Page last updated: 2024-12-06

2-iodoestradiol

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

Description

2-Iodoestradiol is a synthetic estrogen analog that has been studied for its potential therapeutic applications. Its synthesis involves iodination of estradiol at the 2-position. Research has shown that 2-iodoestradiol exhibits anti-proliferative and anti-angiogenic effects in various cancer cell lines. It is believed to exert its effects through modulation of estrogen receptors and other intracellular signaling pathways. 2-Iodoestradiol has been investigated as a potential treatment for breast cancer, prostate cancer, and other hormone-dependent malignancies. Its importance lies in its ability to target estrogen-sensitive cells while exhibiting reduced side effects compared to conventional hormone therapy. Ongoing research aims to further understand its mechanism of action and optimize its therapeutic potential.'

2-iodoestradiol: RN given refers to unlabeled cpd [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID68574
CHEMBL ID265926
SCHEMBL ID8584056
MeSH IDM0151202

Synonyms (12)

Synonym
24381-12-2
NCI60_025348
nsc-671618
2-iodoestradiol
CHEMBL265926 ,
(8r,9s,13s,14s,17s)-2-iodo-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol
estra-1,3,5(10)-triene-3,17-diol, 2-iodo-, (17beta)-
bdbm50368998
SCHEMBL8584056
DTXSID80947242
2-iodoestra-1(10),2,4-triene-3,17-diol
AKOS040746478
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (2)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Tubulin beta-2B chainBos taurus (cattle)IC50 (µMol)4.80000.25001.88388.7000AID214038
[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)Kd0.00050.00020.34964.7863AID318680
[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 (6)

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)
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 (3)

Processvia Protein(s)Taxonomy
extracellular regionSex hormone-binding globulinHomo sapiens (human)
extracellular exosomeSex hormone-binding globulinHomo sapiens (human)
microtubule cytoskeletonTubulin beta-2B chainBos taurus (cattle)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (14)

Assay IDTitleYearJournalArticle
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.
AID69705Binding affinity towards uterine estrogen receptor relative to that of estradiol expressed by RAC x 100, which is the ratio of association constants (Ka compound/Ka estradiol) x 100.1980Journal of medicinal chemistry, Sep, Volume: 23, Issue:9
Estrogen receptor based imaging agents. 1. Synthesis and receptor binding affinity of some aromatic and D-ring halogenated estrogens.
AID69511Relative binding affinity (RBA) towards estrogen receptor.1994Journal of medicinal chemistry, Nov-25, Volume: 37, Issue:24
Quantitative structure-activity relationships/comparative molecular field analysis (QSAR/CoMFA) for receptor-binding properties of halogenated estradiol derivatives.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19902 (33.33)18.7374
1990's3 (50.00)18.2507
2000's1 (16.67)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]

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%
Other6 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]