This is a list of

estrogen ester An estrogen ester is an ester of an estrogen, most typically of estradiol but also of other estrogens such as estrone, estriol, and even nonsteroidal estrogens like diethylstilbestrol. Esterification renders estradiol into a prodrug of estrad ...

s, or

ester In chemistry, an ester is a compound derived from an oxoacid (organic or inorganic) in which at least one hydroxyl group () is replaced by an alkoxy group (), as in the substitution reaction of a carboxylic acid and an alcohol. Glycerides ...

prodrugs of

estrogen Estrogen or oestrogen is a category of sex hormone responsible for the development and regulation of the female reproductive system and secondary sex characteristics. There are three major endogenous estrogens that have estrogenic hormonal a ...

s. It includes esters, as well as

ether In organic chemistry, ethers are a class of compounds that contain an ether group—an oxygen atom connected to two alkyl or aryl groups. They have the general formula , where R and R′ represent the alkyl or aryl groups. Ethers can again b ...

s, of

steroid A steroid is a biologically active organic compound with four rings arranged in a specific molecular configuration. Steroids have two principal biological functions: as important components of cell membranes that alter membrane fluidity; and ...

s like

estradiol Estradiol (E2), also spelled oestradiol, is an estrogen steroid hormone and the major female sex hormone. It is involved in the regulation of the estrous and menstrual female reproductive cycles. Estradiol is responsible for the development o ...

estrone Estrone (E1), also spelled oestrone, is a steroid, a weak estrogen, and a minor female sex hormone. It is one of three major endogenous estrogens, the others being estradiol and estriol. Estrone, as well as the other estrogens, are synthesized ...

, and

estriol Estriol (E3), also spelled oestriol, is a steroid, a weak estrogen, and a minor female sex hormone. It is one of three major endogenous estrogens, the others being estradiol and estrone. Levels of estriol in women who are not pregnant are almos ...

and of

nonsteroidal estrogen A nonsteroidal estrogen is an estrogen with a nonsteroidal chemical structure. The most well-known example is the stilbestrol estrogen diethylstilbestrol (DES). Although nonsteroidal estrogens formerly had an important place in medicine, they ...

s like the

stilbestrol Stilbestrol, or stilboestrol, also known as 4,4'-dihydroxystilbene or 4,4'-stilbenediol, is a stilbenoid nonsteroidal estrogen and the parent compound of a group of more potent nonsteroidal estrogen derivatives that includes, most notably, dieth ...

diethylstilbestrol Diethylstilbestrol (DES), also known as stilbestrol or stilboestrol, is a nonsteroidal estrogen medication, which is presently rarely used. In the past, it was widely used for a variety of indications, including pregnancy support for those with a ...

and

hexestrol Hexestrol, sold under the brand name Synestrol among others, is a nonsteroidal estrogen which was previously used for estrogen replacement therapy and in the treatment of certain hormone-dependent cancers as well as gynecological disorders but ...

Esters of steroidal estrogens

Estradiol esters

Marketed

Many esters of estradiol have been marketed, including the following major esters: *

Estradiol acetate Estradiol acetate (EA), sold under the brand names Femtrace, Femring, and Menoring, is an estrogen medication which is used in hormone therapy for the treatment of menopausal symptoms in women.https://www.accessdata.fda.gov/drugsatfda_docs/label/ ...

(Femring, Femtrace, Menoring) *

Estradiol benzoate Estradiol benzoate (EB), sold under the brand name Progynon-B among others, is an estrogen medication which is used in hormone therapy for menopausal symptoms and low estrogen levels in women, in hormone therapy for transgender women, and in ...

(Agofollin Depot, Progynon-B; Duogynon, Primosiston, Sistocyclin) *

Estradiol cypionate Estradiol cypionate (EC), sold under the brand name Depo-Estradiol among others, is an estrogen medication which is used in hormone therapy for menopausal symptoms and low estrogen levels in cis women, in hormone therapy for trans women, and in h ...

(Depo-Estradiol, Depofemin, Estradep; Cyclofem, Lunelle) *

Estradiol dipropionate Estradiol dipropionate (EDP), sold under the brand names Agofollin, Di-Ovocylin, and Progynon DP among others, is an estrogen medication which has been used in hormone therapy for menopausal symptoms and low estrogen levels in women and in the t ...

(Agofollin, Di-Ovocyclin, Progynon-DP; EP Hormone Depot) *

Estradiol enantate Estradiol enantate (EEn or E2-EN), also spelled estradiol enanthate and sold under the brand names Perlutal and Topasel among others, is an estrogen medication which is used in hormonal birth control for women. It is formulated in combination ...

(Perlutal, Topasel, Unalmes, Yectames) *

Estradiol undecylate Estradiol undecylate (EU or E2U), also known as estradiol undecanoate and formerly sold under the brand names Delestrec and Progynon Depot 100 among others, is an estrogen medication which has been used in the treatment of prostate cancer in men. ...

