Estradiol disulfate

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
CAS Number	3233-70-3;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL1162492;
ChemSpider	59803;
KEGG	C045407;
PubChem CID	66430;
CompTox Dashboard (EPA)	DTXSID50186065 ;
	InChI 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;
	SMILES 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
Chemical formula	C18H24O8S2
Molar mass	432.50 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Estradiol disulfate (also known as E2DS or estradiol 3,17β-disulfate) is an endogenous estrogen conjugate and metabolite of estradiol.^[1] It is related to estradiol 3-sulfate and estradiol 17β-sulfate.^[1] Estradiol disulfate has 0.0004% of the relative binding affinity of estradiol for the estrogen receptor alpha (ERα), one of the two estrogen receptors (ERs).^[2]

References

^ ^a ^b Herr, 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, ISBN 978-3-642-95177-0
^ 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.

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v t e Estradiol
Topics	Estradiol (as a hormone) Estradiol (as a medication) Pharmacodynamics of estradiol Pharmacokinetics of estradiol Estrogen (as a hormone) Estrogen (as a medication) Menopausal hormone therapy Feminizing hormone therapy Estradiol-containing birth control pill Combined injectable birth control High-dose estrogen Hydroxylation of estradiol
Esters	Estradiol acetate Estradiol acetylsalicylate Estradiol anthranilate Estradiol benzoate butyrate Estradiol benzoate cyclooctenyl ether Estradiol benzoate Estradiol butyrylacetate Estradiol cyclooctyl acetate Estradiol cypionate Estradiol decanoate Estradiol diacetate Estradiol dibutyrate Estradiol dienantate Estradiol dipropionate Estradiol distearate Estradiol disulfate Estradiol diundecylate Estradiol diundecylenate Estradiol enantate Estradiol furoate Estradiol glucuronide Estradiol hemisuccinate Estradiol hexahydrobenzoate Estradiol monopropionate Estradiol mustard Estradiol palmitate Estradiol phenylpropionate Estradiol phosphate Estradiol pivalate Estradiol propoxyphenylpropionate Estradiol salicylate Estradiol stearate Estradiol sulfamate Estradiol sulfate Estradiol undecylate Estradiol undecylenate Estradiol valerate Estramustine phosphate (estradiol normustine phosphate) Estrogen ester Polyestradiol phosphate
Related	Estrone Estriol Estetrol Ethinylestradiol Conjugated estrogens Esterified estrogens Estrone sulfate Estropipate (piperazine estrone sulfate)

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
CAS Number	3233-70-3
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL1162492
ChemSpider	59803
KEGG	C045407
PubChem CID	66430
CompTox Dashboard (EPA)	DTXSID50186065
InChI 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
SMILES 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
Chemical formula	C₁₈H₂₄O₈S₂
Molar mass	432.50 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references