Page last updated: 2024-12-06

16-ketoestradiol

Description

## 16-ketoestradiol: A Key Player in Estrogen Metabolism and Research

16-ketoestradiol (16-oxoestradiol) is a **metabolite of estradiol**, the most potent naturally occurring estrogen in humans. This means it is a derivative of estradiol, formed through a specific chemical modification. Specifically, 16-ketoestradiol arises from the oxidation of estradiol at the 16-position.

**Why is 16-ketoestradiol important for research?**

16-ketoestradiol is garnering increasing attention due to its potential role in various biological processes, including:

**1. Estrogen Metabolism and Signaling:**
* 16-ketoestradiol is a potent estrogen, and its **interaction with estrogen receptors** is a key area of research. Understanding its role in estrogen signaling pathways can shed light on its physiological functions and potential implications in health and disease.
* Studying 16-ketoestradiol can help elucidate the **complex interplay of different estrogen metabolites** in the body, particularly in the context of **hormonal regulation and reproductive health.**

**2. Neuroprotective Effects:**
* Preliminary research suggests that 16-ketoestradiol possesses **neuroprotective properties**, potentially contributing to its role in **cognitive function** and **neurological health**.
* Investigating its mechanisms of action in the brain could lead to new therapeutic strategies for neurodegenerative diseases like Alzheimer's and Parkinson's.

**3. Cardiovascular Health:**
* 16-ketoestradiol has shown potential **cardiovascular benefits** in some studies, including **anti-inflammatory and anti-atherosclerotic effects.**
* Further research is needed to fully understand its impact on cardiovascular health and to explore its potential as a therapeutic target for heart disease.

**4. Cancer Research:**
* The potential role of 16-ketoestradiol in **estrogen-dependent cancers** like breast and ovarian cancer is being investigated.
* Understanding how 16-ketoestradiol interacts with estrogen receptors in these cancers could lead to novel strategies for prevention and treatment.

**5. Other Potential Benefits:**
* 16-ketoestradiol has been associated with **bone health** and **immune function**, further highlighting its broad impact on human health.

**In Summary:**

16-ketoestradiol is a fascinating molecule with a growing list of potential biological roles. Research into this compound holds promise for advancing our understanding of estrogen metabolism, unraveling its impact on various physiological processes, and potentially discovering new therapeutic avenues for a range of health conditions.

16-ketoestradiol: RN given refers to (17beta)-isomer [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID66417
CHEMBL ID1627347
CHEBI ID34165
SCHEMBL ID928512
MeSH IDM0044623

Synonyms (42)

Synonym
566-75-6
estra-1,5(10)-trien-16-one, 3,17-dihydroxy-, (17.beta.)-
nsc-51169
nsc51169
16-ketoestradiol
16-oxo-17beta-estradiol
(17beta)-3,17-dihydroxyestra-1(10),2,4-trien-16-one
(8r,9s,13s,14s,17r)-3,17-dihydroxy-13-methyl-7,8,9,11,12,14,15,17-octahydro-6h-cyclopenta[a]phenanthren-16-one
LMST02010047
CHEMBL1627347
chebi:34165 ,
unii-6ce096rr70
nsc 51169
6ce096rr70 ,
16-oxoestradiol
estra-1,3,5(10)-triene-3beta,17beta-diol-16-one
estra-1,3,5(10)-trien-16-one, 3,17-dihydroxy-, (17beta)-
SCHEMBL928512
3,17-dihydroxyestra-1,3,5(10)-trien-16-one #
KJDGFQJCHFJTRH-YONAWACDSA-N
estra-1,3,5(10)-trien-16-one, 3,17-dihydroxy-, (17.beta.)-
(17r)-3,17.beta.-dihydroxy-1,3,5(10)-estratriene-16-one
3,17.beta.-dihydroxyestra-1,3,5(10)-trien-16-one
16-keto-17.beta.-estradiol
estra-1,3,5(10)-trien-16-one, 3,17.beta.-dihydroxy-
DTXSID5040386
J108.088A ,
16-keto-17beta-estradiol
16-keto-estriol
16-oxo-17b-estradiol
16-keto-17b-estradiol
16-oxoestradiol-17b
1,3,5(10)-estratriene-3,17b-diol-16-one
3,17b-dihydroxyestra-1,3,5(10)-trien-16-one
3,17beta-dihydroxyestra-1,3,5(10)-trien-16-one
Q27115859
16-keto-17- beta -estradiol
16-keto 17?-estradiol
16-keto 17beta-estradiol
16-keto-17-beta-estradiol
PD053504
(1r,3as,3br,9bs,11as)-1,7-dihydroxy-11a-methyl-1h,2h,3h,3ah,3bh,4h,5h,9bh,10h,11h,11ah-cyclopenta[a]phenanthren-2-one
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
16-oxo steroidAny oxo steroid carrying an oxo group at position 16.
[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]

Bioassays (1)

Assay IDTitleYearJournalArticle
AID55149The compound was tested in vitro for its ability to initiate DNA replication1998Journal of medicinal chemistry, Apr-23, Volume: 41, Issue:9
Effect of steroids on DNA synthesis in an in vitro replication system: initial quantitative structure-activity relationship studies and construction of a non-estrogen receptor pharmacophore.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (15)

TimeframeStudies, This Drug (%)All Drugs %
pre-19909 (60.00)18.7374
1990's1 (6.67)18.2507
2000's1 (6.67)29.6817
2010's3 (20.00)24.3611
2020's1 (6.67)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.06

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 Index12.06 (24.57)
Research Supply Index2.83 (2.92)
Research Growth Index4.89 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.06)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials1 (6.67%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other14 (93.33%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
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