(Delestrec, Progynon Depot) *

Estradiol valerate Estradiol valerate (EV), sold for use by mouth under the brand name Progynova and Primiwal E4 and for use by injection under the brand names Delestrogen and Progynon Depot among others, is an estrogen medication. It is used in hormone therapy fo ...

(Delestrogen, Progynon Depot, Progynova; Gravibinon, Mesigyna, Mesygest) *

Polyestradiol phosphate Polyestradiol phosphate (PEP), sold under the brand name Estradurin, is an estrogen medication which is used primarily in the treatment of prostate cancer in men. It is also used in women to treat breast cancer, as a component of hormone therapy ...

(Estradurin) (an estradiol ester in

polymer A polymer (; Greek ''poly-'', "many" + '' -mer'', "part") is a substance or material consisting of very large molecules called macromolecules, composed of many repeating subunits. Due to their broad spectrum of properties, both synthetic and ...

ic form) And the following less commonly used esters: *

Cloxestradiol acetate Cloxestradiol acetate (brand name Genovul), also known as 17-(2,2,2-trichloroethoxy)estradiol ''O'',''O''-diacetate, is a synthetic steroidal estrogen derived from estradiol. It is the ''O'',''O''-diacetate An acetate is a salt (chemistry) ...

(Genovul; diacetate ester of

cloxestradiol Cloxestradiol (), also known as 17-(2,2,2-trichloroethoxy)estradiol, is a synthetic, steroidal estrogen which was never marketed. It is an analogue of estradiol with a 2,2,2-trichloroethoxy substitution. The ''O'',''O''-diacetate derivative, c ...

, or estradiol 17β-chloral hemiacetal ether) *

Estradiol benzoate butyrate Estradiol benzoate butyrate (EBB), sold under the brand names Neolutin N, Redimen, Soluna, and Unijab and formerly known under the developmental code name Unimens, is an estrogen medication which is used in hormonal birth control for women. It ...

(Redimen, Soluna, Unijab, Unimens) *

Estradiol butyrylacetate Estradiol butyrylacetate (EBA), sold under the brand names Follikosid and Klimanosid-R Depot (with testosterone ketolaurate and reserpine), is an estrogen medication which is no longer marketed. It is an estrogen ester, specifically, an ester of ...

(Follikoside) *

Estradiol dibutyrate Estradiol dibutyrate (EDBu), or estradiol dibutanoate, is an estrogen medication and an estrogen ester – specifically, a diester of estradiol – which is no longer used. It was a component of Triormon Depositum, a combination formulation of es ...

(Triormon Depositum) *

Estradiol dienantate Estradiol dienanthate (EDE), sold under the brand names Climacteron among others, is a long-acting estrogen medication which was previously used in menopausal hormone therapy for women and to suppress lactation in women. It was formulated in com ...

(Climacteron, Lactimex, Lactostat) *

Estradiol diundecylate Estradiol diundecylate (brand name Estrolent), or estradiol diundecanoate, also known as 17β-estradiol 3,17β-diundecylate, is an estrogen and an estrogen ester – specifically, the 3,17β-di undecylate ester of estradiol – which has been ma ...

(Estrolent; Trioestrine Retard) *

Estradiol diundecylenate Estradiol diundecylenate (brand name Etrosteron), or estradiol diundecenoate, also known as 17β-estradiol 3,17β-diundec-10-enoate, is a semisynthetic steroidal estrogen and an estrogen ester – specifically, the 3,17β-diundecylenate ester of ...

(Etrosteron) *

Estradiol furoate Estradiol furoate (EF), or estradiol 17β-furoate, sold under the brand name Di-Folliculine, is an estrogen medication and estrogen ester which is no longer marketed. It is the C17β furoate ester of estradiol. Estradiol benzoate has also ...

(Di-Folliculine) * Estradiol hemisuccinate (Eutocol; Hosterona) *

Estradiol hexahydrobenzoate Estradiol hexahydrobenzoate (EHHB), sold under a number of brand names including Benzo-Ginoestril A.P., BenzoGynoestryl Retard, Ginestryl-15-Depot, Menodin, and Tardoginestryl, is an estrogen medication which was previously used for indication ...

(Benzo-Ginoestril A.P., BenzoGynoestryl Retard, Ginestryl-15-Depot, Menodin, Tardoginestryl) * Estradiol palmitate (Esmopal) *

Estradiol phenylpropionate Estradiol phenylpropionate (EPP), also known as estradiol 17β-phenylpropionate and sold under the brand name Menformon Prolongatum, is an estrogen which is no longer marketed. It is an estrogen ester, specifically the C17β phenylpropionate ...

(Dimenformon Prolongatum; Estandron Prolongatum, Lynandron Prolongatum, Mixogen) *

Estradiol pivalate Estradiol pivalate, also known as estradiol trimethyl acetate (E2-TMA) and sold under the brand name Estrotate, is an estrogen medication and an estrogen ester; specifically, a pivalic acid (trimethylacetic acid) ester of estradiol. Literat ...

