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5α-Pregnane-3β,6α-diol-20-one

Names

[ CAS No. ]:
21853-11-2

[ Name ]:
5α-Pregnane-3β,6α-diol-20-one

Biological Activity

[Description]:

5α-Pregnane-3β,6α-diol-20-one is a mitogenic metabolite of progesterone, and it can be produced in starved androgen-responsive prostate cancer cells.

[Related Catalog]:

Signaling Pathways >> Others >> Others
Research Areas >> Cancer
Natural Products >> Steroids

[In Vitro]

Progesterone is converted to 5α-pregnane-3β,6α-diol-20-one in human fibroblasts[1]. Pregnenolone and progesterone are avidly metabolized to 5α-pregnan-3β,6α-diol-20-one in the C4.2 cell line, with nearly complete conversions at 24 h and 18 h, respectively. Preferential 5α-pregnan-3β,6α-diol-20-one formation from early steroid precursors is independent of CYP17A1 but rather relies on 3β-HSD activity[2].

[References]

[1]. Zhang J, et al. Progesterone metabolism in human fibroblasts is independent of P-glycoprotein levels and Niemann-Pick type C disease. J Steroid Biochem Mol Biol. 1999 Sep-Oct;70(4-6):123-31.

[2]. de Mello Martins AGG, et al. CYP17A1-independent production of the neurosteroid-derived 5α-pregnan-3β,6α-diol-20-one in androgen-responsive prostate cancer cell lines under serum starvation and inhibition by Abiraterone. J Steroid Biochem Mol Biol. 2017 Nov;174:183-191.


[Related Small Molecules]

Captisol | Cyclosporin A | H2DCFDA | 0MPTP hydrochloride | GW4869 | Etomoxir | TD139 | Mitoquinone mesylate | GSK2795039 | JC-1 | BAPTA-AM | AP 20187 | Setanaxib (GKT137831) | D-Luciferin | Crotaline

Chemical & Physical Properties

[ Molecular Formula ]:
C21H34O3

[ Molecular Weight ]:
334.49

[ Storage condition ]:
2-8℃


Related Compounds