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Estradiol disulfate

From Wikipedia, the free encyclopedia
Chemical compound
Estradiol disulfate
Names
IUPAC name
[(8R,9S,13S,14S,17S)-13-Methyl-3-sulfooxy-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl] hydrogen sulfate
Other names
E2DS; Estradiol 3,17β-disulfate
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
KEGG
  • InChI=1S/C18H24O8S2/c1-18-9-8-14-13-5-3-12(25-27(19,20)21)10-11(13)2-4-15(14)16(18)6-7-17(18)26-28(22,23)24/h3,5,10,14-17H,2,4,6-9H2,1H3,(H,19,20,21)(H,22,23,24)/t14-,15-,16+,17+,18+/m1/s1
    Key: VPLAJGAMHNQZIY-ZBRFXRBCSA-N
  • C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2OS(=O)(=O)O)CCC4=C3C=CC(=C4)OS(=O)(=O)O
Properties
C18H24O8S2
Molar mass432.50 g·mol−1
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
Chemical compound

Estradiol disulfate (also known asE2DS orestradiol 3,17β-disulfate) is anendogenousestrogen conjugate andmetabolite ofestradiol.[1] It is related toestradiol 3-sulfate andestradiol 17β-sulfate.[1] Estradiol disulfate has 0.0004% of therelative binding affinity of estradiol for theestrogen receptor alpha (ERα), one of the twoestrogen receptors (ERs).[2]

See also

[edit]

References

[edit]
  1. ^abHerr, F.; Revesz, C.; Manson, A. J.; Jewell, J. B. (1970), Bernstein, Seymour; Solomon, Samuel (eds.), "Biological Properties of Estrogen Sulfates",Chemical and Biological Aspects of Steroid Conjugation, Berlin, Heidelberg: Springer, pp. 368–408,doi:10.1007/978-3-642-95177-0_8 (inactive 1 July 2025),ISBN 978-3-642-95177-0{{citation}}: CS1 maint: DOI inactive as of July 2025 (link) CS1 maint: work parameter with ISBN (link)
  2. ^Durmaz V, Schmidt S, Sabri P, Piechotta C, Weber M (October 2013). "Hands-off linear interaction energy approach to binding mode and affinity estimation of estrogens".J Chem Inf Model.53 (10):2681–8.doi:10.1021/ci400392p.PMID 24063761.
Salts and covalent derivatives of theestradiol ion
HOE2OH
He
LiBeBvariousNCOE2OHvariousFNe
NaOE2OHMgAlSiHOE2O4PH2
H2PO4E2O4PH2?
(OE2O3PH)n		HSO4E2OH
HSO4E2O4SH		ClE2OH
ClE2Cl?		Ar
KOE2OH?CaScTiVCrMnO4E2OHFeCoNiCuZnGaGeAsHSeO3E2OH
HSeO4E2OH		BrKr
RbOE2OH?SrYZrNbHMoO4E2OHTcRuRhPdAgCdInSnSbTeIXe
CsBa*LuHfTaWReOsIrPtAuHgTlPbBiPoAtRn
FrRa**LrRfDbSgBhHsMtDsRgCnNhFlMcLvTsOg
 
*LaCePrNdPmSmEuGdTbDyHoErTmYb
**AcThPaUNpPuAmCmBkCfEsFmMdNo
Topics
Esters
Related
Precursors
Corticosteroids
Glucocorticoids
Mineralocorticoids
Sex steroids
Androgens
Estrogens
Progestogens
Neurosteroids
Others
ERTooltip Estrogen receptor
Agonists
Mixed
(SERMsTooltip Selective estrogen receptor modulators)
Antagonists
GPERTooltip G protein-coupled estrogen receptor
Agonists
Antagonists
Unknown


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