32694-37-4 Usage
Description
17β-Hydroxy-5α-androstane-3,11-dione, also known as 5α-dihydro-11-keto Testosterone, is a steroid hormone that functions as a full androgen receptor agonist. It is a metabolite of 11β-hydroxyandrostenedione and 11β-hydroxytestosterone and exhibits equal potency to dihydrotestosterone. 17β-Hydroxy-5α-androstane-3,11-dione is implicated in the androgen pool that drives castration-resistant prostate cancer cells and is used as an analytical reference standard for forensic and research applications.
Uses
Used in Research Applications:
17β-Hydroxy-5α-androstane-3,11-dione is used as a research compound for studying the role of androgens in various biological processes and diseases, particularly in the context of prostate cancer. Its androgenic activity aids in understanding the mechanisms of castration-resistant prostate cancer and the contribution of the androgen pool to the disease progression.
Used in Forensic Applications:
As an analytical reference standard, 17β-Hydroxy-5α-androstane-3,11-dione is utilized in forensic science for the detection and analysis of steroid hormones in biological samples. This helps in investigations related to doping, drug abuse, and other legal matters where the presence of steroid hormones may be of interest.
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.
Check Digit Verification of cas no
The CAS Registry Mumber 32694-37-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,2,6,9 and 4 respectively; the second part has 2 digits, 3 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 32694-37:
(7*3)+(6*2)+(5*6)+(4*9)+(3*4)+(2*3)+(1*7)=124
124 % 10 = 4
So 32694-37-4 is a valid CAS Registry Number.
32694-37-4Relevant articles and documents
The A-ring reduction of 11-ketotestosterone is efficiently catalysed by AKR1D1 and SRD5A2 but not SRD5A1
Barnard, Lise,Nikolaou, Nikolaos,Louw, Carla,Schiffer, Lina,Gibson, Hylton,Gilligan, Lorna C.,Gangitano, Elena,Snoep, Jacky,Arlt, Wiebke,Tomlinson, Jeremy W.,Storbeck, Karl-Heinz
, (2020/07/21)
Testosterone and its 5α-reduced form, 5α-dihydrotestosterone, were previously thought to represent the only active androgens in humans. However, recent studies have shown that the potent androgen, 11-ketotestosterone, derived from the adrenal androgen precursor, 11β-hydroxyandrostenedione, may in fact serve as the primary androgen in healthy women. Yet, despite recent renewed interest in these steroids, their downstream metabolism has remained undetermined. We therefore set out to investigate the metabolism of 11-ketotestosterone by characterising the 5α- or 5β-reduction commitment step. We show that inactivation of 11-ketotestosterone is predominantly driven by AKR1D1, which efficiently catalyses the 5β-reduction of 11-ketotestosterone, committing it to a metabolic pathway that terminates in 11-ketoetiocholanolone. We demonstrate that 5α-reduction of 11-ketotestosterone is catalysed by SRD5A2, but not SRD5A1, and terminates in 11-ketoandrosterone, but is only responsible for a minority of 11-ketotestosterone inactivation. However, as 11-ketoetiocholanolone is also generated by the metabolism of the glucocorticoid cortisone, 11-ketoandrosterone should be considered a more specific urinary marker of 11-ketotestosterone production.
