Dehydroepiandrosterone sulfate

Dehydroepiandrosterone sulfate
IUPAC name [(3S,8R,9S,10R,13S,14S)-10,13-Dimethyl-17-oxo-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl] hydrogen sulfate
Other names Prasterone sulfate
Identifiers
Abbreviations	DHEAS
CAS number	651-48-9
PubChem	12594
Jmol-3D images	Image 1
SMILES C[C@]12CC[C@H]3[C@H]([C@@H]1CCC2=O) CC=C4[C@@]3(CC[C@@H](C4)OS(=O)(=O)O)C
Properties
Molecular formula	C19H28O5S
Molar mass	368.49 g/mol
Y sulfate (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Dehydroepiandrosterone sulfate or DHEA sulfate is a metabolite of dehydroepiandrosterone (DHEA) produced by the addition of a sulfate group, catalyzed by the sulfotransferase enzymes SULT1A1 and SULT1E1, which also produce estrone sulfate from estrone. DHEA sulfate can also be back-converted to DHEA through the action of steroid sulfatase.

In the zona reticularis layer of the adrenal cortex, DHEA-sulfate is generated by SULT2A1.^[1] This layer of the adrenal cortex is thought to be the primary source of serum DHEA-sulfate. DHEA sulfate levels decline as a person ages as the reticularis layer diminishes in size.

See also

• Polycystic ovary syndrome

References

1. ^ Rainey WE, Nakamura Y (February 2008). "Regulation of the adrenal androgen biosynthesis". J. Steroid Biochem. Mol. Biol. 108 (3-5): 281–6. doi:10.1016/j.jsbmb.2007.09.015. PMC 2699571. PMID 17945481. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=2699571.