(Estrotate; Estrotate with Progesterone) * Estradiol propionate (estradiol 17β-propionate) (Acrofollin, Akrofollin, Follhormon) *

Estradiol propoxyphenylpropionate Estradiol propoxyphenylpropionate (EPPP), sold under the brand name Durovex, is an estrogen medication and estrogen ester which is no longer marketed. It is the C17β propoxyphenylpropionate (propoxyhydrocinnamate) ester of estradiol. It is ...

(Durovex) *

Estradiol stearate Estradiol stearate (E2-17-St), also known as estradiol octadecanoate and sold under the brand name Depofollan, is a naturally occurring estrogen and an estrogen ester – specifically, the C17β stearate ester of estradiol. It occurs in the body ...

(Depofollan) *

Estradiol sulfate Estradiol sulfate (E2S), or 17β-estradiol 3-sulfate, is a natural, endogenous steroid and an estrogen ester. E2S itself is biologically inactive, but it can be converted by steroid sulfatase (also called estrogen sulfatase) into estradiol, which ...

(a minor constituent of

conjugated estrogens Conjugated estrogens (CEs), or conjugated equine estrogens (CEEs), sold under the brand name Premarin among others, is an estrogen medication which is used in menopausal hormone therapy and for various other indications. It is a mixture of th ...

(Premarin)) The following

nitrogen mustard Nitrogen mustards are cytotoxic organic compounds with the chloroethylamine (Cl(CH2)2NR2) functional group. Although originally produced as chemical warfare agents, they were the first chemotherapeutic agents for treatment of cancer. Nitrogen ...

ester of estradiol is a

cytostatic antineoplastic agent Chemotherapy (often abbreviated to chemo and sometimes CTX or CTx) is a type of cancer treatment that uses one or more anti-cancer drugs (chemotherapeutic agents or alkylating agents) as part of a standardized chemotherapy regimen. Chemotherap ...

and has been marketed: *

Estramustine phosphate Estramustine phosphate (EMP), also known as estradiol normustine phosphate and sold under the brand names Emcyt and Estracyt, is a dual estrogen and chemotherapy medication which is used in the treatment of prostate cancer in men. It is taken ...

(Emcyt, Estracyt; estradiol 3-normustine 17β-phosphate)

Never marketed

A number of other estradiol esters which have not been marketed include: *

Estradiol 3-furoate Estradiol (E2), also spelled oestradiol, is an estrogen steroid hormone and the major female sex hormone. It is involved in the regulation of the estrous and menstrual female reproductive cycles. Estradiol is responsible for the development of ...

* Estradiol 3-propionate (''not to be confused with estradiol monopropionate (estradiol 17β-propionate)'') * Estradiol 17β-(1-(4-(aminosulfonyl)benzoyl)--proline) (EC508)Nickisch, K., Santhamma, B., Ahmed, G., Meece, F., Elger, W., Wyrwa, R., & Nair, H. (2017). ''U.S. Patent No. 9,745,338.'' Washington, DC: U.S. Patent and Trademark Office. https://patents.google.com/patent/US9745338B2/en * Estradiol acetate benzoate *

Estradiol 17β-acetate Estradiol 17β-acetate is an estrogen and an estrogen ester—specifically, the C17β acetate ester of estradiol—which was never marketed. It is the C17β positional isomer of the better-known and clinically used estradiol ester estradio ...

* Estradiol 17β-benzoate *

Estradiol acetylsalicylate Estradiol acetylsalicylate, or estradiol 3-acetylsalicylate, is a synthetic Synthetic things are composed of multiple parts, often with the implication that they are artificial. In particular, 'synthetic' may refer to: Science * Synthetic che ...

(estradiol 3-acetylsalicylate) * Estradiol anthranilate (estradiol 3-anthranilate) * Estradiol arachidonate * Estradiol benzoate cyclooctenyl ether (estradiol 3-benzoate 17β-cyclooctenyl ether; EBCO) *

Estradiol caprylate Estradiol (E2), also spelled oestradiol, is an estrogen steroid hormone and the major female sex hormone. It is involved in the regulation of the estrous and menstrual female reproductive cycles. Estradiol is responsible for the development ...

(estradiol octanoate) *

Estradiol cyclooctyl acetate Estradiol cyclooctyl acetate (E2COA), or estradiol 17β-cyclooctylacetate, also known as estra-1,3,5(10)-triene-3,17β-diol 17β-cyclooctylacetate, is an estrogen medication and an estrogen ester – specifically, the 17β- cyclooctylacetate ...

(E2CoA) * Estradiol decanoate (estradiol 17β-decanoate) *

Estradiol diacetate Estradiol diacetate (EDA), or estradiol 3,17β-diacetate, is an estrogen and an estrogen ester—specifically, the C3 and C17β diacetate ester of estradiol—which was never marketed. It is related to the estradiol monoesters estradiol ace ...

