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List of estrogens

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(Redirected fromList of steroidal estrogens)

Estradiol, the prototypical estrogen.

Steroid ring system.

This is alist ofsteroidal estrogens orderivatives ofestradiol,estrone, andestriol. Mostesters of these estrogens are not included in this list; for esters, seehere instead.

Estradiol derivatives

Compound	Chemical name	Structure	Marketed
Estradiol (E2)	Estra-1,3,5(10)-triene-3,17β-diol		✓
2-Hydroxyestradiol	2-Hydroxyestradiol		–
4-Hydroxyestradiol	4-Hydroxyestradiol		–
4-Methoxyestradiol	4-Methoxyestradiol		–
8β-VE₂	8β-Vinylestradiol		–
16α-IE₂	16α-Iodoestradiol		–
16α-LE₂	Estradiol 21,16α-lactone^?		–
Cloxestradiol	Estradiol 17β-chloral hemiacetal ether		–
Cloxestradiol acetate	Estradiol 17β-chloral hemiacetal ether O,O-diacetate		✓
Estradiol sulfate	Estradiol 3-sulfate		–
Estrapronicate	Estradiol 3-propionate 17β-nicotinate		✓
Orestrate	Estradiol 3-propionate 17β-(1-cyclohexenyl) ether		–
Polyestradiol phosphate	Estradiol 17β-phosphate polymer		✓
Promestriene	Estradiol 3-propyl 17β-methyl diether		✓

17α-Substituted estradiol derivatives

Compound	Chemical name	Structure	Marketed
Cyclodiol	14α,17α-Ethanoestradiol		–
Estrazinol	8-Aza-17α-ethynylestradiol 3-methyl ether		–
Estrofurate	17α-(3-Furyl)-δ⁷-estradiol 3-acetate		–
Etamestrol (eptamestrol)	1-Hydroxy-7α-methyl-17α-ethynylestradiol 1,3-dibenzoate		–
Ethinylestradiol (EE)	17α-Ethynylestradiol		✓
Ethinylestradiol sulfonate (EES)	17α-Ethynylestradiol 3-isopropylsulfonate		✓
Ethylestradiol	17α-Ethylestradiol		–
Mestranol (EE3ME)	17α-Ethynylestradiol 3-methyl ether		✓
Methylestradiol	17α-Methylestradiol		✓
Moxestrol	11β-Methoxy-17α-ethynylestradiol		✓
Quinestrol	17α-Ethynylestradiol 3-cyclopentyl ether		✓
RU-16117	11α-Methoxy-17α-ethynylestradiol		–

Nitrogen mustard-coupled alkylating antineoplastic estradiol derivatives

Compound	Chemical name	Structure	Marketed
Alestramustine	Estradiol 3-(bis(2-chloroethyl)carbamate) 17β-(2β-aminopropanoate)		–
Atrimustine	Estradiol 3-benzoate 17β-(4-(4-(bis(2-chloroethyl)amino)phenyl)-1-oxobutoxy)acetate		–
Estramustine	Estradiol 3-(bis(2-chloroethyl)carbamate)		–
Estramustine phosphate	Estradiol 3-(bis(2-chloroethyl)carbamate) 17β-phosphate		✓

17β-Aminoestrogens

See also:17β-Aminoestrogen

Compound	Chemical name	Structure	Marketed
Aminoestradiol	17β-Aminoestradiol		–
Butolame	17β-((4-Hydroxybutyl)amino)estradiol		–
Hexolame	17β-((6-Hydroxyhexyl)amino)estradiol		–
Pentolame	17β-((5-Hydroxypentyl)amino)estradiol		–
Prodiame	17β-((3-Aminopropyl)amino)estradiol		–
Prolame	17β-((3-Hydroxypropyl)amino)estradiol		–

Estrone derivatives

Compound	Chemical name	Structure	Marketed
Estrone (E1)	Estra-1,3,5(10)-triene-3-ol-17-one		✓
2-Hydroxyestrone	2-Hydroxyestrone		–
4-Hydroxyestrone	4-Hydroxyestrone		–
4-Methoxyestrone	4-Methoxyestrone		–
16α-Hydroxyestrone	16α-Hydroxyestrone		–
Almestrone	7α-Methylestrone		✓
Clomestrone	16α-Chloroestrone 3-methyl ether		✓
Estrone sulfate	Estrone 3-sulfate		✓
Estropipate	Estrone 3-sulfate piperazine salt		✓
Hydroxyestrone diacetate	16α-Hydroxyestrone 3,16α-diacetate		✓

