Estradiol, the prototypical estrogen.
Steroid ring system.
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 | 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
| 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
| Compound | Chemical name | Structure | Marketed |
|---|---|---|---|
| Equilin | Δ7-Estrone |  |
✓ |
| Equilenin | Δ6,8-Estrone |  |
✓ |
| 17α-Dihydroequilin | Δ7-17α-Estradiol |  |
✓ |
| 17β-Dihydroequilin | Δ7-17β-Estradiol |  |
✓ |
| 17α-Dihydroequilenin | Δ6,8-17α-Estradiol |  |
✓ |
| 17β-Dihydroequilenin | Δ6,8-17β-Estradiol |  |
✓ |
| 8,9-Dehydroestrone | Δ8-Estrone |  |
✓ |
| 8,9-Dehydroestradiol | Δ8-17β-Estradiol |  |
✓ |
| Hippulin | Δ8-14-Isoestrone |  |
✓ |
See also
Notes
? = Chemical names that are unverified.
References
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