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kinetics and metabolism invest new drugs 30 1 59 78 doi 10 1007 s10637 010 9517 0 pmid 20814732 s2cid 24785562 v t e endogenous steroids precursors cholesterol 22 r hydroxycholesterol 20α 22 r dihydroxycholesterol pregnenolone 11β hydroxypregnenolone 17α hydroxypregnenolone 21 hydroxypregnenolone 17α 21 dihydroxypregnenolone 11β 17α 21 trihydroxypregnenolone corticosteroids glucocorticoids 3α 5α tetrahydrocorticosterone 5α dihydrocorticosterone 11 deoxycorticosterone 11 deoxycortisol 11 ketoprogesterone 21 deoxycortisol 21 deoxycortisone corticosterone cortisol cortisone 17α hydroxypregnenolone 17α hydroxyprogesterone pregnenolone progesterone metabolites 5α dihydrocortisol 3α 5α tetrahydrocortisol mineralocorticoids 5α dihydroaldosterone 11 dehydrocorticosterone 11 oxocorticosterone 17 deoxycortisone 11 deoxycortisol 11 deoxycorticosterone 11β hydroxyprogesterone 21 deoxycorticosterone 18 hydroxy 11 deoxycorticosterone 18 hydroxycorticosterone 18 hydroxyprogesterone aldosterone corticosterone cortisol sex steroids androgens 11 ketodihydrotestosterone 11 ketotestosterone 7β hydroxyepiandrosterone 11β hydroxyandrostenedione adrenosterone 11 ketoandrostenedione androstenediol androstenedione androsterone dehydroandrosterone dhea dhea sulfate dihydrotestosterone epiandrosterone epitestosterone 16α hydroxyandrostenedione 16α hydroxy dhea 16α hydroxy dhea sulfate testosterone metabolites 3α androstanediol 3α androstanediol glucuronide 3β androstanediol 5β dihydrotestosterone 3α etiocholanediol 3β etiocholanediol androstanetriols androstenediol sulfate androstenetriol androsterone glucuronide androsterone sulfate dihydrotestosterone glucuronide dihydrotestosterone sulfate etiocholanedione etiocholanolone etiocholanolone glucuronide epietiocholanolone testosterone glucuronide testosterone sulfate estrogens estranes estetrol estradiol estrone estriol 17α estradiol 16β epiestriol 16β hydroxyestradiol 17α epiestriol 16α hydroxy 17α estradiol 16β 17α epiestriol 16β hydroxy 17α estradiol 2 hydroxyestradiol 2 hydroxyestriol 2 hydroxyestrone 4 hydroxyestradiol 4 hydroxyestriol 4 hydroxyestrone 4 methoxyestradiol 4 methoxyestrone 16α hydroxyestrone 16β hydroxyestrone 16 ketoestradiol 16 ketoestrone others 27 hydroxycholesterol 3α androstanediol 3β androstanediol 4 androstenedione 5 androstenediol dhea dhea sulfate 7 keto dhea 7α hydroxy dhea 16α hydroxy dhea metabolites 2 methoxyestradiol 2 methoxyestrone 2 methoxyestriol 4 methoxyestriol estradiol disulfate estradiol glucuronide estradiol 3 glucuronide estradiol 3 glucuronide 17β sulfate estradiol sulfate estradiol 17β sulfate estrone glucuronide estrone sulfate estriol glucuronide estriol sulfate lipoidal estradiol e g estradiol stearate estradiol palmitate progestogens progesterone 16α hydroxyprogesterone 17α hydroxyprogesterone 20α dihydroprogesterone 20β dihydroprogesterone 5α dihydroprogesterone 11 deoxycorticosterone 5α dhdoc metabolites allopregnanediol pregnanediol pregnanediol glucuronide pregnanetriol neurosteroids cholestanes 24 s hydroxycholesterol cholesterol pregnanes 3α dihydroprogesterone 3β dihydroprogesterone 5α dihydrocorticosterone 5α dihydroprogesterone 5β dihydroprogesterone allopregnanolone corticosterone dhc dhdoc 11 deoxycorticosterone epipregnanolone isopregnanolone pregnanolone pregnenolone pregnenolone sulfate progesterone thb thdoc androstanes 3α androstanediol 3α androstenol 7 keto dhea 7α hydroxy dhea 7β hydroxy dhea 7α hydroxyepiandrosterone 7β hydroxyepiandrosterone androsterone dhea dhea sulfate etiocholanolone pheromones 3α androstenol 3β androstenol androstadienol androstadienone androstenone androsterone estratetraenol others vitamin d 7 dehydrocholesterol calcidiol calcifediol