Compounds > 17-methylestradiol
Page last updated: 2024-11-06

17-methylestradiol

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

Description

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

Cross-References

ID SourceID
PubMed CID66413
CHEMBL ID1627631
CHEBI ID34179
SCHEMBL ID3867797
MeSH IDM0115256

Synonyms (23)

Synonym
methylestradiol
estra-1,5(10)-triene-3,17-diol, 17-methyl-, (17.beta.)-
nsc52245
estra-1,5(10)-triene-3,17.beta.-diol, 17-methyl-
nsc-52245
302-76-1
17-methylestradiol
(8r,9s,13s,14s,17s)-13,17-dimethyl-7,8,9,11,12,14,15,16-octahydro-6h-cyclopenta[a]phenanthrene-3,17-diol
chebi:34179 ,
CHEMBL1627631 ,
estra-1,3,5(10)-triene-3,17-diol, 17-methyl-, (17beta)-
nsc 52245
einecs 206-128-5
unii-08is5358ps
08is5358ps ,
estra-1,3,5(10)-triene-3,17beta-diol, 17-methyl-
17-alpha-methyloestradiol-17-beta
bdbm50369743
methylestradiol [who-dd]
SCHEMBL3867797
Q27115877
DTXSID401016541
(1s,3as,3br,9bs,11as)-1,11a-dimethyl-1h,2h,3h,3ah,3bh,4h,5h,9bh,10h,11h,11ah-cyclopenta[a]phenanthrene-1,7-diol
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
3-hydroxy steroidAny hydroxy steroid carrying a hydroxy group at position 3.
[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 (4)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Steryl-sulfataseHomo sapiens (human)IC50 (µMol)19.60000.00010.40717.6000AID205760
Tubulin beta-2B chainBos taurus (cattle)IC50 (µMol)5.60000.25001.88388.7000AID247652
Similar to alpha-tubulin isoform 1 Bos taurus (cattle)IC50 (µMol)5.60000.25001.87798.7000AID247652
Similar to alpha-tubulin isoform 1 Bos taurus (cattle)IC50 (µMol)5.60000.25001.86568.7000AID247652
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (6)

Processvia Protein(s)Taxonomy
steroid catabolic processSteryl-sulfataseHomo sapiens (human)
female pregnancySteryl-sulfataseHomo sapiens (human)
epidermis developmentSteryl-sulfataseHomo sapiens (human)
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
steryl-sulfatase activitySteryl-sulfataseHomo sapiens (human)
sulfuric ester hydrolase activitySteryl-sulfataseHomo sapiens (human)
metal ion bindingSteryl-sulfataseHomo sapiens (human)
arylsulfatase activitySteryl-sulfataseHomo 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 (10)

Processvia Protein(s)Taxonomy
lysosomeSteryl-sulfataseHomo sapiens (human)
endosomeSteryl-sulfataseHomo sapiens (human)
endoplasmic reticulumSteryl-sulfataseHomo sapiens (human)
endoplasmic reticulum lumenSteryl-sulfataseHomo sapiens (human)
endoplasmic reticulum membraneSteryl-sulfataseHomo sapiens (human)
Golgi apparatusSteryl-sulfataseHomo sapiens (human)
plasma membraneSteryl-sulfataseHomo sapiens (human)
membraneSteryl-sulfataseHomo sapiens (human)
intracellular membrane-bounded organelleSteryl-sulfataseHomo sapiens (human)
microtubule cytoskeletonTubulin beta-2B chainBos taurus (cattle)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (15)

Assay IDTitleYearJournalArticle
AID247235Growth inhibitory concentration against human colon cancer HCT116 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.
AID247288Growth inhibitory concentration required for against human renal SN12C 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.
AID247307Average concentration required for 50% growth inhibition of human cancer cell line (tested)2004Journal 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.
AID247652Inhibitory concentration against bovine tubulin polymerization2004Journal 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.
AID247293Growth inhibitory concentration required against human melanoma UACC-62 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.
AID247259Growth inhibitory concentration required against human CNS SF-539 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.
AID247287Growth inhibitory concentration required against human prostate DU-145 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.
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.
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.
AID69840Relative binding affinity was measured on estrogen receptor of lamb uterine cytosol.1995Journal of medicinal chemistry, Feb-03, Volume: 38, Issue:3
11 beta-Substituted estradiol derivatives, potential high-affinity carbon-11-labeled probes for the estrogen receptor: a structure-affinity relationship study.
AID247286Growth inhibitory concentration required against human ovarian OVCAR-3 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.
AID69841Relative binding affinity was measured on estrogen receptor of lamb uterine cytosol.1995Journal of medicinal chemistry, Feb-03, Volume: 38, Issue:3
11 beta-Substituted estradiol derivatives, potential high-affinity carbon-11-labeled probes for the estrogen receptor: a structure-affinity relationship study.
AID247302Growth inhibitory concentration required against human breast MDA-MB-435 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.
AID205760Inhibition of steroid sulfatase activity of JEG-3 cells2000Journal of medicinal chemistry, Nov-16, Volume: 43, Issue:23
Structure-activity relationships of 17alpha-derivatives of estradiol as inhibitors of steroid sulfatase.
AID247227Growth inhibitory concentration against human lung cancer HOP-62 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 (9)

