Page last updated: 2024-12-05

17-desoxyestradiol

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

Description

17-desoxyestradiol, also known as estrone, is a naturally occurring estrogen hormone produced in the body. It's a weaker form of estrogen compared to estradiol (E2) and plays a significant role in various physiological processes.

**Why it's important for research:**

* **Understanding Estrogen Metabolism:** 17-desoxyestradiol is a key intermediate in the biosynthesis of estradiol. Studying its metabolism helps researchers understand the complex pathways involved in estrogen production and regulation.
* **Potential Therapeutic Applications:** 17-desoxyestradiol has been explored for potential therapeutic applications in areas such as:
* **Menopause Management:** As a weaker estrogen, it might offer some of the benefits of hormone replacement therapy with fewer side effects.
* **Cardiovascular Health:** Some research suggests it could have protective effects on the cardiovascular system.
* **Neurological Disorders:** 17-desoxyestradiol might play a role in cognitive function and could be investigated for potential use in conditions like Alzheimer's disease.
* **Understanding Estrogen's Role in Health:** 17-desoxyestradiol, alongside other estrogens, influences various aspects of health, including:
* **Reproductive Health:** Plays a role in the menstrual cycle and fertility.
* **Bone Health:** Contributes to bone density and strength.
* **Cardiovascular Health:** Impacts heart health and blood vessel function.
* **Cognitive Function:** May influence brain function and cognitive abilities.

**Research challenges:**

* **Complex Metabolism:** 17-desoxyestradiol undergoes complex metabolic transformations in the body, making it challenging to study its precise effects.
* **Variable Concentrations:** Levels of 17-desoxyestradiol fluctuate in the body based on factors like age, genetics, and health status.
* **Ethical Considerations:** Research involving estrogen hormones requires careful consideration of ethical implications due to their potential impact on reproductive health and other aspects of well-being.

**Overall, 17-desoxyestradiol is a fascinating molecule with implications for both basic scientific understanding and potential therapeutic applications. Ongoing research is shedding light on its role in various aspects of health and disease, opening up avenues for future therapeutic development.**

estra-1,3,5(10)-trien-3-ol : A 3-hydroxy steroid resulting from deoxygenation at position 17 of estradiol or estrone. [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 CID5888
CHEMBL ID261406
CHEBI ID62844
SCHEMBL ID712443
MeSH IDM0109225

Synonyms (29)

Synonym
BIDD:ER0147
estra-1,3,5(10)-trien-3-ol
deoxoestrone
ccris 7204
nsc 57428
3-hydroxyestra-1,3,5(10)-triene
estrone, 17-deoxy-
53-63-4
3-hydroxyestra-1,5(10)-triene
nsc-57428
nsc57428
estra-1,5(10)-trien-3-ol
17-deoxyestrone
17-desoxyestradiol
17-deoxyestradiol
17-deoxoestrone
chebi:62844 ,
CHEMBL261406 ,
estra-1(10),2,4-trien-3-ol
17-deoxyoestrone
17-desoxyestrone
oestra-1,3,5(10)-trien-3-ol
bdbm50410523
unii-73a01w88sp
73a01w88sp ,
SCHEMBL712443
estra-1,3,5(10)-triene-3-ol
DTXSID1022471
Q27132230

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" Several analogs were evaluated for metabolic stability in human liver microsomes and in vivo in a rat cassette dosing model."( Synthesis of 2- and 17-substituted estrone analogs and their antiproliferative structure-activity relationships compared to 2-methoxyestradiol.
Agoston, GE; Hunsucker, K; LaVallee, TM; Pribluda, V; Shah, JH; Suwandi, L; Swartz, GM; Treston, AM; Zhan, XH, 2009
)
0.35
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
estrogenA hormone that stimulates or controls the development and maintenance of female sex characteristics in mammals by binding to oestrogen receptors. The oestrogens are named for their importance in the oestrous cycle. The oestrogens that occur naturally in the body, notably estrone, estradiol, estriol, and estetrol are steroids. Other compounds with oestrogenic activity are produced by plants (phytoestrogens) and fungi (mycoestrogens); synthetic compounds with oestrogenic activity are known as xenoestrogens.
[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 (3)

ClassDescription
3-hydroxy steroidAny hydroxy steroid carrying a hydroxy group at position 3.
phenolsOrganic aromatic compounds having one or more hydroxy groups attached to a benzene or other arene ring.
phenolic steroid
[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]

Protein Targets (2)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Androgen receptorRattus norvegicus (Norway rat)IC50 (µMol)41.68690.00101.979414.1600AID255211
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Sex hormone-binding globulinHomo sapiens (human)Kd0.00500.00020.34964.7863AID318680
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Molecular Functions (3)

