Androstenediol dipropionate Bisexovis, Bisexovister, Ginandrin, Stenandiol 5-Androstenediol 3β,17β-dipropionate; Androst-5-ene-3β,17β-diol 3β,17β-dipropionate Intramuscular injection Androgen ; Anabolic steroid ; Androgen ester [(3S ,8R ,9S ,10R ,13S ,14S ,17S )-10,13-Dimethyl-17-propanoyloxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H -cyclopenta[a ]phenanthren-3-yl] propanoate
100.017.222 C 25 H 38 O 4 402.575 g·mol−1 InChI=1S/C25H38O4/c1-5-22(26)28-17-11-13-24(3)16(15-17)7-8-18-19-9-10-21(29-23(27)6-2)25(19,4)14-12-20(18)24/h7,17-21H,5-6,8-15H2,1-4H3/t17-,18-,19-,20-,21-,24-,25-/m0/s1
Key:ZDDFOEZPFDWEQS-YMKPZFJOSA-N
Androstenediol dipropionate (brand names Bisexovis , Bisexovister , Ginandrin , Stenandiol ), or 5-androstenediol 3β,17β-dipropionate , also known as androst-5-ene-3β,17β-diol 3β,17β-dipropionate , is a synthetic anabolic–androgenic steroid and an androgen ester – specifically, the dipropionate diester of 5-androstenediol (androst-5-ene-3β,17β-diol) – which has been marketed in Europe , including in Spain , Italy , and Austria .[1] [2] [3] [4] [5]
See also [ edit ] References [ edit ]
Testosterone derivatives: Androstenediol dipropionateBoldenone undecylenate Clostebol Clostebol acetate Clostebol caproate Clostebol propionate Cloxotestosterone acetate Prasterone (dehydroepiandrosterone, DHEA) Prasterone enanthate (DHEA enanthate) Prasterone sulfate (DHEA sulfate) Quinbolone Testosterone# Testosterone esters (e.g., testosterone cypionate, testosterone enanthate, testosterone propionate, testosterone undecanoate, testosterone ester mixtures (Deposterona, Omnadren, Sustanon, Testoviron Depot)) Dihydrotestosterone derivatives: Androstanolone (stanolone, dihydrotestosterone, DHT)Androstanolone esters Bolazine capronate Drostanolone propionate (dromostanolone propionate) Epitiostanol Mepitiostane Mesterolone Metenolone acetate (methenolone acetate) Metenolone enanthate (methenolone enanthate) Stenbolone acetate 19-Nortestosterone derivatives: Bolandiol dipropionateNandrolone esters (e.g., nandrolone decanoate, nandrolone phenylpropionate) Norclostebol Norclostebol acetate Oxabolone cipionate (oxabolone cypionate) Trenbolone acetate Trenbolone hexahydrobenzylcarbonate (trenbolone cyclohexylmethylcarbonate) 17α-Alkylated testosterone derivatives: BolasteroneCalusterone Chlorodehydromethyltestosterone (CDMT) Fluoxymesterone Formebolone Metandienone (methandienone, methandrostenolone) Methandriol (methylandrostenediol) Methandriol bisenanthoyl acetate Methandriol dipropionate Methandriol propionate Methyltestosterone Methyltestosterone 3-hexyl ether Oxymesterone Penmesterol Tiomesterone (thiomesterone) 17α-Alkylated dihydrotestosterone derivatives: AndroisoxazoleFurazabol Mebolazine (dimethazine) Mestanolone Oxandrolone Oxymetholone Stanozolol 17α-Alkylated 19-nortestosterone derivatives: EthylestrenolMibolerone Norethandrolone Normethandrone (methylestrenolone, normethisterone) Propetandrol (propethandrol) 17α-Vinyltestosterone derivatives: Norvinisterone (vinylnortestosterone)17α-Ethynyltestosterone derivatives: DanazolGestrinone Progestins (e.g., ethisterone (ethynyltestosterone), levonorgestrel, norgestrel, norethisterone (norethindrone), lynestrenol, norgestrienone) Tibolone Progesterone derivatives: Medroxyprogesterone acetateAntiestrogens (e.g., tamoxifen, clomifene) GnRH agonists (e.g., GnRH (gonadorelin), leuprorelin) Gonadotropins (e.g., LH, hCG)