TimeframeStudies, This Drug (%)All Drugs %
pre-19903 (33.33)18.7374
1990's3 (33.33)18.2507
2000's3 (33.33)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: 12.02

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 Index12.02 (24.57)
Research Supply Index2.30 (2.92)
Research Growth Index4.32 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.02)

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%
Other9 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
estriol
hormonin: estrogen replacement; each tablet contains 600 ug micronized 17beta-estradiol, 270 ug estriol and 1.4 mg estrone. chlorapatite : A phosphate mineral with the formula Ca5(PO4)3Cl.		1.981016alpha-hydroxy steroid;
17beta-hydroxy steroid;
3-hydroxy steroid		estrogen;
human metabolite;
human xenobiotic metabolite;
mouse metabolite
ethinyl estradiol
Ethinyl Estradiol: A semisynthetic alkylated ESTRADIOL with a 17-alpha-ethinyl substitution. It has high estrogenic potency when administered orally, and is often used as the estrogenic component in ORAL CONTRACEPTIVES.. 17alpha-ethynylestradiol : A 3-hydroxy steroid that is estradiol substituted by a ethynyl group at position 17. It is a xenoestrogen synthesized from estradiol and has been shown to exhibit high estrogenic potency on oral administration.		1.981017-hydroxy steroid;
3-hydroxy steroid;
terminal acetylenic compound		xenoestrogen
9,10-dimethyl-1,2-benzanthracene
9,10-Dimethyl-1,2-benzanthracene: Polycyclic aromatic hydrocarbon found in tobacco smoke that is a potent carcinogen.. 7,12-dimethyltetraphene : A tetraphene having methyl substituents at the 7- and 12-positions. It is a potent carcinogen and is present in tobacco smoke.		1.9610ortho-fused polycyclic arene;
tetraphenes		carcinogenic agent
methyltestosterone
Methyltestosterone: A synthetic hormone used for androgen replacement therapy and as an hormonal antineoplastic agent (ANTINEOPLASTIC AGENTS, HORMONAL).. methyltestosterone : A 17beta-hydroxy steroid that is testosterone bearing a methyl group at the 17alpha position.		2.021017beta-hydroxy steroid;
3-oxo-Delta(4) steroid;
enone		anabolic agent;
androgen;
antineoplastic agent
dehydroepiandrosterone sulfate
Dehydroepiandrosterone Sulfate: The circulating form of a major C19 steroid produced primarily by the ADRENAL CORTEX. DHEA sulfate serves as a precursor for TESTOSTERONE; ANDROSTENEDIONE; ESTRADIOL; and ESTRONE.. dehydroepiandrosterone sulfate : A steroid sulfate that is the 3-sulfooxy derivative of dehydroepiandrosterone.		21017-oxo steroid;
steroid sulfate		EC 2.7.1.33 (pantothenate kinase) inhibitor;
human metabolite;
mouse metabolite
danazol
Danazol: A synthetic steroid with antigonadotropic and anti-estrogenic activities that acts as an anterior pituitary suppressant by inhibiting the pituitary output of gonadotropins. It possesses some androgenic properties. Danazol has been used in the treatment of endometriosis and some benign breast disorders.		21017beta-hydroxy steroid;
terminal acetylenic compound		anti-estrogen;
estrogen antagonist;
geroprotector
2-methoxyestradiol
2-methoxy-17beta-estradiol : A 17beta-hydroxy steroid, being 17beta-estradiol methoxylated at C-2.		2.021017beta-hydroxy steroid;
3-hydroxy steroid		angiogenesis modulating agent;
antimitotic;
antineoplastic agent;
human metabolite;
metabolite;
mouse metabolite
estrone-3-o-sulfamate
estrone-3-O-sulfamate: a steroid sulfatase inhibitor		210
2-ethoxyestradiol
2-ethoxyestradiol: an antimitogenic agent that attenuates pulmonary hypertension; structure in first source		2.0210
nadp
[no description available]		210
estrone sulfate
estrone sulfate: sulfoconjugated estrone; RN given refers to parent cpd		21017-oxo steroid;
steroid sulfate		human metabolite;
mouse metabolite
moxestrol
moxestrol: RN given refers to (11beta,17alpha)-isomer; structure		1.98103-hydroxy steroid
ConditionIndicatedRelationship StrengthStudiesTrials
Female Genital Diseases
[description not available]		01.9310
Genital Diseases, Female
Pathological processes involving the female reproductive tract (GENITALIA, FEMALE).		01.9310
Experimental Mammary Neoplasms
[description not available]		01.9610
Breast Cancer
[description not available]		01.9910
Breast Neoplasms
Tumors or cancer of the human BREAST.		01.9910
Sensitivity and Specificity
Binary classification measures to assess test results. Sensitivity or recall rate is the proportion of true positives. Specificity is the probability of correctly determining the absence of a condition. (From Last, Dictionary of Epidemiology, 2d ed)		01.9910