Estradiol 17β-sulfate - Misplaced Pages

Estradiol 17β-sulfate
Names

IUPAC name 3-Hydroxyestra-1,3,5(10)-trien-17β-yl hydrogen sulfate
Systematic IUPAC name (1S,3aS,3bR,9bS,11aS)-7-Hydroxy-11a-methyl-2,3,3a,3b,4,5,9b,10,11,11a-decahydro-1H-cyclopentaphenanthren-1-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
ChEBI	CHEBI:191192
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/s1Key: JSUDNGPWAXYETN-ZBRFXRBCSA-N
SMILES C12CC3(1CC2OS(=O)(=O)O)CCC4=C3C=CC(=C4)O
Properties
Chemical formula	C₁₈H₂₄O₅S
Molar mass	352.45 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references

Chemical compound

Estradiol 17β-sulfate is an estrogen conjugate which is produced from estradiol by sulfation of the C17β hydroxyl group by estrogen sulfotransferases.

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. S2CID 42879796.
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. S2CID 24671971.
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.

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