Page last updated: 2024-12-06

estradiol-3-sulfate

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

Estradiol-3-sulfate (E2S) is a water-soluble steroid hormone, produced by the sulfation of estradiol. E2S is a potent estrogen in the body, though it is less potent than estradiol. It is produced in the liver and is the major circulating form of estradiol in human blood. It is involved in a variety of physiological processes, including the regulation of the menstrual cycle, pregnancy, and bone metabolism. E2S is also a key player in the development of estrogen-dependent cancers, such as breast cancer. E2S is studied for its potential role in a variety of diseases, including breast cancer, osteoporosis, and Alzheimer's disease. Researchers are investigating the possibility of using E2S as a therapeutic agent in these diseases.'
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estradiol-3-sulfate: RN given refers to (17beta)-isomer [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

17beta-estradiol 3-sulfate : A steroid sulfate obtained by the formal condensation of sulfuric acid with the 3-hydroxy group of 17beta-estradiol. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID66416
CHEMBL ID1628111
CHEBI ID4866
SCHEMBL ID232796
MeSH IDM0091930

Synonyms (42)

Synonym
17.beta.-estradiol 3-sulfate sodium salt
nsc629909
17beta-hydroxyestra-1,3,5(10)-trien-3-yl hydrogen sulfate
17beta-estradiol 3-sulfate
481-96-9
estradiol-3-sulfate
CHEBI:4866 ,
estradiol 3-sulphate
(17beta)-17-hydroxyestra-1(10),2,4-trien-3-yl hydrogen sulfate
17beta-hydroxyestra-1(10),2,4-trien-3-yl hydrogen sulfate
estra-1,3,5(10)-triene-3,17beta-diol 3-sulfate
LMST05020005
[(8r,9s,13s,14s,17s)-17-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl] hydrogen sulfate
{1,3,5[10]-estratriene-3,} 17.beta.-diol 3-sulfate sodium salt
17.beta.-estradiol 3-sulfate-
1,3,5[10]-estratriene-3, 17.beta.-diol 3-sulfate-
C08357 ,
estradiol-17beta 3-sulfate
CHEMBL1628111 ,
unii-4nkq3751p6
estra-1,3,5(10)-triene-3,17-diol (17beta)-, 3-(hydrogen sulfate)
4nkq3751p6 ,
bdbm50420244
estradiol metabolite (estradiol-17beta 3-sulfate)
estra-1,3,5(10)-triene-3,17-diol (17.beta.)-, 3-(hydrogen sulfate)
((8r,9s,13s,14s,17s)-17-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta(a)phenanthren-3-yl) hydrogen sulfate
17.beta.-estradiol sulfate
estradiol, 3-(hydrogen sulfate)
17.beta.-estradiol 3-sulfate
estradiol 3-sulfate
SCHEMBL232796
3,17beta-dihydroxy-1,3,5[10]-estratriene 3-sulfate
bedos
beta-estradiol 3-sulphate
1,3,5[10]-estratriene-3,17beta-diol 3-sulfate
1,3,5[10]-estratriene-3,17beta-diol 3-sulphate
beta-estradiol-3-sulfate
Q24887704
3,17beta-dihydroxy-1,3,5[10]-estratriene 3-sulphate
DTXSID30964000
17-hydroxyestra-1(10),2,4-trien-3-yl hydrogen sulfate
PD119907

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" A dose-response curve was always consistently obtained using estradiol-17 beta (E2), with a mid point at around 100 nM E2 and a maximum response at around 1000 nM."( Vitellogenin synthesis in cultured hepatocytes; an in vitro test for the estrogenic potency of chemicals.
Bennetau, B; Dunoguès, J; Flouriot, G; Foucher, JL; Le Gac, F; Pelissero, C; Sumpter, JP, 1993
)
0.29
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
mammalian metaboliteAny animal metabolite produced during a metabolic reaction in mammals.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (2)

ClassDescription
steroid sulfateA sulfuric ester obtained by the formal condensation of a hydroxy group of any steroid with sulfuric acid.
17beta-hydroxy steroidA 17-hydroxy steroid in which the hydroxy group at position 17 has a beta-configuration.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathways (6)

PathwayProteinsCompounds
Metabolism14961108
Biological oxidations150276
Phase II - Conjugation of compounds73122
Cytosolic sulfonation of small molecules1747
Sulfatase and aromatase pathway1414
Estrogen metabolism025

