From Wikipedia, the free encyclopedia
Chemical compound
Dienolone
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Other names | RU-3118; Nordienolone |
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ATC code | |
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(8S,13S,14S,17S)-17-hydroxy-13-methyl-2,6,7,8,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-one
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CAS Number | |
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PubChem
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ChemSpider | |
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UNII | |
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ChEMBL | |
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CompTox Dashboard (
EPA) | |
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ECHA InfoCard |
100.125.823
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Formula | C18H24O2 |
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Molar mass | 272.388 g·mol−1 |
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3D model (
JSmol) | |
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CC12CCC3=C4CCC(=O)C=C4CCC3C1CCC2O
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InChI=1S/C18H24O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h10,15-17,20H,2-9H2,1H3/t15-,16+,17+,18+/m1/s1 Key:PUQSDJZESAQGQS-OWSLCNJRSA-N
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Dienolone (developmental code name RU-3118; online product names Trenazone,
[1] Dienazone), or nordienolone, also known as 19-nor-δ9(10)-testosterone, δ9(10)-nandrolone, or estra-4,9(10)-dien-17β-ol-3-one, is a
synthetic
anabolic-androgenic steroid (AAS) of the
19-nortestosterone group that was never marketed.
[2] It has been found to possess slightly lower
affinity for the
androgen receptor (AR) and
progesterone receptor (PR) relative to
nandrolone in
rat and
rabbit
tissue
bioassays, whereas trenbolone was found to possess the same affinity for the AR as dienolone but several-fold increased affinity for the PR.
[3]
Dienedione (the 17-keto
analogue of dienolone, also known as 19-nor-4,9-androstadienedione) is thought to be a
prohormone of dienolone,
[4] while
methyldienolone and
ethyldienolone are
orally active
17α-alkylated AAS derivatives of dienolone.
[5]
[6] In contrast,
dienogest, the 17α-
cyanomethyl derivative of dienolone, is a potent
progestogen and
antiandrogen.
[7]
See also
References
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^ Waller CC, McLeod MD (December 2014). "A simple method for the small scale synthesis and solid-phase extraction purification of steroid sulfates". Steroids. 92: 74–80.
doi:
10.1016/j.steroids.2014.09.006.
hdl:
1885/15429.
PMID
25286236.
S2CID
11504510.
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^
https://isomerdesign.com/Cdsa/HC/StatusDecisions/A-2013-00235%20-%20PDFs/C-Dienolone-2011-08-12.pdf [
bare URL PDF]
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^ Ojasoo T, Delettré J, Mornon JP, Turpin-VanDycke C, Raynaud JP (1987). "Towards the mapping of the progesterone and androgen receptors". Journal of Steroid Biochemistry. 27 (1–3): 255–269.
doi:
10.1016/0022-4731(87)90317-7.
PMID
3695484.
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^
"2009 - Final Rule: Classification of Three Steroids as Schedule III Anabolic Steroids Under the Controlled Substances Act".
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^ Thevis M, Schanzer W (18 December 2009).
"Synthetic Anabolic Agents: Steroids and Nonsteroidal Selective Androgen Receptor Modulators". In Thieme D, Hemmersbach P (eds.). Doping in Sports. Springer Science & Business Media. pp. 103, 157, 162–164.
ISBN
978-3-540-79088-4.
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^ Potts GO, Arnold A, Beyler AL (6 December 2012).
"Dissociation of the androgenic and other hormonal activities from the protein anabolic effects of steroids". In Kochakian CD (ed.). Anabolic-Androgenic Steroids. Springer Science & Business Media. pp. 380–381.
doi:
10.1007/978-3-642-66353-6_11.
ISBN
978-3-642-66353-6.
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^ Foster RH, Wilde MI (November 1998). "Dienogest". Drugs. 56 (5): 825–33, discussion 834–5.
doi:
10.2165/00003495-199856050-00007.
PMID
9829156.
S2CID
262326901.
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ARTooltip Androgen receptor | Agonists | |
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SARMsTooltip Selective androgen receptor modulator | |
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Antagonists | |
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GPRC6A | |
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PRTooltip Progesterone receptor | Agonists |
- Testosterone derivatives: Progestins:
6,6-Difluoronorethisterone
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6,6-Difluoronorethisterone acetate
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17α-Allyl-19-nortestosterone
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Allylestrenol
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Altrenogest
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Chloroethynylnorgestrel
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Cingestol
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Danazol
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Desogestrel
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Dienogest
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Ethinylandrostenediol
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Ethisterone
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Ethynerone
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Etonogestrel
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Etynodiol
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Etynodiol diacetate
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Gestodene
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Gestrinone
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Levonorgestrel
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Levonorgestrel esters (e.g.,
levonorgestrel butanoate)
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Lynestrenol
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Lynestrenol phenylpropionate
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Metynodiol
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Metynodiol diacetate
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Norelgestromin
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Norethisterone (norethindrone)
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Norethisterone esters (e.g.,
norethisterone acetate,
norethisterone enanthate)
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Noretynodrel
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Norgesterone
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Norgestimate
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Norgestrel
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Norgestrienone
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Norvinisterone
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Oxendolone
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Quingestanol
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Quingestanol acetate
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Tibolone
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Tigestol
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Tosagestin; Anabolic–androgenic steroids:
11β-Methyl-19-nortestosterone
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11β-Methyl-19-nortestosterone dodecylcarbonate
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19-Nor-5-androstenediol
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19-Nor-5-androstenedione
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19-Nordehydroepiandrosterone
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Bolandiol
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Bolandiol dipropionate
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Bolandione
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Dimethisterone
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Dienedione
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Dienolone
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Dimethandrolone
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Dimethandrolone buciclate
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Dimethandrolone dodecylcarbonate
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Dimethandrolone undecanoate
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Dimethyldienolone
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Dimethyltrienolone
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Ethyldienolone
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Ethylestrenol (ethylnandrol)
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Methyldienolone
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Metribolone (R-1881)
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Methoxydienone (methoxygonadiene)
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Mibolerone
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Nandrolone
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Nandrolone esters (e.g.,
nandrolone decanoate,
nandrolone phenylpropionate)
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Norethandrolone
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Normethandrone (methylestrenolone, normethandrolone, normethisterone)
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RU-2309
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Tetrahydrogestrinone
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Trenbolone (trienolone)
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Trenbolone esters (e.g.,
trenbolone acetate,
trenbolone enanthate)
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Trendione
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Trestolone
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Trestolone acetate
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Mixed (
SPRMsTooltip Selective progesterone receptor modulators) | |
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Antagonists | |
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mPRTooltip Membrane progesterone receptor (
PAQRTooltip Progestin and adipoQ receptor) | |
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