Ethylestrenol

From Wikipedia, the free encyclopedia

Ethylestrenol

Systematic (IUPAC) name
(8R,9S,10R,13S,14S,17S)-17-ethyl-13-methyl- 2,3,6,7,8,9,10,11,12,14,15,16-dodecahydro- 1H-cyclopenta[a]phenanthren-17-ol
Clinical data
AHFS/Drugs.com	International Drug Names
Legal status	?
Identifiers
CAS number	965-90-2^N
ATC code	A14AB02
PubChem	CID 13765
DrugBank	DB01493
ChemSpider	13168^Y
UNII	ADC79EK5Q8^Y
KEGG	D01414^Y
ChEBI	CHEBI:31578
ChEMBL	CHEMBL1200623^N
Chemical data
Formula	C₂₀H₃₂O
Mol. mass	288.467 g/mol
SMILES O[C@]2(CC[C@H]1[C@H]4[C@H](CC[C@@]12C)[C@@H]3\C(=C/CCC3)CC4)CC
InChI InChI=1S/C20H32O/c1-3-20(21)13-11-18-17-9-8-14-6-4-5-7-15(14)16(17)10-12-19(18,20)2/h6,15-18,21H,3-5,7-13H2,1-2H3/t15-,16+,17+,18-,19-,20-/m0/s1^Y Key:AOXRBFRFYPMWLR-XGXHKTLJSA-N^Y
N (what is this?) (verify)

Ethylestrenol (Maxibolin, Orabolin) is an anabolic steroid with some progesterone-like activity, and little androgenic activity. It is a nandrolone derivative and lacks the 3-keto functional group. It was approved in 1964 for testosterone deficiency in male patients.^[1]

References

↑ http://www.accessdata.fda.gov/drugsatfda_docs/nda/97/20791_TESTODEM%20TTS%205MG%20PER%20DAY_MEDR.PDF

Anabolic steroids (A14)

Androstane (carbon 19 present)

Adrenosterone
Androisoxazole
Bolasterone (Myagen)
Bolazine
Boldione
Boldenone undecylenate (Equipoise)
4-Chlordehydromethyltestosterone (Turinabol)
4-Hydroxytestosterone
Calusterone
Clostebol
Danazol
Desoxymethyltestosterone (Madol)
DHT
Drostanolone (Masteron)
Enestebol
Epitiostanol
Fluoxymesterone (Halotestin)
Formebolone
Furazabol (Miotolan)
Hydroxystenozole
Mebolazine
Mesabolone
Mestanolone
Mesterolone (Proviron)
Methandriol
Methandrostenolone (Dianabol)
Metenolone
Methenolone enanthate (Primobolan)
Methasterone (Superdrol)
Methyltestosterone
Methyldiazirinol
Oxandrolone (Anavar)
Oxymetholone (Anadrol)
Oxymesterone
Prostanozol
Quinbolone (Anabolicum Vister)
Roxibolone
Silandrone
Stanozolol (Strombafort
Winstrol)
Stenbolone
Testosterone`s (Sustamed
Sustanon)
1-Testosterone
Thiomesterone

Estrene (carbon 19 absent)

Prohormones

M: DIG

anat (t, g, p)/phys/devp/enzy

noco/cong/tumr, sysi/epon

proc, drug (A2A/2B/3/4/5/6/7/14/16), blte

Androgenics

Receptor

AR (A, B)

Agonists: 1-Androstenediol
1-Testosterone
1,4-Androstenedione
4-Androstenediol
4-Chlordehydromethyltestosterone
4-Hydroxytestosterone
5-Androstenediol
5α-Androst-1-ene-3,17-dione
11-Ketotestosterone
17-((1-Oxoheptyl)oxy)androstan-3-one
17-((1-Oxopentyl)oxy)androstan-3-one
17-(1-Oxopropoxy)androstan-3-one
17β-Hydroxyandrost-2-ene-2-carbonitrile
19-Norandrostenediol
19-Norandrostenedione
19-Norandrosterone
19-Nordehydrotestosterone
Adrenosterone
Androisoxazole
Androstanolone
Bolandiol
Bolasterone
Bolazine
Boldenone
Boldione
Bolenol
Bolmantalate
Calusterone
Clostebol
Cloxotestosterone
Danazol
Desogestrel
Desoxymethyltestosterone
DHT
Drostanolone
Enestebol
Epitiostanol
Ethisterone
Ethyldienolone
Ethylestrenol
Fluoxymesterone
Formebolone
Furazabol
Hexabolan
Hydroxystenozole
Levonorgestrel
Mebolazine
Medroxyprogesterone acetate
Mepitiostane
Mesabolone
Mestanolone
Mesterolone
Metandienone/Methandrostenolone
Metenolone
Metenolone acetate
Metenolone enanthate
Methandriol
Methandriol propionate
Methasterone
Methylestrenolone
Methyltestosterone
Metribolone
Mibolerone
Nandrolone
Nandrolone caproate
Nandrolone cypionate
Nandrolone cyclohexane carboxylate
Nandrolone cyclohexylpropionate
Nandrolone cyclotate
Nandrolone decanoate
Nandrolone furylpropionate
Nandrolone hexyloxyphenylpropionate
Nandrolone hydrogen succinate
Nandrolone laurate
Nandrolone phenylpropionate
Nandrolone propionate
Nandrolone undecyclate
Norboletone
Norclostebol
Norethandrolone
Norethisterone
Norgestrel
Oxabolone
Oxabolone cypionate
Oxandrolone
Oxendolone
Oxymesterone
Oxymetholone
Penmesterol
Propetandrol
Quinbolone
Quingestanol acetate
Roxibolone
Silandrone
Stanozolol
Stenbolone
Stenbolone acetate
Testolactone
Testosterone
Testosterone enanthate
Testosterone ketolaurate
Testosterone nicotinate
Testosterone propionate
Testosterone undecanoate
THG
Thiomesterone
Tibolone
Tiomesterone
Trenbolone
Trenbolone acetate
Trestolone

