Compounds > 2-ethoxyestradiol
Page last updated: 2024-12-08

2-ethoxyestradiol

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

Description

2-ethoxyestradiol: an antimitogenic agent that attenuates pulmonary hypertension; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID383045
CHEMBL ID1627442
SCHEMBL ID661682
MeSH IDM0526091

Synonyms (14)

Synonym
NCI60_025044
2-ethoxyestra-1,5-trien-3,17.beta.-diol
mls002702240 ,
estra-1,5-trien-3,17-diol, 2-ethoxy-, (17.beta.)-
nsc671043
nsc-671043
(8r,9s,13s,14s,17s)-2-ethoxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol
CHEMBL1627442 ,
2-ethoxyestradiol
bdbm50369013
2-ethoxy estra-1,3,5(10)-trien-3,17beta-diol
GZGPTTWIZTVHKE-BKRJIHRRSA-N
2-ethoxyestra-1,3,5(10)-triene-3.17beta-diol
SCHEMBL661682
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (3)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Tubulin beta-2B chainBos taurus (cattle)IC50 (µMol)0.95670.25001.88388.7000AID213998; AID214035; AID214038
Similar to alpha-tubulin isoform 1 Bos taurus (cattle)IC50 (µMol)0.98000.25001.87798.7000AID213998; AID214035
Similar to alpha-tubulin isoform 1 Bos taurus (cattle)IC50 (µMol)1.30000.25001.86568.7000AID214035
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (3)

Processvia Protein(s)Taxonomy
microtubule-based processTubulin beta-2B chainBos taurus (cattle)
nervous system developmentTubulin beta-2B chainBos taurus (cattle)
positive regulation of axon guidanceTubulin beta-2B chainBos taurus (cattle)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (3)

Processvia Protein(s)Taxonomy
GTPase activityTubulin beta-2B chainBos taurus (cattle)
metal ion bindingTubulin beta-2B chainBos taurus (cattle)
protein heterodimerization activityTubulin beta-2B chainBos taurus (cattle)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (1)

Processvia Protein(s)Taxonomy
microtubule cytoskeletonTubulin beta-2B chainBos taurus (cattle)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (31)