Nitrogen mustard-coupled alkylating antineoplastic estrone derivatives

Compound	Chemical name	Structure	Marketed
Estromustine	Estrone 3-(bis(2-chloroethyl)carbamate)		–

Estriol derivatives

Compound	Chemical name	Structure	Marketed
Estriol (E3)	16α-Hydroxyestradiol		✓
Estetrol (E4)	15α-Hydroxyestriol		–
Quinestradol	Estriol 3-cyclopentyl ether		✓

17α-Substituted estriol derivatives

Compound	Chemical name	Structure	Marketed
Cyclotriol	14α,17α-Ethanoestriol		–
Ethinylestriol	17α-Ethynylestriol		–
Nilestriol	17α-Ethynylestriol 3-cyclopentyl ether		✓

Other estrogen derivatives

Epimers

Compound	Chemical name	Structure	Marketed
17α-Estradiol (alfatradiol)	17α-Estradiol		✓
16β-Epiestriol (epiestriol)	16β-Hydroxy-17β-estradiol		✓
17α-Epiestriol	16α-Hydroxy-17α-estradiol		–
16β,17α-Epiestriol	16β-Hydroxy-17α-estradiol		–
Epimestrol	17α-Epiestriol 3-methyl ether		✓
Mytatrienediol	16α-Methyl-16β-epiestriol 3-methyl ether		–

Equine estrogens

See also:Conjugated estrogens andEsterified estrogens

Compound	Chemical name	Structure	Marketed
Equilin	Δ⁷-Estrone		✓
Equilenin	Δ^6,8-Estrone		✓
17α-Dihydroequilin	Δ⁷-17α-Estradiol		✓
17β-Dihydroequilin	Δ⁷-17β-Estradiol		✓
17α-Dihydroequilenin	Δ^6,8-17α-Estradiol		✓
17β-Dihydroequilenin	Δ^6,8-17β-Estradiol		✓
8,9-Dehydroestrone	Δ⁸-Estrone		✓
8,9-Dehydroestradiol	Δ⁸-17β-Estradiol		✓
Hippulin	Δ⁸-14-Isoestrone		✓

See also

List of steroids

Notes

^? = Chemical names that are unverified.

References

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Estrogens andantiestrogens

ERTooltip Estrogen receptor agonists

Progonadotropins

Antiandrogens (e.g.,bicalutamide)
GnRH agonists (e.g.,GnRH (gonadorelin),leuprorelin)
Gonadotropins (e.g.,FSHTooltip follicle-stimulating hormone,LHTooltip luteinizing hormone)

ERTooltip Estrogen receptor antagonists (incl.SERMsTooltip selective estrogen receptor modulators/SERDsTooltip selective estrogen receptor downregulators)	Acolbifene^† Anordrin Bazedoxifene Broparestrol Clomifene^# Cyclofenil Enclomifene^† Epitiostanol Lasofoxifene Mepitiostane Ormeloxifene Ospemifene Raloxifene Tamoxifen^# Toremifene Exclusively antagonistic:Elacestrant Fulvestrant Imlunestrant Noncompetitive inhibitors:Trilostane
Aromatase inhibitors	First-generation:Aminoglutethimide Testolactone Second-generation:Fadrozole Formestane Third-generation:Anastrozole Exemestane Letrozole
Antigonadotropins	Androgens/anabolic steroids (e.g.,testosterone,testosterone esters,nandrolone esters,oxandrolone,fluoxymesterone) D₂ receptor antagonists (prolactin releasers) (e.g.,domperidone,metoclopramide,risperidone,haloperidol,chlorpromazine,sulpiride) GnRH agonists (e.g.,leuprorelin,goserelin) GnRH antagonists (e.g.,cetrorelix,elagolix) Progestogens (e.g.,chlormadinone acetate,cyproterone acetate,gestonorone caproate,hydroxyprogesterone caproate,medroxyprogesterone acetate,megestrol acetate)
Others	Mixed mechanism of action:Danazol Gestrinone Androstenedione immunogens:Androvax (androstenedione albumin) Ovandrotone albumin (Fecundin)

^#WHO-EM
^‡Withdrawn from market
Clinical trials:
- ^†Phase III
- ^§Never to phase III

See also: Estrogen receptor modulators; Androgens and antiandrogens; Progestogens and antiprogestogens; List of estrogens

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Estrogen receptor modulators

