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19-Nordehydroepiandrosterone

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
19-Nordehydroepiandrosterone
Clinical data
Other names
  • 19-Nor-DHEA
  • 19-Nor-5-dehydroepiandrosterone
  • 19-Nor-5-DHEA
  • Estr-5-en-3β-ol-17-one
  • 19-Norandrost-5-en-3β-ol-17-one
  • 3β-Hydroxyestr-5-en-17-one
Routes of
administration		By mouth
Drug classAndrogen;anabolic steroid;progestogen
Identifiers
  • (3S,8R,9S,10R,13S,14S)-3-hydroxy-13-methyl-2,3,4,7,8,9,10,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-one
CAS Number
PubChemCID
ChemSpider
UNII
Chemical and physical data
FormulaC18H25O2
Molar mass273.396 g·mol−1
3D model (JSmol)
  • C[C@]12CC[C@@H]3[C@H]4CC[C@@H](CC4=CC[C@H]3[C@@H]1CCC2=O)O
  • InChI=1S/C18H26O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h2,12-16,19H,3-10H2,1H3/t12-,13-,14+,15+,16-,18-/m0/s1
  • Key:KELRVUIFMYCLHB-MTLKIPAASA-N

19-Nordehydroepiandrosterone (19-nor-DHEA), or19-nor-5-dehydroepiandrosterone (19-nor-5-DHEA), is anestrane (19-norandrostane)steroid which was never marketed.[1][2] It is the combinedderivative of theandrogen/anabolic steroidnandrolone (19-nortestosterone) and theandrogen prohormonedehydroepiandrosterone (DHEA, or more specifically 5-DHEA).[1][2] Related compounds include19-nor-5-androstenediol,bolandiol (19-nor-4-androstenediol), andbolandione (nor-4-androstenedione), which are all knownorally active prohormones of nandrolone.[2][3][4] 19-Nor-DHEA may occur as ametabolite of bolandione and related steroids.[2]

See also

[edit]

References

[edit]
  1. ^abPoortman J, Vroegindewey-Jie D, Thijssen JH, Schwarz F (July 1977). "Relative binding affinity of androstane and C-19-nor-androstane-steroids for the estradiol-receptor in human myometrial and mammary cancer tissue".Molecular and Cellular Endocrinology.8 (1):27–34.doi:10.1016/0303-7207(77)90015-6.PMID 881104.S2CID 24190327.
  2. ^abcdUralets VP, Gillette PA (April 2000)."Over-the-counter Δ5 anabolic steroids 5-androsen-3,17-dione; 5-androsten-3β, 17β-diol; dehydroepiandrosterone; and 19-nor-5-androsten-3,17-dione: excretion studies in men".Journal of Analytical Toxicology.24 (3):188–193.doi:10.1093/jat/24.3.188.PMID 10774538.
  3. ^Thieme D, Hemmersbach P (18 December 2009).Doping in Sports. Springer Science & Business Media. pp. 137–.ISBN 978-3-540-79088-4.
  4. ^Villain M, Cirimele V, Kintz P (29 December 2003)."Substance Abuse in Sports: Detection of Doping Agents in Hair by Mass Spectrometry". In Yinon J (ed.).Advances in Forensic Applications of Mass Spectrometry. CRC Press. pp. 138–.ISBN 978-0-203-99828-1.
ARTooltip Androgen receptor
Agonists
SARMsTooltip Selective androgen receptor modulator
Antagonists
GPRC6A
Agonists
ERTooltip Estrogen receptor
Agonists
Mixed
(SERMsTooltip Selective estrogen receptor modulators)
Antagonists
GPERTooltip G protein-coupled estrogen receptor
Agonists
Antagonists
Unknown
PRTooltip Progesterone receptor
Agonists
Mixed
(SPRMsTooltip Selective progesterone receptor modulators)
Antagonists
mPRTooltip Membrane progesterone receptor
(PAQRTooltip Progestin and adipoQ receptor)
Agonists
Antagonists

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