List of estrogens - Misplaced Pages

This is a list of steroidal estrogens or derivatives of estradiol, estrone, and estriol. Most esters of these estrogens are not included in this list; for esters, see here instead.

Estradiol derivatives

Compound	Chemical name	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	Marketed
Cyclodiol	14α,17α-Ethanoestradiol	–
Estrazinol	8-Aza-17α-ethynylestradiol 3-methyl ether	–
Estrofurate	17α-(3-Furyl)-δ-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	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

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

17α-Substituted estriol derivatives

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

Other estrogen derivatives

Epimers

Compound	Chemical name	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

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

Notes

= Chemical names that are unverified.

References

Estrogens and antiestrogens

Estrogens

ERTooltip Estrogen receptor agonists

Steroidal: Alfatradiol
Certain androgens/anabolic steroids (e.g., testosterone, testosterone esters, methyltestosterone, metandienone, nandrolone esters) (via estrogenic metabolites)
Certain progestins (e.g., norethisterone, noretynodrel, etynodiol diacetate, tibolone)
Clomestrone
Cloxestradiol acetate
Conjugated estriol
Conjugated estrogens
Epiestriol
Epimestrol
Esterified estrogens
Estetrol
Estradiol
Estradiol esters (e.g., estradiol acetate, estradiol benzoate, estradiol cypionate, estradiol enanthate, estradiol undecylate, estradiol valerate, polyestradiol phosphate, estradiol ester mixtures (Climacteron))
Estramustine phosphate
Estriol
Estriol esters (e.g., estriol succinate, polyestriol phosphate)
Estrogenic substances
Estrone
Estrone esters
- Estrone sulfate
- Estropipate (piperazine estrone sulfate)
Ethinylestradiol
- Ethinylestradiol sulfonate
Hydroxyestrone diacetate
Mestranol
Methylestradiol
Moxestrol
Nilestriol
Prasterone (dehydroepiandrosterone; DHEA)
- Prasterone enanthate
- Prasterone sulfate
Promestriene
Quinestradol
Quinestrol

Progonadotropins

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

Antiestrogens

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 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

Estrogen receptor modulators

ERTooltip Estrogen receptor

Agonists

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)

Antagonists

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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