Estradiol dibenzoate Estradiol dibenzoate (EDB), also known as estradiol 3,17β-dibenzoate, is an estrogen ester which was developed in the 1930s and was never marketed. It is the C3 and C17β benzoate diester of estradiol. Estradiol dibenzoate has a longer durati ...

Estradiol dicypionate Estradiol dicypionate (EDC), also known as estradiol 3,17β-dicypionate, is an estrogen ester which was never marketed. It is the C3 and C17β cypionate (cyclopentylpropionate) ester, diester of estradiol (medication), estradiol. See also * List ...

Estradiol dioleate Estradiol (E2), also spelled oestradiol, is an estrogen steroid hormone and the major female sex hormone. It is involved in the regulation of the estrous and menstrual female reproductive cycles. Estradiol is responsible for the development of ...

* Estradiol dipalmitate *

Estradiol distearate Estradiol distearate (EDS), also known as estradiol dioctadecanoate, is an estrogen and an estrogen ester which was never marketed. It is a long-acting prodrug of estradiol in the body. See also * Estradiol dienantate Estradiol dienan ...

* Estradiol disulfate *

Estradiol glucuronide Estradiol glucuronide, or estradiol 17β-D-glucuronide, is a conjugated metabolite of estradiol. It is formed from estradiol in the liver by UDP-glucuronyltransferase via attachment of glucuronic acid and is eventually excreted in the urine by ...

Estradiol sulfate glucuronide Estradiol (E2), also spelled oestradiol, is an estrogen steroid hormone and the major female sex hormone. It is involved in the regulation of the estrous and menstrual female reproductive cycles. Estradiol is responsible for the development ...

Estradiol linoleate Estradiol (E2), also spelled oestradiol, is an estrogen steroid hormone and the major female sex hormone. It is involved in the regulation of the estrous and menstrual female reproductive cycles. Estradiol is responsible for the development ...

Estradiol oleate Estradiol (E2), also spelled oestradiol, is an estrogen steroid hormone and the major female sex hormone. It is involved in the regulation of the estrous and menstrual female reproductive cycles. Estradiol is responsible for the development of ...

* Estradiol phosphate *

Estradiol salicylate Estradiol salicylate, or estradiol 3-salicylate, is a synthetic estrogen and estrogen ester – specifically, the C3 salicylic acid ester of estradiol – which was described in the late 1980s and was never marketed. It is a metabolite of est ...

(estradiol 3-salicylate) *

Estradiol sulfamate Estradiol sulfamate (E2MATE; developmental code names J995, PGL-2, PGL-2001, ZK-190628, others), or estradiol-3-''O''-sulfamate, is a steroid sulfatase (STS) inhibitor which is under development for the treatment of endometriosis. It is the C3 s ...

(E2MATE; J995, PGL-2, PGL-2001, ZK-190628; estradiol-3-O-sulfamate) *

Estradiol undecylenate Estradiol undecylenate (EUe; developmental code name SH-368) is an estrogen medication and estrogen ester which was never marketed. It is the C17β undecenoate (undecylenate) ester of estradiol. Following an intramuscular injection Int ...

(SH-368) * Estrapronicate (estradiol 3-propionate 17β-nicotinate; Trophobolene, Trophoboline) * Orestrate (estradiol 3-propionate 17β-(1-cyclohexenyl) ether) The following cytostatic antineoplastic nitrogen mustard esters of estradiol have not been marketed: *

Alestramustine Alestramustine (), also known as estradiol 3-(''bis''(2-chloroethyl)carbamate) 17β-(L-alaninate), is a cytostatic antineoplastic agent which was never marketed. It is the L-alanine ester of estramustine, which is a combination of the nitrogen ...

(estradiol 3-(bis(2-chloroethyl)carbamate), 17-ester with L-alanine) * Atrimustine (KM-2210; bestrabucil, busramustine) * Estradiol mustard (NSC-112259; chlorphenacyl estradiol diester) * Estramustine (Leo 275; Ro 21-8837) * Estromustine (Leo 271 f; estrone 17β-3-N-bis(2-chloroethyl)carbamate, estrone–cytostatic complex)

Estrone esters

Marketed

Esters of estrone that have been marketed include: *

Estrone acetate Estrone acetate (brand name Hovigal) is a semisynthetic, steroidal estrogen. It is an estrogen ester, specifically, an ester of estrone. See also * Hydroxyestrone diacetate * Estradiol acetate Estradiol acetate (EA), sold under the brand n ...

(Hovigal) *

Estrone sulfate Estrone sulfate, also known as E1S, E1SO4 and estrone 3-sulfate, is a natural, endogenous steroid and an estrogen ester and conjugate. In addition to its role as a natural hormone, estrone sulfate is used as a medication, for instance in meno ...

