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479-13-0,MFCD00016885
Catalog No.:AA003IOG

479-13-0 | Coumestrol

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Purity
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1mg
≥98%
in stock  
$63.00   $44.00
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5mg
≥98%
in stock  
$133.00   $93.00
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10mg
≥98%
in stock  
$219.00   $153.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA003IOG
Chemical Name:
Coumestrol
CAS Number:
479-13-0
Molecular Formula:
C15H8O5
Molecular Weight:
268.2210
MDL Number:
MFCD00016885
SMILES:
Oc1ccc2c(c1)oc(=O)c1c2oc2c1ccc(c2)O
NSC Number:
22842
Properties
Properties
 
Form:
Solid  
MP:
>300°C  
Storage:
-20 ℃;  

Computed Properties
 
Complexity:
411  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
20  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
2  
XLogP3:
2.8  

Literature

Title: Stable cellular models of nuclear receptor PXR for high-throughput evaluation of small molecules.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20181001

Title: Estrogenicity of halogenated bisphenol A: in vitro and in silico investigations.

Journal: Archives of toxicology 20180301

Title: Deciphering the molecular mechanism underlying anticancer activity of coumestrol in triple-negative breast cancer cells.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20180201

Title: Incorporation of metabolic enzymes to improve predictivity of reporter gene assay results for estrogenic and anti-androgenic activity.

Journal: Reproductive toxicology (Elmsford, N.Y.) 20180101

Title: Assessment of the potential activity of major dietary compounds as selective estrogen receptor modulators in two distinct cell models for proliferation and differentiation.

Journal: Toxicology and applied pharmacology 20170615

Title: Differential Activation of a Mouse Estrogen Receptor β Isoform (mERβ2) with Endocrine-Disrupting Chemicals (EDCs).

Journal: Environmental health perspectives 20170401

Title: Human sex hormone-binding globulin binding affinities of 125 structurally diverse chemicals and comparison with their binding to androgen receptor, estrogen receptor, and α-fetoprotein.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20150201

Title: Multiple phytoestrogens inhibit cell growth and confer cytoprotection by inducing manganese superoxide dismutase expression.

Journal: Phytotherapy research : PTR 20140101

Title: Adverse influence of coumestrol on secretory function of bovine luteal cells in the first trimester of pregnancy.

Journal: Environmental toxicology 20130701

Title: Endocrine-Disrupting Chemicals (EDCs): In Vitro Mechanism of Estrogenic Activation and Differential Effects on ER Target Genes.

Journal: Environmental health perspectives 20130401

Title: Rat α-Fetoprotein binding affinities of a large set of structurally diverse chemicals elucidated the relationships between structures and binding affinities.

Journal: Chemical research in toxicology 20121119

Title: Exploration of natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation: the case of chelerythrine.

Journal: Bioorganic & medicinal chemistry 20121115

Title: Influence of arbuscular mycorrhizal colonisation on cadmium induced Medicago truncatula root isoflavonoid accumulation.

Journal: Plant physiology and biochemistry : PPB 20121101

Title: Coumestrol has neuroprotective effects before and after global cerebral ischemia in female rats.

Journal: Brain research 20120920

Title: Tartrazine and sunset yellow are xenoestrogens in a new screening assay to identify modulators of human oestrogen receptor transcriptional activity.

Journal: Toxicology 20120816

Title: Dietary phytoestrogen intakes and cognitive function during the menopausal transition: results from the Study of Women's Health Across the Nation Phytoestrogen Study.

Journal: Menopause (New York, N.Y.) 20120801

Title: Effects of feeding dairy cows different legume-grass silages on milk phytoestrogen concentration.

Journal: Journal of dairy science 20120801

Title: Mammographic breast density and serum phytoestrogen levels.

Journal: Nutrition and cancer 20120801

Title: Identification and quantification of concentration-dependent biomarkers in MCF-7/BOS cells exposed to 17β-estradiol by 2-D DIGE and label-free proteomics.