Assay IDTitleYearJournalArticle
AID69537Relative binding affinity for estrogen receptor using a tritium labeled estrogen as the tracer and immature rat uterine cytosol1997Journal of medicinal chemistry, Jul-18, Volume: 40, Issue:15
Synthesis of analogs of 2-methoxyestradiol with enhanced inhibitory effects on tubulin polymerization and cancer cell growth.
AID80541Cytotoxicity against colon HCT116 cancer cell lines.1995Journal of medicinal chemistry, Jun-09, Volume: 38, Issue:12
Synthesis, antitubulin and antimitotic activity, and cytotoxicity of analogs of 2-methoxyestradiol, an endogenous mammalian metabolite of estradiol that inhibits tubulin polymerization by binding to the colchicine binding site.
AID200462In vitro cytotoxicity value corresponding to 50% growth inhibition against SN12C (renal) cell line.1997Journal of medicinal chemistry, Jul-18, Volume: 40, Issue:15
Synthesis of analogs of 2-methoxyestradiol with enhanced inhibitory effects on tubulin polymerization and cancer cell growth.
AID57875Cytotoxicity against prostate DU-145 cancer cell lines.1995Journal of medicinal chemistry, Jun-09, Volume: 38, Issue:12
Synthesis, antitubulin and antimitotic activity, and cytotoxicity of analogs of 2-methoxyestradiol, an endogenous mammalian metabolite of estradiol that inhibits tubulin polymerization by binding to the colchicine binding site.
AID57874The In vitro cytotoxicity value corresponding to 50% growth inhibition against DU-145 (prostate) cell line.1997Journal of medicinal chemistry, Jul-18, Volume: 40, Issue:15
Synthesis of analogs of 2-methoxyestradiol with enhanced inhibitory effects on tubulin polymerization and cancer cell growth.
AID214753In vitro cytotoxicity value corresponding to 50% growth inhibition against UACC-62(melanoma) cell line.1997Journal of medicinal chemistry, Jul-18, Volume: 40, Issue:15
Synthesis of analogs of 2-methoxyestradiol with enhanced inhibitory effects on tubulin polymerization and cancer cell growth.
AID69678Relative binding affinity (RBA) for estrogen receptor at 25 degree C1995Journal of medicinal chemistry, Jun-09, Volume: 38, Issue:12
Synthesis, antitubulin and antimitotic activity, and cytotoxicity of analogs of 2-methoxyestradiol, an endogenous mammalian metabolite of estradiol that inhibits tubulin polymerization by binding to the colchicine binding site.
AID81508In vitro cytotoxicity value corresponding to 50% growth inhibition against HOP-62(non small cell lung) cell line.1997Journal of medicinal chemistry, Jul-18, Volume: 40, Issue:15
Synthesis of analogs of 2-methoxyestradiol with enhanced inhibitory effects on tubulin polymerization and cancer cell growth.
AID214754Cytotoxicity against melanoma UACC-62 cancer cell lines.1995Journal of medicinal chemistry, Jun-09, Volume: 38, Issue:12
Synthesis, antitubulin and antimitotic activity, and cytotoxicity of analogs of 2-methoxyestradiol, an endogenous mammalian metabolite of estradiol that inhibits tubulin polymerization by binding to the colchicine binding site.
AID145429In vitro cytotoxicity value corresponding to 50% growth inhibition against OVCAR-3 (ovarian) cell line.1997Journal of medicinal chemistry, Jul-18, Volume: 40, Issue:15
Synthesis of analogs of 2-methoxyestradiol with enhanced inhibitory effects on tubulin polymerization and cancer cell growth.
AID145430Cytotoxicity against ovarian OVCAR-3 cancer cell lines.1995Journal of medicinal chemistry, Jun-09, Volume: 38, Issue:12
Synthesis, antitubulin and antimitotic activity, and cytotoxicity of analogs of 2-methoxyestradiol, an endogenous mammalian metabolite of estradiol that inhibits tubulin polymerization by binding to the colchicine binding site.
AID214035Evaluated for inhibition of tubulin polymerization.1997Journal of medicinal chemistry, Jul-18, Volume: 40, Issue:15
Synthesis of analogs of 2-methoxyestradiol with enhanced inhibitory effects on tubulin polymerization and cancer cell growth.
AID90282Mean graph midpoint for all human cancer cell line cytotoxicity.1995Journal of medicinal chemistry, Jun-09, Volume: 38, Issue:12
Synthesis, antitubulin and antimitotic activity, and cytotoxicity of analogs of 2-methoxyestradiol, an endogenous mammalian metabolite of estradiol that inhibits tubulin polymerization by binding to the colchicine binding site.
AID81509Cytotoxicity against lung HOP-62 cancer cell lines.1995Journal of medicinal chemistry, Jun-09, Volume: 38, Issue:12
Synthesis, antitubulin and antimitotic activity, and cytotoxicity of analogs of 2-methoxyestradiol, an endogenous mammalian metabolite of estradiol that inhibits tubulin polymerization by binding to the colchicine binding site.
AID214164Compound was evaluated for inhibition of colchicine binding to tubulin in experiment I.2000Journal of medicinal chemistry, Jun-15, Volume: 43, Issue:12
Synthesis of B-ring homologated estradiol analogues that modulate tubulin polymerization and microtubule stability.
AID214165Compound was evaluated for inhibition of colchicine binding to tubulin in experiment II.2000Journal of medicinal chemistry, Jun-15, Volume: 43, Issue:12
Synthesis of B-ring homologated estradiol analogues that modulate tubulin polymerization and microtubule stability.
AID200441Cytotoxicity against renal SN12C cancer cell lines.1995Journal of medicinal chemistry, Jun-09, Volume: 38, Issue:12
Synthesis, antitubulin and antimitotic activity, and cytotoxicity of analogs of 2-methoxyestradiol, an endogenous mammalian metabolite of estradiol that inhibits tubulin polymerization by binding to the colchicine binding site.
AID69681Relative binding affinity (RBA) for estrogen receptor at 0C1995Journal of medicinal chemistry, Jun-09, Volume: 38, Issue:12