(as the primary component of

(Premarin)) **

Estropipate Estropipate, also known as piperazine estrone sulfate and sold under the brand names Harmogen, Improvera, Ogen, Ortho-Est, and Sulestrex among others, is an estrogen medication which is used mainly in menopausal hormone therapy in the treatmen ...

(Ogen, Ortho-Est) (a salt of estrone sulfate and

piperazine Piperazine () is an organic compound that consists of a six-membered ring containing two nitrogen atoms at opposite positions in the ring. Piperazine exists as small alkaline deliquescent crystals with a saline taste. The piperazines are a broad ...

) *

Estrone tetraacetylglucoside Estrone tetraacetylglucoside (brand name Glucovex, Glycovex) is a semisynthetic, steroidal estrogen. It is an estrogen ester, specifically, an ester In chemistry, an ester is a compound derived from an oxoacid (organic or inorganic) in whic ...

(Glucovex, Glycovex)

Never marketed

Other estrone esters which are notable but have not been marketed include: *

Estrone benzoate Estrone benzoate, or estrone 3-benzoate, is a synthetic estrogen and estrogen ester – specifically, the C3 benzoate ester of estrone – which was first reported in 1932 and was never marketed. It led to the development in 1933 of the more ...

* Estrone cyanate *

Estrone enanthate Estrone (E1), also spelled oestrone, is a steroid, a weak estrogen, and a minor female sex hormone. It is one of three major endogenous estrogens, the others being estradiol and estriol. Estrone, as well as the other estrogens, are synthesize ...

* Estrone enanthate benzilic acid hydrazone *

Estrone glucuronide Estrone glucuronide, or estrone-3-D-glucuronide, is a conjugated metabolite of estrone. It is formed from estrone in the liver by UDP-glucuronyltransferase via attachment of glucuronic acid and is eventually excreted in the urine by the kidneys ...

Estrone phosphate Estrone phosphate (E1P), or estrone 3-phosphate, is an estrogen and steroid sulfatase inhibitor which was never marketed. It has similar affinity for steroid sulfatase as estrone sulfate and acts as a competitive inhibitor of the enzyme. In co ...

Estrone propionate Estrone (E1), also spelled oestrone, is a steroid, a weak estrogen, and a minor female sex hormone. It is one of three major endogenous estrogens, the others being estradiol and estriol. Estrone, as well as the other estrogens, are synthesi ...

* Estrone sulfamate (EMATE; J994; estrone-3-O-sulfamate) *

Estrone oleate Oleoyl-estrone (OE), or estrone 3-oleate, is a fatty acid ester of estrone. It is a naturally circulating hormone in animals, including humans. It was studied as a potential weight-loss drug, but failed to show benefit in clinical trials. It w ...

Estriol esters

Marketed

Esters of estriol that have been marketed include: *

Estriol 3-glucuronide Estriol 3-glucuronide, or oestriol 3-glucuronide, also known as estriol 3-β-D-glucosiduronic acid, is a natural, steroidal estrogen and a glucuronic acid (β-D-glucopyranuronic acid) conjugate of estriol. It is found in the urine of women as a ...

(as a component of

conjugated estriol Conjugated estriol, sold under the brand names Progynon and Emmenin, is an estrogen medication which was previously used for estrogen-type indications such as the treatment of menopausal symptoms in women. The term specifically refers to formula ...

(Emmenin, Progynon)) *

Estriol acetate benzoate Estriol acetate benzoate () (brand name Holin-Depot), or oestriol diacetate benzoate (), is an estrogen medication. It is an estrogen ester, specifically, an ester of estriol. See also * List of estrogen esters § Estriol esters References ...

(Holin-Depot) *

Estriol glucuronide Estriol glucuronide (E3G), or oestriol glucuronide, also known as estriol monoglucuronide, as well as estriol 16α-β-D-glucosiduronic acid, is a natural, steroidal estrogen and the glucuronic acid (β-D-glucopyranuronic acid) conjugate of estri ...

(as a component of

(Emmenin, Progynon)) * Estriol succinate (Sinapause, Styptanon, Synapause) ** Estriol sodium succinate (Pausan, Styptanon) *

Estriol sulfate Estriol sulfate, or estriol 3-sulfate, is a conjugated metabolite of estriol that is present in high quantities during pregnancy. It is formed from estriol in the liver and is eventually excreted in the urine by the kidneys. It has much higher wa ...

(as a component of

(Emmenin, Progynon)) *

Estriol sulfate glucuronide Estriol sulfate glucuronide, or estriol 3-sulfate 16α-glucuronide, is an endogenous, naturally occurring diconjugated metabolite of estriol. It is generated in the liver from estriol sulfate by UDP-glucuronyltransferase and is eventually excr ...

(as a component of

(Emmenin, Progynon)) *

Estriol tripropionate Estriol tripropionate (brand name Estriel), or estriol tripropanoate, is an estrogen medication. It is an estrogen ester, specifically, an ester of estriol. See also * List of estrogen esters § Estriol esters References Estriol est ...