Journal: Journal of proteomics 20120719

Title: Effects of coumestrol administration to maternal mice during pregnancy and lactation on renal Ca metabolism in neonatal mice.

Journal: Animal science journal = Nihon chikusan Gakkaiho 20120601

Title: Classification of inhibitors of hepatic organic anion transporting polypeptides (OATPs): influence of protein expression on drug-drug interactions.

Journal: Journal of medicinal chemistry 20120524

Title: Anti-inflammatory and antioxidant activities of constituents isolated from Pueraria lobata roots.

Journal: Archives of pharmacal research 20120501

Title: Solalyratins A and B, new anti-inflammatory metabolites from Solanum lyratum.

Journal: Journal of natural medicines 20120401

Title: Estrogen receptor-α mediates diethylstilbestrol-induced feminization of the seminal vesicle in male mice.

Journal: Environmental health perspectives 20120401

Title: Infertility in the Southern White Rhino: is diet the source of the problem?

Journal: Endocrinology 20120401

Title: Effect of Aspergillus oryzae-challenged germination on soybean isoflavone content and antioxidant activity.

Journal: Journal of agricultural and food chemistry 20120321

Title: Activation of southern white rhinoceros (Ceratotherium simum simum) estrogen receptors by phytoestrogens: potential role in the reproductive failure of captive-born females?

Journal: Endocrinology 20120301

Title: Biomarker genes for detecting estrogenic activity of endocrine disruptors via estrogen receptors.

Journal: International journal of environmental research and public health 20120301

Title: Insights into subtle conformational differences in the substrate-binding loop of fungal 17β-hydroxysteroid dehydrogenase: a combined structural and kinetic approach.

Journal: The Biochemical journal 20120101

Title: Development of an updated phytoestrogen database for use with the SWAN food frequency questionnaire: intakes and food sources in a community-based, multiethnic cohort study.

Journal: Nutrition and cancer 20120101

Title: Development of on-line high performance liquid chromatography (HPLC)-biochemical detection methods as tools in the identification of bioactives.

Journal: International journal of molecular sciences 20120101

Title: Mechanism of phytoestrogen action in Leydig cells of ganders (Anser anser domesticus): Interaction with estrogen receptors and steroidogenic enzymes.

Journal: Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering 20120101

Title: Chemical composition of lucerne leaf extract (EFL) and its applications as a phytobiotic in human nutrition.

Journal: Acta scientiarum polonorum. Technologia alimentaria 20120101

Title: Effects of selected phytoestrogens and their mixtures on the function of the thyroid hormone and the aryl hydrocarbon receptor.

Journal: Nutrition and cancer 20120101

Title: LC analysis of coumestrol incorporated into topical lipid nanoemulsions.

Journal: Die Pharmazie 20111201

Title: Soy isoflavones and other isoflavonoids activate the human bitter taste receptors hTAS2R14 and hTAS2R39.

Journal: Journal of agricultural and food chemistry 20111109

Title: Occurrence and mass balance of isoflavones on an experimental grassland field.

Journal: Environmental science & technology 20110815

Title: HPLC-DAD-MS(n) analysis and HPLC quantitation of chemical constituents in Xian-ling-gu-bao capsules.

Journal: Journal of pharmaceutical and biomedical analysis 20110715

Title: The protective effects of coumestrol against amyloid-β peptide- and lipopolysaccharide-induced toxicity on mice astrocytes.

Journal: Neurological research 20110701

Title: Antiproliferation and redifferentiation in thyroid cancer cell lines by polyphenol phytochemicals.

Journal: Journal of Korean medical science 20110701

Title: Effects of coumestrol administration to pregnant and lactating mice on intestinal alkaline phosphatase activity.

Journal: Phytotherapy research : PTR 20110501

Title: Effects of phytoestrogens on genioglossus contractile properties in ovariectomized rats exposed to chronic intermittent hypoxia may be independent of their estrogenicity.

Journal: European journal of oral sciences 20110401

Title: Advances in mass spectrometry-based post-column bioaffinity profiling of mixtures.