Processvia Protein(s)Taxonomy
androgen bindingSex hormone-binding globulinHomo sapiens (human)
protein bindingSex hormone-binding globulinHomo sapiens (human)
steroid bindingSex hormone-binding globulinHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (2)

Processvia Protein(s)Taxonomy
extracellular regionSex hormone-binding globulinHomo sapiens (human)
extracellular exosomeSex hormone-binding globulinHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (12)

Assay IDTitleYearJournalArticle
AID452794Antiangiogenic activity against HUVECs by Brdu incorporation assay2009Bioorganic & medicinal chemistry, Oct-15, Volume: 17, Issue:20
Synthesis of 2- and 17-substituted estrone analogs and their antiproliferative structure-activity relationships compared to 2-methoxyestradiol.
AID318680Displacement of [3H]5alpha dihydrotestosterone from human sex hormone binding globulin2008Journal of medicinal chemistry, Apr-10, Volume: 51, Issue:7
An updated steroid benchmark set and its application in the discovery of novel nanomolar ligands of sex hormone-binding globulin.
AID452793Antiproliferative activity against human PC3 cells by Brdu incorporation assay2009Bioorganic & medicinal chemistry, Oct-15, Volume: 17, Issue:20
Synthesis of 2- and 17-substituted estrone analogs and their antiproliferative structure-activity relationships compared to 2-methoxyestradiol.
AID103554Growth response in cultures of MCF-7 (human breast cancer cell line) cells1997Journal of medicinal chemistry, Oct-24, Volume: 40, Issue:22
Induction of the estrogen specific mitogenic response of MCF-7 cells by selected analogues of estradiol-17 beta: a 3D QSAR study.
AID452795Estrogenic activity in human MCF7 cells assessed as stimulation of cell proliferation relative to 2-methoxyestradiol2009Bioorganic & medicinal chemistry, Oct-15, Volume: 17, Issue:20
Synthesis of 2- and 17-substituted estrone analogs and their antiproliferative structure-activity relationships compared to 2-methoxyestradiol.
AID468984Inhibition of human 17beta-HSD7 expressed in HEK293 cells assessed as inhibition of reduction of [14C]estrone into [14C]estradiol at 0.3 uM after 7 hrs2009Journal of medicinal chemistry, Dec-10, Volume: 52, Issue:23
Potent and selective steroidal inhibitors of 17beta-hydroxysteroid dehydrogenase type 7, an enzyme that catalyzes the reduction of the key hormones estrone and dihydrotestosterone.
AID452791Antiproliferative activity against human MDA-MB-435 cells by Brdu incorporation assay2009Bioorganic & medicinal chemistry, Oct-15, Volume: 17, Issue:20
Synthesis of 2- and 17-substituted estrone analogs and their antiproliferative structure-activity relationships compared to 2-methoxyestradiol.
AID452792Antiproliferative activity against human U87MG cells by Brdu incorporation assay2009Bioorganic & medicinal chemistry, Oct-15, Volume: 17, Issue:20
Synthesis of 2- and 17-substituted estrone analogs and their antiproliferative structure-activity relationships compared to 2-methoxyestradiol.
AID50906Inhibition of mouse constitutive androstane receptor (mCAR) activity at 10 uM was determined as percent remaining activity2003Journal of medicinal chemistry, Oct-23, Volume: 46, Issue:22
Molecular determinants of steroid inhibition for the mouse constitutive androstane receptor.
AID468985Inhibition of human 17beta-HSD7 expressed in HEK293 cells assessed as inhibition of reduction of [14C]estrone into [14C]estradiol at 3 uM after 7 hrs2009Journal of medicinal chemistry, Dec-10, Volume: 52, Issue:23
Potent and selective steroidal inhibitors of 17beta-hydroxysteroid dehydrogenase type 7, an enzyme that catalyzes the reduction of the key hormones estrone and dihydrotestosterone.
AID68899Estrogen receptor (ER) binding affinity1997Journal of medicinal chemistry, Oct-24, Volume: 40, Issue:22
Induction of the estrogen specific mitogenic response of MCF-7 cells by selected analogues of estradiol-17 beta: a 3D QSAR study.
AID255211Inhibitory concentration against recombinant rat androgen receptor expressed in Escherichia coli using [3H]methyltrienolone (R 1881)2005Journal of medicinal chemistry, Sep-08, Volume: 48, Issue:18
Impact of induced fit on ligand binding to the androgen receptor: a multidimensional QSAR study to predict endocrine-disrupting effects of environmental chemicals.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (11)

TimeframeStudies, This Drug (%)All Drugs %
pre-19903 (27.27)18.7374
1990's1 (9.09)18.2507
2000's7 (63.64)29.6817
2010's0 (0.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.16

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 Index12.16 (24.57)
Research Supply Index2.48 (2.92)
Research Growth Index4.64 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.16)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other11 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]