(Estriel) *

Polyestriol phosphate Polyestriol phosphate (PE3P, SEP), sold under the brand names Gynäsan, Klimadurin, and Triodurin, is an estrogen medication which was previously used in menopausal hormone therapy (i.e., to treat menopausal symptoms in postmenopausal women) and ...

(Gynäsan, Klimadurin, Triodurin) (an estriol ester in

ic form)

Never marketed

The following ester of estriol was never marketed: *

Estriol dihexanoate Estriol dihexanoate, or estriol 3,17β-dihexanoate, is a synthetic estrogen and estrogen ester – specifically, the C3 and C17β dihexanoate ester of estriol – which was first described in 1963 and was never marketed. Following a single intr ...

Estriol dipropionate Estriol dipropionate, or estriol 3,17β-dipropionate, is a synthetic estrogen and estrogen ester – specifically, the C3 and C17β dipropionate ester of estriol – which was first described in 1963 and was never marketed. Following a single in ...

Estriol phosphate Estriol phosphate (E3P), or estriol 17β-phosphate, also known as estra-1,3,5(10)-triene-3,16α,17β-triol 17β-(dihydrogen phosphate), is an estrogen which was never marketed. It is an estrogen ester, specifically an ester of estriol with phosp ...

(E3P) *

Estriol sulfamate Estriol sulfamate (developmental code name J1034), or estriol 3-''O''-sulfamate, is a synthetic estrogen and estrogen ester which was never marketed.Schwarz, S., Elger, W., Siemann, H. J., Reddersen, G., & Schneider, B. (2000). U.S. Patent No. ...

(E3MATE; J1034; estriol-3-O-sulfamate) *

Estriol triacetate Estriol triacetate is an estrogen medication and an estrogen ester – specifically, the triacetate ester of estriol – which was never marketed. It has been said to be 10 times as physiologically Physiology (; ) is the scientific study of ...

Ethinylestradiol esters

Marketed

The following esters of

ethinylestradiol Ethinylestradiol (EE) is an estrogen medication which is used widely in birth control pills in combination with progestins. In the past, EE was widely used for various indications such as the treatment of menopausal symptoms, gynecological dis ...

exist and have been marketed: *

Ethinylestradiol sulfonate Ethinylestradiol sulfonate (EES), sold under the brand names Deposiston and Turisteron among others, is an estrogen medication which has been used in birth control pills for women and in the treatment of prostate cancer in men. It has also been ...

(Turisteron; ethinylestradiol 3-isopropylsulfonate)

Never marketed

* Ethinylestradiol benzoate – the 3-benzoate ester of

* Ethinylestradiol ''N'',''N''-diethylsulfamate (J271) – the 3-(''N'',''N''-diethyl)sulfamate ester of

* Ethinylestradiol pyrrolidinosulfonate (J272) – the 3-pyrrolidinosulfonate ester of

* Ethinylestradiol sulfamate (J1028) – the 3-sulfamate ester of

Ethinylestradiol sulfate Ethinylestradiol sulfate (EE sulfate), also known as 17α-ethynylestradiol 3-sulfate, is an estrogen ester – specifically, the C3 sulfuric acid (sulfate) ester of the synthetic estrogen ethinylestradiol (EE) – and is the major metabolite o ...

Esters of other steroidal estrogens

Marketed

The following esters of other estrogens exist and have been marketed: *

Hydroxyestrone diacetate Hydroxyestrone diacetate (brand names Colpoginon, Colpormon, Hormobion, Hormocervix) (former developmental code name RD-310), or 16α-hydroxyestrone diacetate, also known as 3,16α-dihydroxyestra-1,3,5(10)-trien-17-one 3,16α-diacetate, is a syn ...

(Colpoginon, Colpormon, Hormobion, Hormocervix) – the 3,16α-diacetate ester of 16α-hydroxyestrone

Ethers of steroidal estrogens

Marketed

A number of estrogen ''

s'' also exist and have been marketed, including: *

Clomestrone Clomestrone (brand names Arterolo, Atheran, Colesterel, Iposclerone, Liprotene, Persclerol, others; former developmental code name SC-8246), also known as 16α-chloroestrone 3-methyl ether, is a synthetic, steroidal, weak estrogen derived from ...

(Arterolo, Atheran, Colesterel, Iposclerone, Liprotene, Persclerol) – the 3-methyl ether of 16α-chloroestrone *

(Genovul) – the ''O'',''O''-diacetate ester of

(estradiol 17β-chloral hemiacetal ether) *

Mestranol Mestranol, sold under the brand names Enovid, Norinyl, and Ortho-Novum among others, is an estrogen medication which has been used in birth control pills, menopausal hormone therapy, and the treatment of menstrual disorders. It is formulated in ...

(Devocin, Ovastol, Tranel) (component of Enovid, Enavid, Ortho-Novin, Femigen, Norbiogest) – the 3-methyl ether of

Moxestrol Moxestrol, sold under the brand name Surestryl, is an estrogen medication which has been used in Europe for the treatment of menopausal symptoms and menstrual disorders. It is taken by mouth. In addition to its use as a medication, moxestrol has ...