calcitriol cholecalciferol others 7α hydroxycholesterol 11α hydroxyprogesterone 11β hydroxyprogesterone cholesterol sulfate v t e androgen receptor modulators ar tooltip androgen receptor agonists testosterone derivatives 4 androstenediol 4 dehydroepiandrosterone 4 dhea 4 hydroxytestosterone 4 17α dimethyltestosterone 5 androstenedione 11 ketotestosterone 11β hydroxyandrostenedione adrenosterone 11 ketoandrostenedione 11 oxoandrostenedione androstenediol 5 androstenediol androstenediol 3β acetate androstenediol 17β acetate androstenediol diacetate androstenediol dipropionate androstenedione 4 androstenedione atamestane boldenone boldenone undecylenate boldione 1 4 androstadienedione clostebol clostebol acetate clostebol caproate clostebol propionate cloxotestosterone cloxotestosterone acetate dehydroandrosterone dhea androstenolone prasterone 5 dhea dhea enanthate prasterone enanthate dhea sulfate exemestane formestane plomestane quinbolone silandrone testosterone dutasteride testosterone esters polytestosterone phloretin phosphate 5α dihydrotestosterone derivatives 1 androstenediol 1 androstenedione 1 androsterone 1 andro 1 dhea 1 testosterone 3α androstanediol 5α androst 2 en 17 one 7β hydroxyepiandrosterone 11 ketodihydrotestosterone androsterone bolazine bolazine capronate dihydroethyltestosterone dihydrofluoxymesterone dihydromethylandrostenediol dihydrotestosterone dht androstanolone stanolone dihydrotestosterone esters drostanolone drostanolone propionate epiandrosterone epitiostanol mepitiostane mesabolone mesterolone mesterolone cipionate methyldiazinol nisterime nisterime acetate prostanozol stenbolone stenbolone acetate testifenon testiphenon testiphenone 19 nortestosterone derivatives 7α methyl 19 norandrostenedione ment dione trestione 11β methyl 19 nortestosterone 11β methyl 19 nortestosterone dodecylcarbonate 19 nor 5 androstenediol 19 nor 5 androstenedione 19 nordehydroepiandrosterone bolandiol bolandiol dipropionate bolandione 19 nor 4 androstenedione bolmantalate nandrolone adamantoate dienedione dienolone dimethandrolone dimethandrolone buciclate dimethandrolone dodecylcarbonate dimethandrolone undecanoate ls 1727 nandrolone 17β n 2 chloroethyl n nitrosocarbamate methoxydienone methoxygonadiene nandrolone nandrolone esters norclostebol norclostebol acetate normethandrone methylestrenolone normethisterone oxabolone oxabolone cipionate oxabolone cypionate trenbolone trenbolone acetate trenbolone enanthate trenbolone hexahydrobenzylcarbonate trenbolone undecanoate trendione trestolone ment trestolone acetate trestolone enanthate 5α dihydro 19 nortestosterone derivatives 5α dihydronandrolone 5α dihydrotrestolone 19 norandrosterone 17α alkylated testosterone derivatives bolasterone calusterone chlorodehydromethylandrostenediol cdma chlorodehydromethyltestosterone cdmt chloromethylandrostenediol cma enestebol ethyltestosterone fluoxymesterone formebolone hydroxystenozole metandienone methandrostenolone methandriol methylandrostenediol methandriol bisenanthoyl acetate methandriol diacetate methandriol dipropionate methandriol propionate methylclostebol chloromethyltestosterone methyltestosterone esterified estrogens methyltestosterone 3 hexyl ether oxymesterone penmesterol tiomesterone 17α alkylated 5α dihydrotestosterone derivatives androisoxazole desoxymethyltestosterone furazabol mebolazine dimethazine mestanolone metenolone metenolone acetate metenolone enanthate methasterone methyl 1 testosterone methylepitiostanol methylstenbolone oxandrolone oxymetholone stanozolol 17α alkylated 19 nortestosterone derivatives bolenol dimethyldienolone dimethyltrienolone ethyldienolone ethylestrenol methyldienolone methylhydroxynandrolone mohn mhn metribolone mibolerone norboletone norethandrolone propetandrol ru 