Synthesis, antitubulin and antimitotic activity, and cytotoxicity of analogs of 2-methoxyestradiol, an endogenous mammalian metabolite of estradiol that inhibits tubulin polymerization by binding to the colchicine binding site.
AID213998Inhibition of polymerization of purified bovine tubulin2000Journal of medicinal chemistry, Jun-15, Volume: 43, Issue:12
Synthesis of B-ring homologated estradiol analogues that modulate tubulin polymerization and microtubule stability.
AID102159In vitro cytotoxicity value corresponding to 50% growth inhibition against MDA-MB-435 (breast) cell line.1997Journal of medicinal chemistry, Jul-18, Volume: 40, Issue:15
Synthesis of analogs of 2-methoxyestradiol with enhanced inhibitory effects on tubulin polymerization and cancer cell growth.
AID201282Cytotoxicity against CNS SF-539 cancer cell lines.1995Journal of medicinal chemistry, Jun-09, Volume: 38, Issue:12
Synthesis, antitubulin and antimitotic activity, and cytotoxicity of analogs of 2-methoxyestradiol, an endogenous mammalian metabolite of estradiol that inhibits tubulin polymerization by binding to the colchicine binding site.
AID90281Mean graph midpoint for growth inhibition of all human cancer cell lines1997Journal of medicinal chemistry, Jul-18, Volume: 40, Issue:15
Synthesis of analogs of 2-methoxyestradiol with enhanced inhibitory effects on tubulin polymerization and cancer cell growth.
AID214038In vitro inhibition of tubulin polymerization.1995Journal of medicinal chemistry, Jun-09, Volume: 38, Issue:12
Synthesis, antitubulin and antimitotic activity, and cytotoxicity of analogs of 2-methoxyestradiol, an endogenous mammalian metabolite of estradiol that inhibits tubulin polymerization by binding to the colchicine binding site.
AID214193Percentage inhibition of colchicine binding to tubulin.1995Journal of medicinal chemistry, Jun-09, Volume: 38, Issue:12
Synthesis, antitubulin and antimitotic activity, and cytotoxicity of analogs of 2-methoxyestradiol, an endogenous mammalian metabolite of estradiol that inhibits tubulin polymerization by binding to the colchicine binding site.
AID90302Tested for cytotoxicities and mean graph midpoint (MGM) for growth inhibition of all 55 human cell lines2000Journal of medicinal chemistry, Jun-15, Volume: 43, Issue:12
Synthesis of B-ring homologated estradiol analogues that modulate tubulin polymerization and microtubule stability.
AID214191Evaluated for % inhibition of colchicine binding to tubulin.1997Journal of medicinal chemistry, Jul-18, Volume: 40, Issue:15
Synthesis of analogs of 2-methoxyestradiol with enhanced inhibitory effects on tubulin polymerization and cancer cell growth.
AID247705Inhibitory concentration required against growth of HUVEC cancer cell line2004Journal of medicinal chemistry, Oct-07, Volume: 47, Issue:21
Effects of altering the electronics of 2-methoxyestradiol on cell proliferation, on cytotoxicity in human cancer cell cultures, and on tubulin polymerization.
AID201311The In vitro cytotoxicity corresponding to 50% growth inhibition against SF-59 (central nervous system) cell line.1997Journal of medicinal chemistry, Jul-18, Volume: 40, Issue:15
Synthesis of analogs of 2-methoxyestradiol with enhanced inhibitory effects on tubulin polymerization and cancer cell growth.
AID80539In vitro cytotoxicity value corresponding to 50% growth inhibition against HCT116 (colon) cell line.1997Journal of medicinal chemistry, Jul-18, Volume: 40, Issue:15
Synthesis of analogs of 2-methoxyestradiol with enhanced inhibitory effects on tubulin polymerization and cancer cell growth.
AID102160Cytotoxicity against breast MDA-MB-435 cancer cell lines.1995Journal of medicinal chemistry, Jun-09, Volume: 38, Issue:12
Synthesis, antitubulin and antimitotic activity, and cytotoxicity of analogs of 2-methoxyestradiol, an endogenous mammalian metabolite of estradiol that inhibits tubulin polymerization by binding to the colchicine binding site.
AID247636Inhibitory concentration against growth of MDA-MB-231 cancer cell line2004Journal of medicinal chemistry, Oct-07, Volume: 47, Issue:21
Effects of altering the electronics of 2-methoxyestradiol on cell proliferation, on cytotoxicity in human cancer cell cultures, and on tubulin polymerization.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (4)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's2 (50.00)18.2507
2000's2 (50.00)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: 12.42

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 Index12.42 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.21 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.42)

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%
Other5 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
paclitaxel
Taxus: Genus of coniferous yew trees or shrubs, several species of which have medicinal uses. Notable is the Pacific yew, Taxus brevifolia, which is used to make the anti-neoplastic drug taxol (PACLITAXEL).		210taxane diterpenoid;
tetracyclic diterpenoid		antineoplastic agent;
human metabolite;
metabolite;
microtubule-stabilising agent
17-methylestradiol
17-methylestradiol: RN given refers to parent cpd(17beta)-isomer		2.02103-hydroxy steroid
2-methoxyestradiol
2-methoxy-17beta-estradiol : A 17beta-hydroxy steroid, being 17beta-estradiol methoxylated at C-2.		2.914017beta-hydroxy steroid;
3-hydroxy steroid		angiogenesis modulating agent;
antimitotic;
antineoplastic agent;
human metabolite;
metabolite;
mouse metabolite
2-methylestradiol
2-methylestradiol: RN given refers to (17beta)-isomer		1.9810
2-iodoestradiol
2-iodoestradiol: RN given refers to unlabeled cpd		1.9810
ConditionIndicatedRelationship StrengthStudiesTrials