Estradiol 17β-sulfate

Estradiol 17β-sulfate
Names
	IUPAC name [(8R,9S,13S,14S,17S)-3-Hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl] hydrogen sulfate
	Other names Estra-1,3,5(10)-triene-3,17β-diol 17β-(hydrogen sulfate)
Identifiers
CAS Number	3233-69-0;
3D model (JSmol)	Interactive image;
ChemSpider	59802;
PubChem CID	66429;
CompTox Dashboard (EPA)	DTXSID50954120 ;
	InChI InChI=1S/C18H24O5S/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)23-24(20,21)22/h3,5,10,14-17,19H,2,4,6-9H2,1H3,(H,20,21,22)/t14-,15-,16+,17+,18+/m1/s1 Key: JSUDNGPWAXYETN-ZBRFXRBCSA-N;
	SMILES C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2OS(=O)(=O)O)CCC4=C3C=CC(=C4)O;
Properties
Chemical formula	C18H24O5S
Molar mass	352.45 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 17β-sulfate is an estrogen conjugate which is produced from estradiol by sulfation of the C17β hydroxyl group by estrogen sulfotransferases.^[1]^[2]^[3]^[4]

References

^ Yoshizawa I, Takanashi K, Watanabe K, Sato T, Honjo H, Tanaka K, Sakuragi N, Fujimoto S (March 1992). "The physiological role of estradiol 17-sulfate during pregnancy". J. Steroid Biochem. Mol. Biol. 41 (3–8): 567–70. doi:10.1016/0960-0760(92)90385-v. PMID 1314078.
^ Honjo H (November 1992). "[Endogenous levels and dynamics of estrogen sulfates--physiological and pathological roles of estrone sulfate and estradiol 17-sulfate]". Nihon Naibunpi Gakkai Zasshi (in Japanese). 68 (11): 1158–66. doi:10.1507/endocrine1927.68.11_1158. PMID 1468592.
^ Wang LQ, James MO (September 2005). "Sulfotransferase 2A1 forms estradiol-17-sulfate and celecoxib switches the dominant product from estradiol-3-sulfate to estradiol-17-sulfate". J. Steroid Biochem. Mol. Biol. 96 (5): 367–74. doi:10.1016/j.jsbmb.2005.05.002. PMID 16011896.
^ Brooks SC, Horn L (February 1971). "Hepatic sulfation of estrogen metabolites". Biochim. Biophys. Acta. 231 (1): 233–41. doi:10.1016/0005-2760(71)90272-4. PMID 4323008.