| 5α-dihydro-11-keto Testosteroneandrogen receptor agonist |
Sample solution is provided at 25 µL, 10mM.
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Chemical structure
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| Cas No. | 32694-37-4 | SDF | Download 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 | Soluble in DMSO | Storage | Store at -20°C |
| Physical Appearance | A crystalline solid | Shipping Condition | Evaluation sample solution : ship with blue ice.All other available size:ship with RT , or blue ice upon request |
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. | ||
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.