Steroidal: Abiraterone acetateCanrenone Chlormadinone acetate Cyproterone acetate Delmadinone acetate Dienogest Drospirenone Medrogestone Megestrol acetate Nomegestrol acetate Osaterone acetate Oxendolone Potassium canrenoate Spironolactone Nonsteroidal: ApalutamideBicalutamide Cimetidine Darolutamide Enzalutamide Flutamide Ketoconazole Nilutamide Seviteronel† Topilutamide (fluridil)
Alfatradiol Dutasteride Epristeride Finasteride Saw palmetto extract Abiraterone acetate Aminoglutethimide Bifluranol Cyproterone acetate Flutamide Ketoconazole Nilutamide Seviteronel† Spironolactone
D2 receptor antagonists (prolactin releasers) (e.g., domperidone, metoclopramide, risperidone, haloperidol, chlorpromazine, sulpiride) Estrogens (e.g., bifluranol, diethylstilbestrol, estradiol, estradiol esters, ethinylestradiol, ethinylestradiol sulfonate, paroxypropione) GnRH agonists (e.g., leuprorelin) GnRH antagonists (e.g., cetrorelix) Progestogens (incl., chlormadinone acetate, cyproterone acetate, hydroxyprogesterone caproate, gestonorone caproate, medroxyprogesterone acetate, megestrol acetate) Androstenedione immunogens: Androvax (androstenedione albumin)Ovandrotone albumin (Fecundin)
# WHO-EM‡ Withdrawn from marketClinical trials:† Phase III§ Never to phase III See also Androgen receptor modulators Estrogens and antiestrogens Progestogens and antiprogestogens List of androgens/anabolic steroids
Testosterone derivatives: 4-Androstenediol4-Dehydroepiandrosterone (4-DHEA) 4-Hydroxytestosterone 4,17α-Dimethyltestosterone 5-Androstenedione 11-Ketotestosterone 11β-Hydroxyandrostenedione Adrenosterone (11-ketoandrostenedione, 11-oxoandrostenedione) Androstenediol (5-androstenediol)Androstenediol 3β-acetate Androstenediol 17β-acetate Androstenediol diacetate Androstenediol dipropionate Androstenedione (4-androstenedione) Atamestane Boldenone Boldione (1,4-androstadienedione) ClostebolClostebol acetate Clostebol caproate Clostebol propionate CloxotestosteroneCloxotestosterone acetate Dehydroandrosterone DHEA (androstenolone, prasterone; 5-DHEA)DHEA enanthate (prasterone enanthate) DHEA sulfate Exemestane Formestane Plomestane Quinbolone Silandrone Testosterone# (+dutasteride)Testosterone esters Polytestosterone phloretin phosphate 5α-Dihydrotestosterone derivatives: 1-Androstenediol1-Androstenedione 1-Androsterone (1-andro, 1-DHEA) 1-Testosterone 3α-Androstanediol 5α-Androst-2-en-17-one 7β-Hydroxyepiandrosterone 11-Ketodihydrotestosterone Androsterone Bolazine Dihydroethyltestosterone Dihydrofluoxymesterone Dihydromethylandrostenediol Dihydrotestosterone (DHT) (androstanolone, stanolone)Dihydrotestosterone esters Drostanolone Epiandrosterone Epitiostanol Mepitiostane Mesabolone Mesterolone Methyldiazinol Nisterime Prostanozol Stenbolone Testifenon (testiphenon, testiphenone) 19-Nortestosterone derivatives: 7α-Methyl-19-norandrostenedione (MENT dione, trestione)11β-Methyl-19-nortestosterone11β-Methyl-19-nortestosterone dodecylcarbonate 19-Nor-5-androstenediol 19-Nor-5-androstenedione 19-Nordehydroepiandrosterone Bolandiol Bolandione (19-nor-4-androstenedione) Bolmantalate (nandrolone adamantoate) Dienedione Dienolone DimethandroloneDimethandrolone buciclate Dimethandrolone dodecylcarbonate Dimethandrolone undecanoate LS-1727 (nandrolone 17β-N-(2-chloroethyl)-N-nitrosocarbamate) Methoxydienone (methoxygonadiene) Nandrolone Norclostebol Normethandrone (methylestrenolone, normethisterone) OxaboloneOxabolone cipionate (oxabolone cypionate) TrenboloneTrenbolone acetate Trenbolone enanthate Trenbolone hexahydrobenzylcarbonate Trenbolone undecanoate Trendione Trestolone (MENT)Trestolone acetate Trestolone enanthate 5α-Dihydro-19-nortestosterone derivatives: 5α-Dihydronandrolone5α-Dihydrotrestolone 19-Norandrosterone 17α-Alkylated testosterone derivatives: BolasteroneCalusterone Chlorodehydromethylandrostenediol (CDMA) Chlorodehydromethyltestosterone (CDMT) Chloromethylandrostenediol (CMA) Enestebol Ethyltestosterone Fluoxymesterone Formebolone Hydroxystenozole Metandienone (methandrostenolone) Methandriol (methylandrostenediol)Methandriol bisenanthoyl acetate Methandriol diacetate Methandriol dipropionate Methandriol propionate Methylclostebol (chloromethyltestosterone) Methyltestosterone (+esterified estrogens)Methyltestosterone 3-hexyl ether Oxymesterone Penmesterol Tiomesterone 17α-Alkylated 5α-dihydrotestosterone derivatives: AndroisoxazoleDesoxymethyltestosterone Furazabol Mebolazine (dimethazine) Mestanolone MetenoloneMetenolone acetate Metenolone enanthate Methasterone Methyl-1-testosterone Methylepitiostanol Methylstenbolone Oxandrolone Oxymetholone Stanozolol 17α-Alkylated 19-nortestosterone derivatives: BolenolDimethyldienolone Dimethyltrienolone Ethyldienolone Ethylestrenol Methyldienolone Methylhydroxynandrolone (MOHN, MHN) Metribolone Mibolerone Norboletone Norethandrolone Propetandrol RU-2309 Tetrahydrogestrinone 17α-Alkylated 5α-dihydro-19-nortestosterone derivatives: 5α-Dihydronorethandrolone5α-Dihydronormethandrone 17α-Vinyltestosterone derivatives: Norvinisterone (vinylnortestosterone)17α-Vinyl-19-nortestosterone derivatives: Vinyltestosterone17α-Ethynyltestosterone derivatives: DanazolEthinylandrostenediol Ethisterone (ethynyltestosterone) 5α-Dihydro-17α-ethynyltestosterone derivatives: 17α-Ethynyl-3α-androstanediol17α-Ethynyl-3β-androstanediol Dihydroethisterone 17α-Ethynyl-19-nortestosterone derivatives: Δ4-TiboloneDesogestrel Etonogestrel Etynodiol Gestodene Gestrinone Levonorgestrel Levonorgestrel esters (e.g., levonorgestrel butanoate) LynestrenolLynestrenol phenylpropionate Norethisterone Norethisterone esters (e.g., norethisterone acetate, norethisterone enanthate) Norgestrel Norgestrienone Quingestanol Tibolone 5α-Dihydro-17α-ethynyl-19-nortestosterone derivatives: 5α-Dihydrolevonorgestrel5α-Dihydronorethisterone Progesterone derivatives: 6α-MethylprogesteroneMedroxyprogesterone acetate Megestrol acetate Others/unsorted: 3-Keto-5α-abiraterone5α-Androstane Alternariol Cl-4AS-1 Drupanol Trilostane ZM-182345 Nonsteroidal: 198RL26ACP-105 AC-262536 Acetothiolutamide Andarine (acetamidoxolutamide, androxolutamide, GTx-007, S-4) BMS-564929 DTIB Enobosarm (ostarine, MK-2866, GTx-024, S-22) FTBU-1 GSK2881078 GSK-4336A GSK-8698 LG-121071 (LGD-121071) LGD-2226 LGD-2941 (LGD-122941) LGD-3303 LGD-4033 LY-2452473 JNJ-26146900 JNJ-28330835 JNJ-37654032 ORM-11984 R-1 RAD140 RU-59063 S-1 S-23 S-40503 S-101479 Triclosan Steroidal: EM-9017MK-0773 TFM-4AS-1 YK-11
Cations (incl. aluminum, calcium, gadolinium, magnesium, strontium, zinc) Dehydroandrosterone Dihydrotestosterone Estradiol L-α-Amino acids (incl. L-arginine, L-lysine, L-ornithine) Osteocalcin SHBG Testosterone
See also Receptor/signaling modulators Androgens and antiandrogens Estrogen receptor modulators Progesterone receptor modulators List of androgens/anabolic steroids