(Surestryl) – the 11β-methoxy derivative of

(and hence the 11β-methyl ether of the 11β-hydroxyl derivative of ethinylestradiol) *

Nilestriol Nilestriol () (brand name Wei Ni An; developmental code name LY-49825), also known as nylestriol (, ), is a synthetic estrogen which was patented in 1971 and is marketed in China. It is the 3-cyclopentyl ether of ethinylestriol, and is also know ...

(Wei Ni An) – the 3-cyclopentyl ether of

ethinylestriol Ethinylestriol (EE3), or 17α-ethynylestriol, also known as 17α-ethynylestra-1,3,5(10)-triene-3,16α,17β-triol, is a synthetic estrogen which was never marketed. Nilestriol, the 3-cyclopentyl ether of ethinylestriol, is a prodrug of ethinyle ...

* Promestriene (Colpotrofin, Colpotrophine, Delipoderm) – the 3-propyl and 17β-methyl diether of

Quinestradol Quinestradol (, ) (brand names Colpovis, Colpovister, Pentovis), also known as quinestradiol or quinestriol, as well as estriol 3-cyclopentyl ether (E3CPE), is a synthetic estrogen and estrogen ether which is no longer marketed. It is the 3-cyc ...

(Colpovis, Colpovister, Pentovis) – the 3-cyclopentyl ether of

Quinestrol Quinestrol, also known as ethinylestradiol cyclopentyl ether (EECPE), sold under the brand name Estrovis among others, is an estrogen medication which has been used in menopausal hormone therapy, hormonal birth control, and to treat breast cancer ...

(Agalacto-Quilea, Basaquines, Eston, Estrovis, Estrovister, Plestrovis, Qui-lea) – the 3-cyclopentyl ether of

Never marketed

A few other estrogen ethers which are notable but have not been marketed include: *

Cloxestradiol Cloxestradiol (), also known as 17-(2,2,2-trichloroethoxy)estradiol, is a synthetic, steroidal estrogen which was never marketed. It is an analogue of estradiol with a 2,2,2-trichloroethoxy substitution. The ''O'',''O''-diacetate derivative, c ...

– the 17β-chloral hemiacetal ether of

* Estradiol benzoate cyclooctenyl ether – the 17β-cyclooctenyl ether of

estradiol 3-benzoate Estradiol benzoate (EB), sold under the brand name Progynon-B among others, is an estrogen medication which is used in hormone therapy for menopausal symptoms and low estrogen levels in women, in hormone therapy for transgender women, and in ...

* Estradiol 3-saccharinylmethyl ether – the 3-(saccharinylmethyl) ether of

* Estradiol 3-tetrahydropyranyl ether – the 3-(tetrahydropyran-2-yl) ether of

* Estradiol 17β-tetrahydropyranyl ether – the 17β-(tetrahydropyran-2-yl) ether of

Estrone methyl ether Estrone methyl ether, or estrone 3-methyl ether, is a synthetic estrogen and estrogen ether – specifically, the C3 methyl ether of estrone – which was never marketed. It has been used to synthesize mestranol Mestranol, sold under the ...

– the 3-methyl ether of

Mytatrienediol Mytatrienediol (developmental code name SC-6924; former tentative brand names Manvene, Anvene), also known as 16α-methyl-16β-epiestriol 3-methyl ether or 16β-hydroxy-16α-methylestradiol 3-methyl ether, is a synthetic steroidal estrogen medica ...

– the 3-methyl ether of 16α-methyl-16β-epiestriol * Orestrate – the 17β-(1-cyclohexenyl) ether of estradiol 3-propionate

Esters of nonsteroidal estrogens

Diethylstilbestrol esters

Marketed

Major esters of diethylstilbestrol include: *

Diethylstilbestrol dipropionate Diethylstilbestrol dipropionate (DESDP) (brand names Agostilben, Biokeral, Clinestrol, Cyclen, Estilbin, Estril, Neobenzoestrol, Orestol, Oroestrol, Ostregenin, Prostilbene, Stilbestriol DP, Stilboestrolum Dipropionicum, Stilboestrol, Synestrin, W ...

(Agostilben, Biokeral, Clinestrol, Cyclen, Estilbin, Estril, Neobenzoestrol, Orestol, Oroestrol, Ostregenin, Prostilbene, Stilbestriol DP, Stilboestrolum Dipropionicum, Stilboestrol, Synestrin, Willestrol) *

Fosfestrol Fosfestrol, sold under the brand name Honvan and also known as diethylstilbestrol diphosphate (DESDP), is an estrogen medication which is used in the treatment of prostate cancer in men. It is given by slow intravenous infusion once per day to on ...

