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5α-dihydro-11-keto Testosterone (Synonyms: 5α-Androstane-3,11-dione-17β-ol,11-keto Dihydrotestosterone,17β-hydroxy-5α-Androstane-3,11-dione)

Catalog No.GC15774

5α-dihydro-11-keto Testosterone (11-KDHT; 5α-Dihydro-11-keto testosterone) is an endogenous steroid and a metabolite of 11β-Hydroxyandrostenedione.

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5α-dihydro-11-keto Testosterone Chemical Structure

Cas No.: 32694-37-4

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10mM 1 mL in DMSO
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5mg
$357.00
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10mg
$643.00
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50mg
$1,887.00
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100mg
$2,907.00
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Sample solution is provided at 25 µL, 10mM.

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Background

5α-dihydro-11-keto Testosterone (11KDHT) is a full androgen receptor agonist comparable to dihydrotestosterone (DHT) [1][2][3].

Androgen receptor is a nuclear receptor that is activated by the androgenic hormones, testosterone, or dihydrotestosterone in the cytoplasm and then translocating into the nucleus. Androgen receptor acts as a DNA-binding transcription factor that regulates gene expression.

5α-dihydro-11-keto Testosterone is a full AR agonist exhibiting similar activity to DHT at 1 nM [3]. 5α-dihydro-11-keto Testosterone is a metabolite of 11-ketotestosterone and 11β-hydroxyandrostenedione (11OHA4), which is metabolized by 11βHSD, 17βHSD and SRD5A, resulted in significant increase in androgenic activity at a physiologically relevant concentration. 5α-dihydro-11-keto Testosterone represented a novel androgen which may play an important role in driving AR-mediated gene expression [1]. In COS-1 cells, 5α-dihydro-11-keto Testosterone exhibited activity comparable to DHT (96%). 5α-dihydro-11-keto Testosterone might be implicated in driving castration-resistant prostate cancer (CRPC) in the absence of testicular T [3].

References:
[1].  Bloem LM, Storbeck KH, Schloms L, et al. 11β-hydroxyandrostenedione returns to the steroid arena: biosynthesis, metabolism and function. Molecules. 2013 Oct 25;18(11):13228-44.
[2].  Swart AC, Storbeck KH. 11β-Hydroxyandrostenedione: Downstream metabolism by 11βHSD, 17βHSD and SRD5A produces novel substrates in familiar pathways. Mol Cell Endocrinol. 2015 Jun 15;408:114-23.
[3].  Storbeck KH, Bloem LM, Africander D, et al. 11β-Hydroxydihydrotestosterone and 11-ketodihydrotestosterone, novel C19 steroids with androgenic activity: a putative role in castration resistant prostate cancer Mol Cell Endocrinol. 2013 Sep 5;377(1-2):135-46.

Chemical Properties

Cas No. 32694-37-4 SDF
Synonyms 5α-Androstane-3,11-dione-17β-ol,11-keto Dihydrotestosterone,17β-hydroxy-5α-Androstane-3,11-dione
Chemical Name (5α,17β)-17-hydroxy-androstane-3,11-dione
Canonical SMILES O[C@H]1CC[C@@]([C@]1(C)C2)([H])[C@]3([H])CC[C@@]4([H])CC(CC[C@]4(C)[C@@]3([H])C2=O)=O
Formula C19H28O3 M.Wt 304.4
Solubility DMF: 20 mg/ml,DMSO: 30 mg/ml,DMSO:PBS (pH 7.2) (1:10): 0.09 mg/ml,Ethanol: 20 mg/ml Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table

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1 mg 5 mg 10 mg
1 mM 3.2852 mL 16.4258 mL 32.8515 mL
5 mM 0.657 mL 3.2852 mL 6.5703 mL
10 mM 0.3285 mL 1.6426 mL 3.2852 mL
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Reviews

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Average Rating: 5 ★★★★★ (Based on Reviews and 20 reference(s) in Google Scholar.)

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