2309 tetrahydrogestrinone 17α alkylated 5α dihydro 19 nortestosterone derivatives 5α dihydronorethandrolone 5α dihydronormethandrone 17α vinyltestosterone derivatives norvinisterone vinylnortestosterone 17α vinyl 19 nortestosterone derivatives vinyltestosterone 17α ethynyltestosterone derivatives danazol ethinylandrostenediol ethandrostate ethisterone ethynyltestosterone 5α dihydro 17α ethynyltestosterone derivatives 17α ethynyl 3α androstanediol 17α ethynyl 3β androstanediol dihydroethisterone 17α ethynyl 19 nortestosterone derivatives δ 4 tibolone desogestrel etonogestrel etynodiol etynodiol diacetate gestodene gestrinone levonorgestrel levonorgestrel esters e g levonorgestrel butanoate lynestrenol lynestrenol phenylpropionate norethisterone norethisterone esters e g norethisterone acetate norethisterone enanthate norgestrel norgestrienone quingestanol quingestanol acetate tibolone 5α dihydro 17α ethynyl 19 nortestosterone derivatives 5α dihydrolevonorgestrel 5α dihydronorethisterone progesterone derivatives 6α methylprogesterone medroxyprogesterone acetate megestrol acetate others unsorted 3 keto 5α abiraterone 5α androstane alternariol cl 4as 1 drupanol trilostane zm 182345 sarms tooltip selective androgen receptor modulator nonsteroidal 198rl26 acp 105 ac 262 536 acetothiolutamide acetoxolutamide andarine acetamidoxolutamide androxolutamide gtx 007 s 4 bms 564 929 dtib enobosarm ostarine mk 2866 gtx 024 s 22 ftbu 1 glpg 0492 gsk2881078 gsk 4336a gsk 8698 lg121071 lgd 121071 lgd 2226 lgd 2941 lgd 122941 lgd 3303 lgd 4033 ly305 jnj 26146900 jnj 28330835 jnj 37654032 opk 88004 ly 2452473 tt 701 orm 11984 pf 06260414 r 1 ru 59063 s 1 s 23 s 40503 s 101479 vosilasarm steroidal em 9017 mk 0773 s42 tfm 4as 1 yk 11 antagonists steroidal 7α thioprogesterone 7α thiospironolactone 7α thiomethylspironolactone 11α hydroxyprogesterone 15β hydroxycyproterone acetate abiraterone abiraterone acetate allyltestosterone benorterone bomt canrenoic acid canrenone chlormadinone acetate clascoterone clometerone cyproheptadine cyproterone cyproterone acetate delanterone delmadinone acetate dicirenone dienogest drospirenone du 41165 edogestrone em 4350 em 5854 em 5855 em 6537 epitestosterone galeterone guggulsterone ludaterone medrogestone megestrol acetate mespirenone metogest mexrenone mifepristone nomegestrol acetate nordinone osaterone osaterone acetate oxendolone potassium canrenoate promegestone prorenone rosterolone ru 15328 sc 5233 spirolactone spironolactone spirorenone spiroxasone topterone trimegestone trimethyltrienolone r 2956 zanoterone nonsteroidal 5 n bicalutamide aa560 antarlides arabilin apalutamide atraric acid azd 3514 bakuchiol bavdegalutamide bay 1024767 bicalutamide bisphenols e g badge bfdge bisphenol a bisphenol f bisphenol s bms 501949 bms 570511 bms 641988 ch5137291 cimetidine cioteronel cyanonilutamide darolutamide ddt via metabolite p p dde dezandrodeg dieldrin dimp endosulfan enzalutamide epi 001 fenarimol flutamide hydroxyflutamide inocoterone inocoterone acetate ketoconazole ketodarolutamide lavender oil lg 105 lg 120907 lgd 1331 linuron masofaniten methiocarb n butylbenzenesulfonamide n desmethylapalutamide n desmethylenzalutamide nilutamide onc1 13b pentomone pf 998425 phenothrin prochloraz procymidone proxalutamide pyrilutamide ralaniten epi 002 ralaniten acetate epi 506 rd 162 rezvilutamide ro 2 7239 ro 5 2537 ru 22930 ru 56187 ru 57073 ru 58642 ru 58841 seviteronel thalidomide topilutamide fluridil valproic acid vinclozolin ym 580 ym 92088 ym 175735 gprc6a agonists cations incl aluminium calcium gadolinium magnesium strontium zinc dehydroandrosterone dihydrotestosterone estradiol l α amino acids incl l arginine l lysine l ornithine osteocalcin shbg tooltip sex hormone binding globulin