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Testosterone undecylenate

From Wikipedia, the free encyclopedia
Chemical compound
Not to be confused withTestosterone undecanoate.
For the Dutch university, seeTU Eindhoven.
Pharmaceutical compound
Testosterone undecylenate
Clinical data
Trade namesDurasteron, Triolandren (mixtures)
Other namesTUe; Testosterone undecenoate; 17β-Hydroxyandrost-4-en-3-one 17β-(undec-10-enoate)
Routes of
administration
Intramuscular injection
Drug classAndrogen;Anabolic steroid;Androgen ester
Identifiers
  • [(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl] undec-10-enoate
CAS Number
PubChemCID
ChemSpider
UNII
CompTox Dashboard(EPA)
ECHA InfoCard100.045.099Edit this at Wikidata
Chemical and physical data
FormulaC30H46O3
Molar mass454.695 g·mol−1
3D model (JSmol)
  • C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2OC(=O)CCCCCCCCC=C)CCC4=CC(=O)CC[C@]34C
  • InChI=1S/C30H46O3/c1-4-5-6-7-8-9-10-11-12-28(32)33-27-16-15-25-24-14-13-22-21-23(31)17-19-29(22,2)26(24)18-20-30(25,27)3/h4,21,24-27H,1,5-20H2,2-3H3/t24-,25-,26-,27-,29-,30-/m0/s1
  • Key:PBFYIQCFOZXSKC-CNQKSJKFSA-N

Testosterone undecylenate (TUe) is anandrogen/anabolic steroidmedication andandrogen ester which is no longer marketed.[1][2][3] It was a component ofDurasteron andTriolandren, long-actingmixtures oftestosterone esters inoil solution that were administered byintramuscular injection.[4][5][6][7]

See also

[edit]

References

[edit]
  1. ^Shapiro S, Weinburg K, Freedman L (1956). "Notes - Long-Acting Androgens".The Journal of Organic Chemistry.21 (11):1300–1302.doi:10.1021/jo01117a602.ISSN 0022-3263.
  2. ^Gould D, Finckenor L, Hershberg EB, Cassidy J, Perlman PL (1957). "Long-acting Testosterone Esters. Some Considerations on their Biological Utilization1".Journal of the American Chemical Society.79 (16):4472–4475.doi:10.1021/ja01573a061.ISSN 0002-7863.
  3. ^US 2855341, Meier, R; Wettstein, A & Lang, E, "Testosterone compositions", published 1958-10-07, assigned toCiba pharmaceutical Products, Inc. 
  4. ^Schuermann H, Doepfmer R (1960).Fertilitätsstörungen beim Manne. Springer-Verlag. pp. 260–.ISBN 978-3-642-94784-1.{{cite book}}:ISBN / Date incompatibility (help)
  5. ^Ufer J (1960).Hormontherapie in der Frauenheilkunde: Grundlagen und Praxis. Gruyter. p. 153.ISBN 9783111138770.{{cite book}}:ISBN / Date incompatibility (help)
  6. ^Aakvaag A, Vogt JH (March 1969). "Plasma testosterone values in different forms of testosterone treatment".Acta Endocrinologica.60 (3):537–542.doi:10.1530/acta.0.0600537.PMID 5395873.Triolandren®, for intramuscular use, kindly supplied by Ciba, Basel, through Kobro 8c Co., Oslo, containing three different testosterone esters, in the following amounts of testosterone equivalents per ml oil: propionate 20 mg; valerate 80 mg; undecylenate 150 mg.
  7. ^Zachmann M, Prader A (January 1970). "Anabolic and androgenic effect of testosterone in sexually immature boys and its dependency on growth hormone".The Journal of Clinical Endocrinology and Metabolism.30 (1):85–95.doi:10.1210/jcem-30-1-85.PMID 4311616.Triolandren, CIBA; 250 mg of this preparation contains 20 mg of testosterone propionate, 80 mg of testosterone-n-valerianate, and 150 mg of testosterone undecylenate—250 mg thus contains 173.8 mg of testosterone; the remaining 76.2 mg consists of the ester components [...]
Androgens
(incl.AASTooltip anabolic–androgenic steroid)
ARTooltip Androgen receptoragonists
Progonadotropins
Antiandrogens
ARTooltip Androgen receptorantagonists
Steroidogenesis
inhibitors
5α-Reductase
Others
Antigonadotropins
Others
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
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