(diethylstilbestrol diphosphate) (Honvan, Difostilben, Fosfostilben, Fostrolin, Stilbol, Stilphostrol, Vagestrol) Less commonly used esters of diethylstilbestrol include: * Diethylstilbestrol diacetate (Hormostilboral Stark) * Diethylstilbestrol dilaurate (Acnestrol-Lotion) *

Diethylstilbestrol dipalmitate Diethylstilbestrol dipalmitate (brand names Palmestril, Stilpalmitate), also known as stilpalmitate, is a synthetic, nonsteroidal estrogen of the stilbestrol group and an ester of diethylstilbestrol (DES) that was formerly marketed but is now no ...

(stilpalmitate) (Palmestril, Stilpalmitate) *

Diethylstilbestrol disulfate Diethylstilbestrol disulfate (brand names Hydroestryl, Idroestril; former developmental code name M.G. 137) is a synthetic Synthetic things are composed of multiple parts, often with the implication that they are artificial. In particular, 'synthe ...

(Hydroestryl, Idroestril)

Never marketed

* Diethylstilbestrol sulfate *

Furostilbestrol Furostilbestrol (INN), also known as diethylstilbestrol di(2-furoate) or simply as diesthylstilbestrol difuroate, is a synthetic, nonsteroidal estrogen of the stilbestrol group related to diethylstilbestrol that was never marketed. It is an este ...

(diethylstilbestrol difuroate) * Polydiethylstilbestrol phosphate As well as the following nitrogen mustard ester: *

ICI-85966 ICI-85966 (former tentative brand name Stilbostat), also known as diethylstilbestrol (DES) bis(di(2-chloroethyl)carbamate), is a synthetic, nonsteroidal estrogen and cytostatic antineoplastic agent of the stilbestrol group and a nitrogen mustard ...

(Stilbostat; diethylstilbestrol bis(di(2-chloroethyl)carbamate))

Hexestrol esters

Marketed

Hexestrol diacetate Hexestrol diacetate ( JAN) (brand names Retalon Lingual, Robal, Sintestrol, Sintofolin) is a synthetic, nonsteroidal estrogen of the stilbestrol group related to diethylstilbestrol. It is an ester of hexestrol, and was discovered in 1939. See a ...

(Retalon Lingual, Robal, Sintestrol, Sintofolin) * Hexestrol dicaprylate (dioctanoylhexestrol) (Taston) * Hexestrol diphosphate (Cytostesin, Pharmestrin, Retalon Aquosum) *

Hexestrol dipropionate Hexestrol dipropionate (brand name Hexanoestrol, Retalon Oleosum), or hexestrol dipropanoate, is a synthetic, nonsteroidal estrogen of the stilbestrol group related to diethylstilbestrol. It is an ester of hexestrol, and has been known since at l ...

(Hexanoestrol, Retalon Oleosum) * Hexestrol phosphate (Retalon Aquosum)

Never marketed

The following nitrogen mustard ester of hexestrol was never marketed: *

Phenestrol Phenestrol, or fenestrol, also known as hexestrol bis synthetic, nonsteroidal estrogen and cytostatic antineoplastic agent (i.e., chemotherapy drug) and a chlorine, chlorphenyl group, phenacyl group, acyl nitrogen mustard ester of hexestrol which ...

(fenestrol; hexestrol bis -[bis(2-chloroethyl)aminohenylacetate)

Esters of other nonsteroidal estrogens

Marketed

* Dienestrol diacetate (Faragynol, Gynocyrol) * Methestrol dipropionate (promethestrol dipropionate, dimethylhexestrol dipropionate) (Meprane Dipropionate)

Ethers of nonsteroidal estrogens

Diethylstilbestrol

Marketed

Diethylstilbestrol monobenzyl ether Diethylstilbestrol monobenzyl ether (brand names Monozol, Hypantin, Pituitrope), also known as benzelstilbestrol, is a synthetic, nonsteroidal estrogen of the stilbestrol group and an ether of diethylstilbestrol (DES) that is described as a pitui ...

(benzelstilbestrol) (Monozol, Hypantin, Pituitrope) *

Dimestrol Dimestrol (brand names Depot-Cyren, Depot-Oestromon), also known as dianisylhexene, 4,4'-dimethoxy-α,α'-diethylstilbene, diethylstilbestrol dimethyl ether, and dimethoxydiethylstilbestrol, is a synthetic nonsteroidal estrogen of the stilbest ...

(dianisylhexene, diethylstilbestrol dimethyl ether, dimethoxydiethylstilbestrol) (Depot-Ostromon, Synthila) *

Mestilbol Mestilbol (brand name Monomestro or Monomestrol), also known as diethylstilbestrol monomethyl ether, is a synthetic nonsteroidal estrogen of the stilbestrol group related to diethylstilbestrol. It was developed by Wallace & Tiernan Company, pat ...

(diethylstilbestrol monomethyl ether) (Monomestro or Monomestrol)

References

{{Estrogen receptor modulators Estrogen esters Estrogens Prodrugs