Journal: Analytical and bioanalytical chemistry 20110301

Title: Quantification of five isoflavones and coumestrol in various solid agroenvironmental matrices using ¹³c₃-labeled internal standards.

Journal: Journal of agricultural and food chemistry 20110209

Title: The adverse effect of phytoestrogens on the synthesis and secretion of ovarian oxytocin in cattle.

Journal: Reproduction in domestic animals = Zuchthygiene 20110201

Title: Dietary phytoestrogens and the risk of ovarian cancer in the women's lifestyle and health cohort study.

Journal: Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology 20110201

Title: Phytoestrogens directly inhibit TNF-α-induced bone resorption in RAW264.7 cells by suppressing c-fos-induced NFATc1 expression.

Journal: Journal of cellular biochemistry 20110201

Title: Phytoestrogenic compounds in alfalfa sprout (Medicago sativa) beyond coumestrol.

Journal: Journal of agricultural and food chemistry 20110112

Title: A clinical trial of kampo formulae for the treatment of symptoms of yusho, a poisoning caused by dioxins and related organochlorine compounds.

Journal: Evidence-based complementary and alternative medicine : eCAM 20110101

Title: Studies on phytoestrogenic and nonphytoestrogenic compounds in Trifolium incarnatum L. and other clover species using pressurized liquid extraction and high performance column liquid chromatography with photodiode-array and fluorescence detection.

Journal: Journal of AOAC International 20110101

Title: Phytoestrogen biological actions on Mammalian reproductive system and cancer growth.

Journal: Scientia pharmaceutica 20110101

Title: Potential utility of natural products as regulators of breast cancer-associated aromatase promoters.

Journal: Reproductive biology and endocrinology : RB&E 20110101

Title: Does Glycine max leaves or Garcinia Cambogia promote weight-loss or lower plasma cholesterol in overweight individuals: a randomized control trial.

Journal: Nutrition journal 20110101

Title: Phytoestrogen consumption from foods and supplements and epithelial ovarian cancer risk: a population-based case control study.

Journal: BMC women's health 20110101

Title: Puerarin suppresses invasion and vascularization of endometriosis tissue stimulated by 17β-estradiol.

Journal: PloS one 20110101

Title: Estimated dietary phytoestrogen intake and major food sources among women during the year before pregnancy.

Journal: Nutrition journal 20110101

Title: Does radioiodine therapy in patients with differentiated thyroid cancer increase the frequency of another malignant neoplasm?

Journal: ISRN oncology 20110101

Title: Phytoestrogens in postmenopausal indications: A theoretical perspective.

Journal: Pharmacognosy reviews 20110101

Title: Epigenetic Contributions to the Relationship between Cancer and Dietary Intake of Nutrients, Bioactive Food Components, and Environmental Toxicants.

Journal: Frontiers in genetics 20110101

Title: [Chemical constituents from roots of Pueraria lobata].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20101201

Title: Phenolic compounds from Pueraria lobata protect PC12 cells against Aβ-induced toxicity.

Journal: Archives of pharmacal research 20101001

Title: Profiles of phytoestrogens in human urine from several Asian countries.

Journal: Journal of agricultural and food chemistry 20100908

Title: Effects of diverse dietary phytoestrogens on cell growth, cell cycle and apoptosis in estrogen-receptor-positive breast cancer cells.

Journal: The Journal of nutritional biochemistry 20100901

Title: Interdependence of platelet-derived growth factor and estrogen-signaling pathways in inducing neonatal rat testicular gonocytes proliferation.

Journal: Biology of reproduction 20100501

Title: Developmental neurotoxicity study of dietary bisphenol A in Sprague-Dawley rats.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20100501

Title: Effect of diet on fecal and urinary estrogenic activity.

Journal: Journal of dairy science 20100501

Title: Estrogenic activity of coumestrol, DDT, and TCDD in human cervical cancer cells.

Journal: International journal of environmental research and public health 20100501

Title: Development of a high-throughput LC/APCI-MS method for the determination of thirteen phytoestrogens including gut microbial metabolites in human urine and serum.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20100415

Title: Potential health-modulating effects of isoflavones and metabolites via activation of PPAR and AhR.

