Androsterone sulfate

From Wikipedia, the free encyclopedia
Androsterone sulfate
Androsterone sulfate.svg
Names
IUPAC name
17-Oxo-5α-androstan-7α-yl hydrogen sulfate
Preferred IUPAC name
(3aS,3bR,5aS,9aS,9bS,11aS)-9a,11a-Dimethyl-1-oxohexadecahydro-1H-cyclopenta[a]phenanthren-7-yl hydrogen sulfate
Other names
3α-Hydroxy-5α-androstan-17-one 3-sulfate; 5α-Androstane-3α-ol-17-one 3-sulfate
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
UNII
  • InChI=1S/C19H30O5S/c1-18-9-7-13(24-25(21,22)23)11-12(18)3-4-14-15-5-6-17(20)19(15,2)10-8-16(14)18/h12-16H,3-11H2,1-2H3,(H,21,22,23)/t12-,13+,14-,15-,16-,18-,19-/m0/s1
    Key: ZMITXKRGXGRMKS-HLUDHZFRSA-N
  • C[C@]12CC[C@H](C[C@@H]1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CCC4=O)C)OS(=O)(=O)O
Properties
C19H30O5S
Molar mass 370.50 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Androsterone sulfate, also known as 3α-hydroxy-5α-androstan-17-one 3α-sulfate, is an endogenous, naturally occurring steroid and one of the major urinary metabolites of androgens.[1][2] It is a steroid sulfate which is formed from sulfation of androsterone by the steroid sulfotransferase SULT2A1 and can be desulfated back into androsterone by steroid sulfatase.[2][1]

See also[edit]

References[edit]

  1. ^ a b Mueller JW, Gilligan LC, Idkowiak J, Arlt W, Foster PA (2015). "The Regulation of Steroid Action by Sulfation and Desulfation". Endocr. Rev. 36 (5): 526–63. doi:10.1210/er.2015-1036. PMC 4591525. PMID 26213785.
  2. ^ a b "Human Metabolome Database: Showing metabocard for Androsterone sulfate (HMDB0002759)".

External links[edit]