ERTooltip 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 andesters,methyltestosterone,metandienone (methandrostenolone),nandrolone andesters, 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 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.,isoliquiritigenin,phloretin,phlorizin (phloridzin),wedelolactone) Coumestans (e.g.,coumestrol,psoralidin) Flavonoids (incl.7,8-DHF,8-prenylnaringenin,apigenin,baicalein,baicalin,biochanin A,calycosin,catechin,daidzein,daidzin,ECG,EGCG,epicatechin,equol,formononetin,glabrene,glabridin,genistein,genistin,glycitein,kaempferol,liquiritigenin,mirificin,myricetin,naringenin,penduletin,pinocembrin,prunetin,puerarin,quercetin,tectoridin,tectorigenin) Lavender oil Lignans (e.g.,enterodiol,enterolactone,nyasol (cis-hinokiresinol)) Metalloestrogens (e.g.,cadmium) Pesticides (e.g.,alternariol,dieldrin,endosulfan,fenarimol,HPTE,methiocarb,methoxychlor,triclocarban,triclosan) Phytosteroids (e.g.,digitoxin (digitalis),diosgenin,guggulsterone) Phytosterols (e.g.,β-sitosterol,campesterol,stigmasterol) Resorcylic acid lactones (e.g.,zearalanone,α-zearalenol,β-zearalenol,zearalenone,zeranol (α-zearalanol),taleranol (teranol, β-zearalanol)) Steroid-like (e.g.,deoxymiroestrol,miroestrol) Stilbenoids (e.g.,resveratrol,rhaponticin) Synthetic xenoestrogens (e.g.,alkylphenols,bisphenols (e.g.,BPA,BPF,BPS),DDT,parabens,PBBs,PHBA,phthalates,PCBs) Others (e.g.,agnuside,rotundifuran)
Mixed (SERMsTooltip Selective estrogen receptor modulators)	2-Phenylbenzofuran 2-Phenyl-1-benzothiophene 4'-Hydroxynorendoxifen 27-Hydroxycholesterol Acefluranol Acolbifene Afimoxifene Anordiol Anordrin Arzoxifene Bazedoxifene Brilanestrant Broparestrol Camizestrant Chlorotrianisene Clomifene Clomifenoxide CN-55945-27 Cyclofenil D-15413 Desmethylchlorotrianisene Droloxifene Enclomifene Endoxifen Etacstil (GW-5638, DPC-974) Ethamoxytriphetol (MER-25) Femarelle Fispemifene GW-7604 ICI-55548 Idoxifene Lasofoxifene Levormeloxifene LN-1643 LN-2299 LY-117018 Menerba Miproxifene Miproxifene phosphate MRL-37 Nafoxidine Nitromifene NNC 45-0095 NNC 45-0320 NNC 45-0781 NNC 45-1506 Ormeloxifene Ospemifene Panomifene Pipendoxifene Promensil Raloxifene Rimostil (P-081) Spironolactone SS1010 Tamoxifen TAS-108 (SR-16234) Toremifene Trioxifene TZE-5323 U-11555A U-11634 Y-134 Zindoxifene Zuclomifene
Antagonists	(R,R)-THC 7β-Hydroxy-DHEA Chloroindazole Cytestrol acetate EM-800 (SCH-57050) Epitiostanol ERA-90 ERB-88 Fulvestrant (ICI-182780) Glyceollins (I,II,III,IV) ICI-164384 MDL-101906 Mepitiostane Methylepitiostanol Methylpiperidinopyrazole MIBE Oxabicycloheptene sulfonate Phenytoin PHTPP Prochloraz RU-39411 RU-58668 SS1020 TAS-108 (SR-16234) ZB716 ZK-164015 ZK-191703 Coregulator-binding modulators:ERX-11 Noncompetitive inhibitors:Trilostane

GPERTooltip G protein-coupled estrogen receptor

Agonists	2-Methoxyestradiol 7β-Hydroxyepiandrosterone Afimoxifene (4-hydroxytamoxifen) Aldosterone Atrazine Bisphenol A Daidzein DDT (p,p'-DDT,o',p'-DDE) Diarylpropionitrile Equol Estradiol Ethinylestradiol Fulvestrant (ICI-182780) G-1 Genistein GPER-L1 GPER-L2 Hydroxytyrosol Kepone Nicotinic acid Nicotinamide Nonylphenol Oleuropein PCBs (2,2',5'-PCB-4-OH) Propylpyrazoletriol Quercetin Raloxifene Resveratrol STX Tamoxifen Tectoridin
Antagonists	CCL18 Estriol G-15 G-36 MIBE
Unknown	Diethylstilbestrol Zearalenone

See also: Receptor/signaling modulators; Estrogens and antiestrogens; Androgen receptor modulators; Progesterone receptor modulators; List of estrogens

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