5α-dihydro-11-keto Testosterone
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.
Physical Appearance | A crystalline solid |
Storage | Store at -20°C |
M.Wt | 304.4 |
Cas No. | 32694-37-4 |
Formula | C19H28O3 |
Synonyms | 5α-Androstane-3,11-dione-17β-ol,11-keto Dihydrotestosterone,17β-hydroxy-5α-Androstane-3,11-dione |
Solubility | Soluble in DMSO |
Chemical Name | (5α,17β)-17-hydroxy-androstane-3,11-dione |
SDF | Download SDF |
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 |
Shipping Condition | Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice. |
General tips | We do not recommend long-term storage for the solution, please use it up soon. |
Quality Control & MSDS
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Purity ≥ 97.00%
- COA (Certificate Of Analysis)
- MSDS (Material Safety Data Sheet)
Chemical structure