Protein Targets (2)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Multidrug resistance-associated protein 1 Homo sapiens (human)Ki0.38000.07002.20208.1000AID679984
Solute carrier organic anion transporter family member 1A1Rattus norvegicus (Norway rat)Ki1.10001.10004.51259.8000AID681147
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (23)

Processvia Protein(s)Taxonomy
leukotriene metabolic processMultidrug resistance-associated protein 1 Homo sapiens (human)
xenobiotic metabolic processMultidrug resistance-associated protein 1 Homo sapiens (human)
response to xenobiotic stimulusMultidrug resistance-associated protein 1 Homo sapiens (human)
cobalamin transportMultidrug resistance-associated protein 1 Homo sapiens (human)
sphingolipid biosynthetic processMultidrug resistance-associated protein 1 Homo sapiens (human)
cellular response to oxidative stressMultidrug resistance-associated protein 1 Homo sapiens (human)
heme catabolic processMultidrug resistance-associated protein 1 Homo sapiens (human)
xenobiotic transportMultidrug resistance-associated protein 1 Homo sapiens (human)
phospholipid translocationMultidrug resistance-associated protein 1 Homo sapiens (human)
positive regulation of inflammatory responseMultidrug resistance-associated protein 1 Homo sapiens (human)
transmembrane transportMultidrug resistance-associated protein 1 Homo sapiens (human)
cell chemotaxisMultidrug resistance-associated protein 1 Homo sapiens (human)
transepithelial transportMultidrug resistance-associated protein 1 Homo sapiens (human)
cyclic nucleotide transportMultidrug resistance-associated protein 1 Homo sapiens (human)
leukotriene transportMultidrug resistance-associated protein 1 Homo sapiens (human)
monoatomic anion transmembrane transportMultidrug resistance-associated protein 1 Homo sapiens (human)
sphingolipid translocationMultidrug resistance-associated protein 1 Homo sapiens (human)
export across plasma membraneMultidrug resistance-associated protein 1 Homo sapiens (human)
transport across blood-brain barrierMultidrug resistance-associated protein 1 Homo sapiens (human)
cellular response to amyloid-betaMultidrug resistance-associated protein 1 Homo sapiens (human)
carboxylic acid transmembrane transportMultidrug resistance-associated protein 1 Homo sapiens (human)
xenobiotic transport across blood-brain barrierMultidrug resistance-associated protein 1 Homo sapiens (human)
glutathione transmembrane transportMultidrug resistance-associated protein 1 Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (14)

Processvia Protein(s)Taxonomy
ATP bindingMultidrug resistance-associated protein 1 Homo sapiens (human)
ABC-type vitamin B12 transporter activityMultidrug resistance-associated protein 1 Homo sapiens (human)
ABC-type glutathione S-conjugate transporter activityMultidrug resistance-associated protein 1 Homo sapiens (human)
efflux transmembrane transporter activityMultidrug resistance-associated protein 1 Homo sapiens (human)
ATP hydrolysis activityMultidrug resistance-associated protein 1 Homo sapiens (human)
ATPase-coupled lipid transmembrane transporter activityMultidrug resistance-associated protein 1 Homo sapiens (human)
glutathione transmembrane transporter activityMultidrug resistance-associated protein 1 Homo sapiens (human)
ATPase-coupled transmembrane transporter activityMultidrug resistance-associated protein 1 Homo sapiens (human)
xenobiotic transmembrane transporter activityMultidrug resistance-associated protein 1 Homo sapiens (human)
ATPase-coupled inorganic anion transmembrane transporter activityMultidrug resistance-associated protein 1 Homo sapiens (human)
sphingolipid transporter activityMultidrug resistance-associated protein 1 Homo sapiens (human)
carboxylic acid transmembrane transporter activityMultidrug resistance-associated protein 1 Homo sapiens (human)
ABC-type transporter activityMultidrug resistance-associated protein 1 Homo sapiens (human)
ABC-type xenobiotic transporter activityMultidrug resistance-associated protein 1 Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (7)

