

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