CHEBI:4866 - 17β-estradiol 3-sulfate

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ChEBI Name 17β-estradiol 3-sulfate
ChEBI ID CHEBI:4866
ChEBI ASCII Name 17beta-estradiol 3-sulfate
Definition A steroid sulfate obtained by the formal condensation of sulfuric acid with the 3-hydroxy group of 17β-estradiol.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ZINC000004097545
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Formula C18H24O5S
Net Charge 0
Average Mass 352.447
Monoisotopic Mass 352.13445
InChI InChI=1S/C18H24O5S/c1-18-9-8-14-13-5-3-12(23-24(20,21)22)10-11(13)2-4-15(14)16(18)6-7-17(18)19/h3,5,10,14-17,19H,2,4,6-9H2,1H3,(H,20,21,22)/t14-,15-,16+,17+,18+/m1/s1
InChIKey QZIGLSSUDXBTLJ-ZBRFXRBCSA-N
SMILES C1=C2C(CC[C@]3([C@@]4(CC[C@@H]([C@]4(CC[C@@]32[H])C)O)[H])[H])=CC(=C1)OS(O)(=O)=O
Roles Classification
Biological Role(s): mammalian metabolite
Any animal metabolite produced during a metabolic reaction in mammals.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 17β-estradiol 3-sulfate (CHEBI:4866) has functional parent 17β-estradiol (CHEBI:16469)
17β-estradiol 3-sulfate (CHEBI:4866) has role mammalian metabolite (CHEBI:75768)
17β-estradiol 3-sulfate (CHEBI:4866) is a 17β-hydroxy steroid (CHEBI:35343)
17β-estradiol 3-sulfate (CHEBI:4866) is a steroid sulfate (CHEBI:16158)
17β-estradiol 3-sulfate (CHEBI:4866) is conjugate acid of 17β-estradiol 3-sulfate(1−) (CHEBI:136582)
Incoming 17β-estradiol 3-sulfate(1−) (CHEBI:136582) is conjugate base of 17β-estradiol 3-sulfate (CHEBI:4866)
IUPAC Name
17β-hydroxyestra-1(10),2,4-trien-3-yl hydrogen sulfate
Synonyms Sources
(17β)-17-hydroxyestra-1(10),2,4-trien-3-yl hydrogen sulfate ChEBI
17β-hydroxyestra-1,3,5(10)-trien-3-yl hydrogen sulfate IUPAC
estradiol 3-sulphate ChemIDplus
Estradiol-17beta 3-sulfate KEGG COMPOUND
estradiol-3-sulfate ChemIDplus
Manual Xrefs Databases
C08357 KEGG COMPOUND
HMDB0004448 HMDB
LMST05020005 LIPID MAPS
View more database links
Registry Numbers Types Sources
3220773 Reaxys Registry Number Reaxys
481-96-9 CAS Registry Number ChemIDplus
Citations
Kumar V, Johnson AC, Nakada N, Yamashita N, Tanaka H (2012)
De-conjugation behavior of conjugated estrogens in the raw sewage, activated sludge and river water.
Journal of hazardous materials 227-228, 49-54 [PubMed:22664257]
[show Abstract]
Rabaglino MB, Richards E, Denslow N, Keller-Wood M, Wood CE (2012)
Genomics of estradiol-3-sulfate action in the ovine fetal hypothalamus.
Physiological genomics 44, 669-677 [PubMed:22570439]
[show Abstract]
Wood CE (2011)
Fetal hypothalamus-pituitary-adrenal responses to estradiol sulfate.
Endocrinology 152, 4966-4973 [PubMed:21952234]
[show Abstract]
Winikor J, Schlaerth C, Rabaglino MB, Cousins R, Sutherland M, Wood CE (2011)
Complex actions of estradiol-3-sulfate in late gestation fetal brain.
Reproductive sciences (Thousand Oaks, Calif.) 18, 654-665 [PubMed:21273638]
[show Abstract]
Scherr FF, Sarmah AK, Di HJ, Cameron KC (2009)
Degradation and metabolite formation of 17beta-estradiol-3-sulphate in New Zealand pasture soils.
Environment international 35, 291-297 [PubMed:18694598]
[show Abstract]
Wang LQ, James MO (2005)
Sulfotransferase 2A1 forms estradiol-17-sulfate and celecoxib switches the dominant product from estradiol-3-sulfate to estradiol-17-sulfate.
The Journal of steroid biochemistry and molecular biology 96, 367-374 [PubMed:16011896]
[show Abstract]
Last Modified
20 November 2019