testosterone see also receptor signaling modulators androgens and antiandrogens estrogen receptor modulators progesterone receptor modulators list of androgens and anabolic steroids v t e estrogen receptor modulators er tooltip estrogen receptor agonists steroidal 2 hydroxyestradiol 2 hydroxyestrone 3 methyl 19 methyleneandrosta 3 5 dien 17β ol 3α androstanediol 3α 5α dihydrolevonorgestrel 3β 5α dihydrolevonorgestrel 3α hydroxytibolone 3β hydroxytibolone 3β androstanediol 4 androstenediol 4 androstenedione 4 fluoroestradiol 4 hydroxyestradiol 4 hydroxyestrone 4 methoxyestradiol 4 methoxyestrone 5 androstenediol 7 oxo dhea 7α hydroxy dhea 7α methylestradiol 7β hydroxyepiandrosterone 8 9 dehydroestradiol 8 9 dehydroestrone 8β ve2 10β 17β dihydroxyestra 1 4 dien 3 one dhed 11β chloromethylestradiol 11β methoxyestradiol 15α hydroxyestradiol 16 ketoestradiol 16 ketoestrone 16α fluoroestradiol 16α hydroxy dhea 16α hydroxyestrone 16α iodoestradiol 16α le2 16β hydroxyestrone 16β 17α epiestriol 16β hydroxy 17α estradiol 17α estradiol alfatradiol 17α dihydroequilenin 17α dihydroequilin 17α epiestriol 16α hydroxy 17α estradiol 17α ethynyl 3α androstanediol 17α ethynyl 3β androstanediol 17β dihydroequilenin 17β dihydroequilin 17β methyl 17α dihydroequilenin abiraterone abiraterone acetate alestramustine almestrone anabolic steroids e g testosterone and esters methyltestosterone metandienone methandrostenolone nandrolone and esters many others via estrogenic metabolites atrimustine bolandiol bolandiol dipropionate butolame clomestrone cloxestradiol cloxestradiol acetate conjugated estriol conjugated estrogens cyclodiol cyclotriol dhea dhea s ent estradiol epiestriol 16β epiestriol 16β hydroxy 17β estradiol epimestrol equilenin equilin era 63 org 37663 esterified estrogens estetrol estradiol estradiol esters lipoidal estradiol polyestradiol phosphate estramustine estramustine phosphate estrapronicate estrazinol estriol estriol esters polyestriol phosphate estrofurate estrogenic substances estromustine estrone estrone esters estrone methyl ether estropipate etamestrol eptamestrol ethinylandrostenediol ethandrostate ethinylestradiol ethinylestradiol 3 benzoate ethinylestradiol sulfonate ethinylestriol ethylestradiol etynodiol etynodiol diacetate hexolame hippulin hydroxyestrone diacetate lynestrenol lynestrenol phenylpropionate mestranol methylestradiol moxestrol mytatrienediol nilestriol norethisterone noretynodrel orestrate pentolame prodiame prolame promestriene ru 16117 quinestradol quinestrol tibolone nonsteroidal r r thc s s thc 2 8 dhhhc β lgnd1 β lgnd2 gtx 878 ac 186 allenestrol allenolic acid benzestrol bifluranol bisdehydrodoisynolic acid butestrol carbestrol d 15414 dcw234 diarylpropionitrile dienestrol dienestrol diacetate diethylstilbestrol diethylstilbestrol esters dimestrol dianisylhexene dimethylstilbestrol doisynoestrol fenocycline doisynolic acid efavirenz elacestrant erb 196 way 202196 erteberel serba 1 ly 500307 estrobin dbe fenestrel ferb 033 fosfestrol diethylstilbestrol diphosphate furostilbestrol diethylstilbestrol difuroate gtx 758 hexestrol hexestrol esters ici 85966 stilbostat m2613 meso butestrol meso hexestrol mestilbol methallenestril methestrol methestrol dipropionate osu erβ 12 paroxypropione pentafluranol phenestrol prinaberel erb 041 way 202041 propylpyrazoletriol quadrosilan sc 3296 sc 4289 serba 2 skf 82 958 terfluranol triphenylbromoethylene triphenylchloroethylene triphenyliodoethylene triphenylmethylethylene triphenylpropene way 166818 way 169916 way 200070 way 204688 sim 688 way 214156 unknown unsorted erb 26 era 45 erb 79 zk 283197 xenoestrogens anise related e g anethole anol dianethole dianol photoanethole chalconoids e g isoliquiri...
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