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11-ketotestosterone

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth

Description

11-ketotestosterone: RN given refers to cpd without isomeric designation [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

11-oxotestosterone : A 3-oxo Delta(4)-steroid that is testosterone carrying an additional oxo substituent at position 11. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID5282365
CHEBI ID34133
SCHEMBL ID142253
MeSH IDM0044626

Synonyms (29)

Synonym
564-35-2
11-keto-testosterone
17beta-hydroxyandrost-4-ene-3,11-dione
11-ketotestosterone
11-oxotestosterone
unii-kf38w1a85u
kf38w1a85u ,
androst-4-ene-3,11-dione, 17-hydroxy-, (17beta)-
(8s,9s,10r,13s,14s,17s)-17-hydroxy-10,13-dimethyl-2,6,7,8,9,12,14,15,16,17-decahydro-1h-cyclopenta[a]phenanthrene-3,11-dione
11-keto testosterone
SCHEMBL142253
4-androsten-17.beta.-ol-3,11-dione
androst-4-ene-3,11-dione, 17-hydroxy-, (17.beta.)-
androst-4-ene-3,11-dione, 17.beta.-hydroxy-
17.beta.-hydroxyandrost-4-ene-3,11-dione
(17beta)-17-hydroxyandrost-4-ene-3,11-dione
CHEBI:34133
DTXSID8036499
AKOS030524174
11 ketotestosterone
DS-3654
Q4547229
(+/-)-17beta-hydroxyandrost-4-ene-3,11-dione
87583-72-0
DTXSID20859491
androst-4-ene-3,11-dione, 17-hydroxy-, (17b)-
11-keto testosterone (crm)
PD017021
(1s,3as,3bs,9ar,9bs,11as)-1-hydroxy-9a,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,5h,7h,8h,9h,9ah,9bh,10h,11h,11ah-cyclopenta[a]phenanthrene-7,10-dione

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" The results suggest adverse effects of BPA on sperm motility and velocity via modifications of testicular steroidogenesis that might correspond to alternation in sperm maturation."( Adverse effects of bisphenol A on reproductive physiology in male goldfish at environmentally relevant concentrations.
Abdulfatah, A; Alavi, SM; Fontaine, P; Hatef, A; Linhart, O; Rodina, M, 2012
)
0.38
" Above all, the adverse effects induced by spirotetramat suggesting that spirotetramat is a potential exogenous hazardous agent."( Dysregulation of endocrine disruption, apoptosis and the transgenerational toxicity induced by spirotetramat.
Bo, R; Chen, X; Duan, M; Li, X; Qian, L; Teng, M; Wang, C; Zhang, J; Zhou, Y, 2020
)
0.56

Bioavailability

ExcerptReferenceRelevance
" Azocyclotin also induced change in the expression of 17β-hsd3, suggesting increased bioavailability of 11-ketotestosterone (11-KT) in the blood."( Effects of azocyclotin on gene transcription and steroid metabolome of hypothalamic-pituitary-gonad axis, and their consequences on reproduction in zebrafish (Danio rerio).
Cao, CY; Gui, WJ; Ma, YN; Wang, QW; Zhu, GN, 2016
)
0.43

Dosage Studied

ExcerptRelevanceReference
" The resultant AD50 dosage levels (dosage at which 50% of the genotypic females were sex-reversed into phenotypic males) after a single 2-hr immersion treatment were: 30, 60, and 500 micrograms/liter for MDHT, MT, and 11-KT, respectively."( Effects of natural, synthetic, aromatizable, and nonaromatizable androgens in inducing male sex differentiation in genotypic female chinook salmon (Oncorhynchus tshawytscha).
Baker, IJ; Donaldson, EM; Piferrer, F, 1993
)
0.29
" Although the dosage of cortisol was therefore considered to be favorable for engendering competitive inhibition of 11KT synthesis, all cortisol-treated fish changed sex, as did all sham-treated and control fish (n=7 fish per treatment)."( Regulation of protogynous sex change by competition between corticosteroids and androgens: an experimental test using sandperch, Parapercis cylindrica.
Frisch, AJ; McCormick, MI; Solomon-Lane, TK; Walker, SP, 2007
)
0.34
" Using in vitro cultures of testicular fragments we demonstrated that cx43 mRNA levels were regulated in a dose-response manner by 3,5,3'-triiodo-l-thyronine (0-370 nM) and cAMP (0-100 ng/ml) but levels were not regulated by 11-KT."( Seasonal variations in testicular connexin levels and their regulation in the brook trout, Salvelinus fontinalis.
Audet, C; Cyr, DG; de Montgolfier, B; Faye, A, 2009
)
0.35
" Prostaglandin E(2) (PGE(2)) levels in whole body homogenates of males and ovaries of females decreased in a monotonic dose-response relationship whereas male 11-ketotestosterone levels and ovarian 17β-estradiol levels remained unchanged."( Ibuprofen reduces zebrafish PGE(2) levels but steroid hormone levels and reproductive parameters are not affected.
Bjerregaard, P; Lister, A; Morthorst, JE; Van Der Kraak, G, 2013
)
0.39
" Interestingly, no such changes in hepatic gene expression were detected in a dose-response experiment using males."( Triacylglyceride physiology in the short-finned eel, Anguilla australis--the effects of androgen.
Damsteegt, EL; Lokman, PM; McCormick, SP; Ozaki, Y, 2016
)
0.43
"75mg SPE/kg initial body weight (BW) and ii) a variable hormone dosage that increased from 12."( Interactive effects of dietary composition and hormonal treatment on reproductive development of cultured female European eel, Anguilla anguilla.
da Silva, FF; Kjørsvik, E; Støttrup, JG; Tomkiewicz, J; Tveiten, H, 2016
)
0.43
" Chronic water borne exposures of adult zebrafish to 10 μg/L of GEM and CBZ were conducted and the dosing was confirmed by chemical analysis of water as 17."( Gemfibrozil and carbamazepine decrease steroid production in zebrafish testes (Danio rerio).
Fraz, S; Lee, AH; Wilson, JY, 2018
)
0.48
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (3)

RoleDescription
androgenA sex hormone that stimulates or controls the development and maintenance of masculine characteristics in vertebrates by binding to androgen receptors.
marine xenobiotic metaboliteAny metabolite produced by metabolism of a xenobiotic compound in marine macro- and microorganisms.
human metaboliteAny mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (4)

ClassDescription
3-oxo-Delta(4) steroidA 3-oxo steroid conjugated to a C=C double bond at the alpha,beta position.
11-oxo steroidAny oxo steroid that has an oxo substituent at position 11.
androstanoidAny steroid based on an androstane skeleton and its derivatives.
17beta-hydroxy steroidA 17-hydroxy steroid in which the hydroxy group at position 17 has a beta-configuration.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Research

Studies (598)

TimeframeStudies, This Drug (%)All Drugs %
pre-199056 (9.36)18.7374
1990's76 (12.71)18.2507
2000's187 (31.27)29.6817
2010's236 (39.46)24.3611
2020's43 (7.19)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials3 (0.50%)5.53%
Reviews10 (1.66%)6.00%
Case Studies0 (0.00%)4.05%
Observational2 (0.33%)0.25%
Other589 (97.52%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]