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Chemical compound
Testosterone undecylenate
Trade names Durasteron, Triolandren (
mixtures ) Other names TUe; Testosterone undecenoate; 17β-Hydroxyandrost-4-en-3-one 17β-(undec-10-enoate)
Routes of administration
Intramuscular injection
Drug class
Androgen ;
Anabolic steroid ;
Androgen ester
[(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
PubChem
CID
ChemSpider
UNII
CompTox Dashboard (
EPA )
ECHA InfoCard
100.045.099
Formula C 30 H 46 O 3
Molar mass 454.695 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 an
androgen /
anabolic steroid
medication and
androgen ester which is no longer marketed.
[1]
[2]
[3] It was a component of
Durasteron and
Triolandren , long-acting
mixtures of
testosterone esters in
oil solution that were administered by
intramuscular injection .
[4]
[5]
[6]
[7]
See also
References
^ 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 .
^ 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 .
^
US 2855341 , Meier, R; Wettstein, A & Lang, E, "Testosterone compositions", published 1958-10-07, assigned to
Ciba pharmaceutical Products, Inc.
^ Schuermann H, Doepfmer R (1960).
Fertilitätsstörungen beim Manne . Springer-Verlag. pp. 260–.
ISBN
978-3-642-94784-1 .
^ Ufer J (1960).
Hormontherapie in der Frauenheilkunde: Grundlagen und Praxis . Gruyter. p. 153.
ISBN
9783111138770 .
^ 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.
^ 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 [...]
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