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Chemical Compound Review:

CHEMBL288508 1- [(3R,8S,9S,10R,13S,14S,17S)- 3-hydroxy-10...

Synonyms: SureCN3237195, AC1L3TPP, AC1Q5BEN, AR-1F5319, 3-hydroxypregn-4-en-20-one, ...

Wiebe, J.P. et al., Pawlak, K.J. et al., Junkermann, H. et al., Weiler, P.J. et al.

Wiebe, Lewis, Cialacu, Pawlak, Zhang,

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Disease relevance of 3-hydroxypregn-4-en-20-one

Plasma membrane receptors for the cancer-regulating progesterone metabolites, 5alpha-pregnane-3,20-dione and 3alpha-hydroxy-4-pregnen-20-one in MCF-7 breast cancer cells [1].

High impact information on 3-hydroxypregn-4-en-20-one

The 5alpha-pregnane, 5alpha-pregnane-3,20-dione (5alphaP) stimulates, whereas the 4-pregnene, 3alpha-hydroxy-4-pregnen-20-one (3alphaHP), inhibits cell proliferation and detachment, by modulation of cytoskeletal and adhesion plaque molecules via the MAP kinase pathway and involving separate and specific plasma membrane-based receptors [2].
The formation of 5beta-pregnane-3, 20-dione, 20beta-hydroxy-4-pregnen-3-one and of the two allylic alcohols 3alpha-hydroxy-4-pregnen-20-one and 3beta-hydroxy-4-pregnen-20-one in human myometrium homogenates was demonstrated for the first time [3].

Associations of 3-hydroxypregn-4-en-20-one with other chemical compounds

The aim of this study was to determine the effects of the mitogenic (estradiol; 5alphaP) and anti-mitogenic (3alpha-hydroxy-4-pregnen-20-one, 3alphaHP; 20alpha-hydroxy-4-pregnen-3-one, 20alphaHP) endogenous steroid hormones on 5alphaP receptor (5alphaP-R) numbers and on cell proliferation and adhesion of MCF-7 and MCF-10A cells [4].

References

Plasma membrane receptors for the cancer-regulating progesterone metabolites, 5alpha-pregnane-3,20-dione and 3alpha-hydroxy-4-pregnen-20-one in MCF-7 breast cancer cells. Weiler, P.J., Wiebe, J.P. Biochem. Biophys. Res. Commun. (2000) [Pubmed]
The role of progesterone metabolites in breast cancer: potential for new diagnostics and therapeutics. Wiebe, J.P., Lewis, M.J., Cialacu, V., Pawlak, K.J., Zhang, G. J. Steroid Biochem. Mol. Biol. (2005) [Pubmed]
New progesterone metabolites in human myometrium. Junkermann, H., Runnebaum, B., Lisboa, B.P. Steroids (1977) [Pubmed]
Membrane 5alpha-pregnane-3,20-dione (5alphaP) receptors in MCF-7 and MCF-10A breast cancer cells are up-regulated by estradiol and 5alphaP and down-regulated by the progesterone metabolites, 3alpha-dihydroprogesterone and 20alpha-dihydroprogesterone, with associated changes in cell proliferation and detachment. Pawlak, K.J., Zhang, G., Wiebe, J.P. J. Steroid Biochem. Mol. Biol. (2005) [Pubmed]

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