{{위키데이터 속성 추적}}
{{Drugbox
| Verifiedfields = verified
| Watchedfields = verified
| verifiedrevid = 470603074
| IUPAC_name = [(8''R'',9''S'',10''R'',13''S'',14''S'',17''S'')-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[''a'']phenanthren-17-yl] undecanoate
| image = Testosterone undecanoate.svg
| width = 250px
| image2 = Testosterone undecanoate molecule ball.png
| width2 = 250px

<!--Clinical data-->
| pronounce = {{IPAc-en|t|ɛ|ˈ|s|t|ɒ|s|t|ə|r|oʊ|n|_|ə|n|ˈ|d|ɛ|k|ə|n|oʊ|eɪ|t}} {{respell|teh|STOS|tə|rohn|_|ən|DEK|ə|noh|ayt}}
| tradename = Nebido, Aveed, Andriol, others
| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
| pregnancy_US = X
| pregnancy_category = 
| legal_AU = <!-- Unscheduled / S2 / S3 / S4 / S5 / S6 / S7 / S8 / S9 -->
| legal_CA = Schedule IV
| legal_UK = 
| legal_US = Schedule III
| legal_status = 
| routes_of_administration = [[Oral administration|By mouth]], [[intramuscular injection]]
| class = [[Androgen]]; [[Anabolic steroid]]; [[Androgen ester]]

<!--Pharmacokinetic data-->
| bioavailability = [[Oral administration|Oral]]: 3–7%<br />[[Intramuscular injection|Intramuscular]]: high
| protein_bound = High ([[testosterone (medication)|testosterone]])
| metabolism = [[Liver]]
| metabolites = [[Testosterone (medication)|Testosterone]], [[undecanoic acid]], [[metabolite]]s of testosterone
| elimination_half-life = In {{abbrlink|TSO|Tea seed oil}}: 20.9 days ({{abbrlink|i.m.|intramuscular injection}})<ref name="NieschlagBehre2010">{{서적 인용|author1=Eberhard Nieschlag|author2=Hermann M. Behre|author3=Susan Nieschlag|title=Andrology: Male Reproductive Health and Dysfunction|url=https://books.google.com/books?id=mEgckDNkonUC&pg=PA441|date=13 January 2010|publisher=Springer Science & Business Media|isbn=978-3-540-78355-8|pages=441–446}}</ref><ref name="pmid10229906">{{저널 인용| vauthors = Behre HM, Abshagen K, Oettel M, Hübler D, Nieschlag E | title = Intramuscular injection of testosterone undecanoate for the treatment of male hypogonadism: phase I studies | journal = Eur. J. Endocrinol. | volume = 140 | issue = 5 | pages = 414–9 | year = 1999 | pmid = 10229906 | doi = 10.1530/eje.0.1400414| url = | citeseerx = 10.1.1.503.1752 }}</ref><br />In {{abbrlink|CO|Castor oil}}: 33.9 days ({{abbr|i.m.|intramuscular injection}})<ref name="NieschlagBehre2010" /><ref name="pmid10229906" />
| excretion = [[Urine]]

<!--Identifiers-->
| CAS_number_Ref = {{cascite|correct|CAS}}
| CAS_number = 5949-44-0
| ATC_prefix = G03
| ATC_suffix = BA03
| PubChem = 65157
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = DB13946
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 58664
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = D06087
| UNII_Ref = {{fdacite|correct|FDA}}
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 135741
| UNII = H16A5VCT9C
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 2107067
| synonyms = TU; Testosterone undecylate; Testosterone 17β-undecanoate; ORG-538; CLR-610

<!--Chemical data-->
| C=30 | H=48 | O=3
| molecular_weight = 456.711 g/mol
| SMILES = CCCCCCCCCCC(=O)O[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C30H48O3/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/h21,24-27H,4-20H2,1-3H3/t24-,25-,26-,27-,29-,30-/m0/s1
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = UDSFVOAUHKGBEK-CNQKSJKFSA-N
}}
'''운데카노산 테스토스테론'''({{llang|en|testosterone undecanoate}})는 [[테스토스테론]]의 [[에스터]]이다. 남성의 성기능 감퇴 치료, [[트랜스남성]]의 남성화 등 [[안드로젠 대체 요법]]을 할 때 투약한다. 상품명으로 아비드(Aveed), 안드리올(Andriol), 운데스토(Undestor), 네비도(Nebido), 판테스톤(Pantestone), 레스탄돌(Restandol) 등이 있다. [[단백동화 스테로이드]]에 속하므로 운동선수들이 이 약물을 복용하는 것은 금지되어 있다. 한편, 수영선수 [[박태환]]이 인천 아시안게임 이전에 이 약물을 투여한 것으로 밝혀져 인천 아시안게임에서 받은 메달이 박탈되는 등의 징계를 받은 사실이 밝혀져 큰 논란을 불러일으켰다.

== 같이 보기 ==
* [[테스토스테론]]

== 각주 ==
{{각주}}

== 외부 링크 ==
* {{MeSH name|testosterone+undecanoate}}

{{토막글|화학}}

[[분류:알코올]]
[[분류:안드로겐과 단백동화 스테로이드]]
[[분류:안드로스탄]]
[[분류:테스토스테론 에스터]]
[[분류:케톤]]
[[분류:트랜스젠더와 의학]]
[[분류:바이엘의 제품]]