Note: Anabolic steroids, including those that are only weakly virilizing (or even anti-virilizing (e.g., oxandrolone)), are included here (since their anabolic effects are nonetheless mediated via activation of the androgen receptor).

Enzyme
(inhibitors)

20,22-Desmolase	22-ABC 3,3′-Dimethoxybenzidine 3-Methoxybenzidine Aminoglutethimide Cyanoketone Danazol Etomidate Mitotane Trilostane

17α-Hydroxylase, 17,20-Lyase	22-ABC 22-Oxime Abiraterone Bifonazole Clotrimazole Cyanoketone Cyproterone acetate Danazol Econazole Galeterone Gestrinone Isoconazole Ketoconazole L-39 Levonorgestrel Liarozole LY-207,320 MDL-27,302 Miconazole Mifepristone Orteronel Pioglitazone Rosiglitazone Spironolactone Stanozolol SU-10,603 TGF-β Tioconazole Troglitazone VN/87-1 YM116

3β-HSD (I, II)	4-MA Azastene Cyanoketone Danazol Epostane Genistein Gestrinone Levonorgestrel Metyrapone Oxymetholone Pioglitazone Rosiglitazone Trilostane Troglitazone

17β-HSD (I-XIV)	Danazol Simvastatin

5α-Reductase (I, II)	22-Oxime Alfatradiol Azelaic acid β-Sitosterol Bexlosteride Dutasteride Epitestosterone Epristeride Finasteride gamma-Linolenic acid Ganoderic acid Izonsteride L-39 Lapisteride Polyunsaturated fatty acids (α-linolenic acid, linoleic acid, γ-linolenic acid, oleic acid) saw palmetto Turosteride Vitamin B6 Zinc

Aromatase	1,4,6-Androstatriene-3,17-dione 4-Androstene-3,6,17-trione 4-Cyclohexylaniline 4-Hydroxytestosterone 5α-DHNET Abyssinone II Aminoglutethimide Anastrozole Ascorbic acid (Vitamin C) Atamestane Bifonazole CGP-45,688 CGS-47,645 Clotrimazole DHT Difeconazole Econazole Exemestane Fadrozole Fenarimol Finrozole Formestane Imazalil Isoconazole Ketoconazole Letrozole Liarozole MEN-11066 Miconazole Minamestane Nimorazole NKS01 ORG-33,201 Penconazole Plomestane Prochloraz Propioconazole Pyridoglutethimide Rogletimide Rotenone Talarozole Testolactone Tioconazole Triadimefon Triadimenol Troglitazone Vorozole YM511 Zinc Note: 21-Hydroxylase inhibitors may also affect androgen levels as they prevent metabolism of androgen steroid precursors.

Other

Endogenous	Androgens: Dihydrotestosterone Testosterone Antiandrogens: Epitestosterone Precursors: Cholesterol 22R-Hydroxycholesterol 20α,22R-Dihydroxycholesterol Pregnenolone 17-Hydroxypregnenolone Progesterone 17-Hydroxyprogesterone Cortodoxone/Deoxycortisol DHEA DHEA sulfate Androstenediol Androstenedione

Indirect	Estrogens/Antiestrogens (see here) GnRH agonists/antagonists (see here) Gonadotropins/Antigonadotropins (see here) Plasma proteins (SHBG, ABP, Albumin) Progestogens/Antiprogestins (see here) Prolactin

Procedures	Adrenalectomy Hypophysectomy Oophorectomy Orchiectomy

This article is issued from Wikipedia. The text is available under the Creative Commons Attribution/Share Alike; additional terms may apply for the media files.