Dehydroepiandrosterone sulfate

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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 YesY
PubChem 12594
Jmol-3D images {{#if: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|Image 1
Properties
Molecular formula C19H28O5S
Molar mass 368.49 g/mol
 YesY (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Dehydroepiandrosterone sulfate or DHEA sulfate is a metabolite of dehydroepiandrosterone (DHEA).

Synthesis

Dehydroepiandrosterone sulfate is 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.

Use as biomarker

Dehydroepiandrosterone sulfate levels above 1890 micromol/L or 700-800 µg/dL are highly suggestive of adrenal dysfunction because DHEA-S is made exclusively by the adrenal glands.[2][3]

Reference ranges

Reference ranges for dehydroepiandrosterone sulfate in females[4]
Tanner stage and average age Lower limit Upper limit Unit
Tanner stage I >14 days 16 96 µg/dL
Tanner stage II 10.5 years 22 184
Tanner stage III 11.6 years <15 296
Tanner stage IV 12.3 years 17 343
Tanner stage V 14.5 years 44 332
18-29 years 44 332
30-39 years 31 228
40-49 years 18 244
50-59 years <15 200
> or =60 years <15 157
Reference ranges for dehydroepiandrosterone sulfate in males[4]
Tanner stage and average age Lower limit Upper limit Unit
Tanner stage I >14 days <15 120 µg/dL
Tanner stage II 11.5 years <15 333
Tanner stage III 13.6 years <15 312
Tanner stage IV 15.1 years 29 412
Tanner stage V 18.0 years 89 457
18-29 years 89 457
30-39 years 65 334
40-49 years 48 244
50-59 years 35 179
> or =60 years 25 131

See also

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. 
  2. ↑ Somani N, Harrison S, Bergfeld WF (2008). "The clinical evaluation of hirsutism". Dermatologic therapy 21 (5): 376–91. doi:10.1111/j.1529-8019.2008.00219.x. PMID 18844715. 
  3. ↑ "Polycystic Ovarian Syndrome Workup". eMedicine. 25 October 2011. Retrieved 19 November 2011. 
  4. ↑ 4.0 4.1 Dehydroepiandrosterone Sulfate (DHEA-S), Serum at Mayo Foundation For Medical Education And Research. Retrieved July 2012
Precursors
Corticosteroids
Sex steroids
Neurosteroids
Others
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