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  3. 11-Ketodihydrotestosterone

11-Ketodihydrotestosterone (Synonyms: 11-KDHT; 5α-Dihydro-11-keto testosterone)

Cat. No.: HY-135794 Purity: >97.0%
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11-Ketodihydrotestosterone (11-KDHT; 5α-Dihydro-11-keto testosterone) is an endogenous steroid and a metabolite of 11β-Hydroxyandrostenedione. 11-Ketodihydrotestosterone is an active androgen and is also a potent androgen receptor (AR) agonist with a Ki of 20.4 nM and an EC50 of 1.35 nM for human AR. 11-Ketodihydrotestosterone drives gene regulation, protein expression and cell growth in androgen-dependent prostate cancer cells.

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11-Ketodihydrotestosterone Chemical Structure

11-Ketodihydrotestosterone Chemical Structure

CAS No. : 32694-37-4

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Description

11-Ketodihydrotestosterone (11-KDHT; 5α-Dihydro-11-keto testosterone) is an endogenous steroid and a metabolite of 11β-Hydroxyandrostenedione. 11-Ketodihydrotestosterone is an active androgen and is also a potent androgen receptor (AR) agonist with a Ki of 20.4 nM and an EC50 of 1.35 nM for human AR. 11-Ketodihydrotestosterone drives gene regulation, protein expression and cell growth in androgen-dependent prostate cancer cells[1][2].

IC50 & Target

Ki: 20.4 nM (Human androgen receptor)[1]
EC50: 1.35 nM (Human androgen receptor)[1]

In Vitro

11-Ketodihydrotestosterone (11-KDHT; 1-10 nM; 24 hours; LNCaP and VCaP cells) treatment induces significant cell proliferation[1].
11-Ketodihydrotestosterone (11-KDHT; 0.1-10 nM; 7-10 days; LNCaP and VCaP cells) treatment results in the significant upregulation of KLK3, TMPRSS2 and FKBP5 in both LNCaP and VCaP cells, with the exception of KLK3 at 1 nM in LNCaP cells[1].
In PNT2 cells, only 20% of 11β-hydroxyandrostenedione (11OHA4) and 11β-hydroxytestosterone (11OHT) are metabolised with the former yielding 11keto-androstenedione (11KA4), 11-Ketodihydrotestosterone (11-KDHT) and 11β-hydroxy-5α-androstanedione (11OH-5αDIONE) and the latter yielding 11OHA4, 11KT and 11-Ketodihydrotestosterone with downstream products <0.03 μM[2].
In prostate cancer tissue, C11-oxy C19 metabolites at significantly higher levels than the C19 steroids are detected, with unconjugated 11-Ketodihydrotestosterone, 11KT and 11OHA4 levels ranging between 13 and 37.5 ng/g. Analyses of total steroid levels in plasma show significant levels of 11OHA4 (≈230-440 nM), 11KT (≈250-390 nM) and 11-Ketodihydrotestosterone (≈19 nM)[2].

Cell Proliferation Assay[1]

Cell Line: LNCaP and VCaP cells
Concentration: 0.1 nM, 1 nM or 10 nM
Incubation Time: 7 days (LNCaP cells) or 10 days (VCaP cells)
Result: Induced significant cell proliferation.

RT-PCR[1]

Cell Line: LNCaP and VCaP cells
Concentration: 1 nM, 10 nM
Incubation Time: 24 hours
Result: Resulted in the significant upregulation of KLK3, TMPRSS2 and FKBP5 in both LNCaP (Fig 3) and VCaP (Fig 4) cells.
Molecular Weight

304.42

Formula

C₁₉H₂₈O₃

CAS No.

32694-37-4

SMILES
Shipping

Room temperature in continental US; may vary elsewhere.

Storage
Powder -20°C 3 years
In solvent -80°C 6 months
  -20°C 1 month
References

Purity: >97.0%

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Keywords:

11-Ketodihydrotestosterone11-KDHT5α-Dihydro-11-keto testosteroneAndrogen ReceptorCYP11B111β-hydroxyandrostenedioneC19-steroidsendogenousDihydrotestosteroneKLK3TMPRSS2FKBP5androgen-dependentCRPCInhibitorinhibitorinhibit

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11-Ketodihydrotestosterone
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