Processvia Protein(s)Taxonomy
plasma membraneMultidrug resistance-associated protein 1 Homo sapiens (human)
basal plasma membraneMultidrug resistance-associated protein 1 Homo sapiens (human)
membraneMultidrug resistance-associated protein 1 Homo sapiens (human)
basolateral plasma membraneMultidrug resistance-associated protein 1 Homo sapiens (human)
apical plasma membraneMultidrug resistance-associated protein 1 Homo sapiens (human)
lateral plasma membraneMultidrug resistance-associated protein 1 Homo sapiens (human)
extracellular exosomeMultidrug resistance-associated protein 1 Homo sapiens (human)
basolateral plasma membraneMultidrug resistance-associated protein 1 Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (10)

Assay IDTitleYearJournalArticle
AID681548TP_TRANSPORTER: inhibition of Taurocholate uptake (Taurocholate: 2.5 uM, Estradiol-3-sulfate: 68 uM) in Ntcp-expressing CHO cells1998The American journal of physiology, 02, Volume: 274, Issue:2
Substrate specificity of the rat liver Na(+)-bile salt cotransporter in Xenopus laevis oocytes and in CHO cells.
AID680182TP_TRANSPORTER: inhibition of E1S uptake (E1S: 0.05 uM, beta-estradiol sulfate: 500 uM) in Xenopus laevis oocytes2000The Journal of biological chemistry, Feb-11, Volume: 275, Issue:6
Molecular cloning and characterization of multispecific organic anion transporter 4 expressed in the placenta.
AID680029TP_TRANSPORTER: inhibition of DHEAS uptake (DHEAS: 5 uM, Estradiol-3-sulfate: 100 uM) in Xenopus laevis oocytes1998FEBS letters, Mar-13, Volume: 424, Issue:3
Dehydroepiandrosterone sulfate (DHEAS): identification of a carrier protein in human liver and brain.
AID682057TP_TRANSPORTER: inhibition of E1S uptake (E1S: 0.04 uM, Estradiol-3-sulfate: 100 uM) in OATP-B-expressing HEK293 cells2001Pharmaceutical research, Sep, Volume: 18, Issue:9
Functional characterization of human organic anion transporting polypeptide B (OATP-B) in comparison with liver-specific OATP-C.
AID681177TP_TRANSPORTER: inhibition of E1S uptake by 17beta-estradiol 3-sulfate at a concentration of 30uM in membrane vesicle from BCRP-expressing K562 cells2003Molecular pharmacology, Sep, Volume: 64, Issue:3
Breast cancer resistance protein exports sulfated estrogens but not free estrogens.
AID681147TP_TRANSPORTER: inhibition of E217betaG uptake in Oatp1-expressing HeLa cells1996The American journal of physiology, Feb, Volume: 270, Issue:2 Pt 2
Estradiol 17 beta-D-glucuronide is a high-affinity substrate for oatp organic anion transporter.
AID223691Inhibitory activity against protein tyrosine phosphatases (PTP1B); no inhibition at 1 mM2000Journal of medicinal chemistry, Jan-27, Volume: 43, Issue:2
Structure-based discovery of small molecule inhibitors targeted to protein tyrosine phosphatase 1B.
AID679984TP_TRANSPORTER: inhibition of LTC4 uptake in membrane vesicle from MRP1-expressing HeLa cells2001The Journal of biological chemistry, Mar-02, Volume: 276, Issue:9
Glutathione stimulates sulfated estrogen transport by multidrug resistance protein 1.
AID681213TP_TRANSPORTER: efflux in BCRP-expressing LLC-PK1 cells2003Molecular pharmacology, Sep, Volume: 64, Issue:3
Breast cancer resistance protein exports sulfated estrogens but not free estrogens.
AID680753TP_TRANSPORTER: inhibition of E1S uptake (E1S: 0.04 uM, Estradiol-3-sulfate: 100 uM) in OATP-C-expressing HEK293 cells2001Pharmaceutical research, Sep, Volume: 18, Issue:9
Functional characterization of human organic anion transporting polypeptide B (OATP-B) in comparison with liver-specific OATP-C.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (34)

TimeframeStudies, This Drug (%)All Drugs %
pre-19909 (26.47)18.7374
1990's7 (20.59)18.2507
2000's10 (29.41)29.6817
2010's7 (20.59)24.3611
2020's1 (2.94)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 10.92

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index10.92 (24.57)
Research Supply Index3.58 (2.92)
Research Growth Index4.51 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (10.92)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials1 (2.94%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other33 (97.06%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]