Journal: Nutrients 20100301

Title: Comparison of relative binding affinities to fish and mammalian estrogen receptors: the regulatory implications.

Journal: Toxicology letters 20100215

Title: Ability of a synthetic coumestan to antagonize Bothrops snake venom activities.

Journal: Toxicon : official journal of the International Society on Toxinology 20100101

Title: Effects of nutrition relevant mixtures of phytoestrogens on steroidogenesis, aromatase, estrogen, and androgen activity.

Journal: Nutrition and cancer 20100101

Title: Subchronic exposure to phytoestrogens alone and in combination with diethylstilbestrol - pituitary tumor induction in Fischer 344 rats.

Journal: Nutrition & metabolism 20100101

Title: Inhibitory effects of herbal extracts on breast cancer resistance protein (BCRP) and structure-inhibitory potency relationship of isoflavonoids.

Journal: Drug metabolism and pharmacokinetics 20100101

Title: A longitudinal study of the effect of genistein on bone in two different murine models of diminished estrogen-producing capacity.

Journal: Journal of osteoporosis 20100101

Title: Estrogens of multiple classes and their role in mental health disease mechanisms.

Journal: International journal of women's health 20100101

Title: Potent and selective steroidal inhibitors of 17beta-hydroxysteroid dehydrogenase type 7, an enzyme that catalyzes the reduction of the key hormones estrone and dihydrotestosterone.

Journal: Journal of medicinal chemistry 20091210

Title: Quantification of phytoestrogens in industrial waste streams.

Journal: Environmental toxicology and chemistry 20091101

Title: Antiseizure effects of 3alpha-androstanediol and/or 17beta-estradiol may involve actions at estrogen receptor beta.

Journal: Epilepsy & behavior : E&B 20091101

Title: Analysis of phytoestrogens, progestogens and estrogens in environmental waters from Rio de Janeiro (Brazil).

Journal: Environment international 20091001

Title: Dietary intake of polyphenols, nitrate and nitrite and gastric cancer risk in Mexico City.

Journal: International journal of cancer 20090915

Title: Phytoestrogen consumption and endometrial cancer risk: a population-based case-control study in New Jersey.

Journal: Cancer causes & control : CCC 20090901

Title: Gas chromatographic-mass spectrometric fragmentation study of phytoestrogens as their trimethylsilyl derivatives: identification in soy milk and wastewater samples.

Journal: Journal of chromatography. A 20090807

Title: Coumestrol promotes proliferation and osteoblastic differentiation in rat bone marrow stromal cells.

Journal: Journal of biomedical materials research. Part B, Applied biomaterials 20090801

Title: A Medicago truncatula mutant hyper-responsive to mycorrhiza and defective for nodulation.

Journal: Mycorrhiza 20090801

Title: Occurrence of phytoestrogens in municipal wastewater and surface waters.

Journal: Journal of environmental monitoring : JEM 20090801

Title: Plant antimicrobial agents and their effects on plant and human pathogens.

Journal: International journal of molecular sciences 20090801

Title: Inhibition of the alpha1beta1 isoform of the Na, K-ATPase by 8-methoxycoumestrol without positive inotropic effect in human myocardium--novel aspects of cardiac glycoside pharmacology.

Journal: Journal of cardiovascular pharmacology 20090701

Title: Diarylheptanoid phytoestrogens isolated from the medicinal plant Curcuma comosa: biologic actions in vitro and in vivo indicate estrogen receptor-dependent mechanisms.

Journal: Environmental health perspectives 20090701

Title: Dietary consumption of phytochemicals and breast cancer risk in Mexican women.

Journal: Public health nutrition 20090601

Title: Lactational coumestrol exposure increases ovarian apoptosis in adult rats.

Journal: Archives of toxicology 20090601

Title: Lignans and breast cancer risk in pre- and post-menopausal women: meta-analyses of observational studies.

Journal: British journal of cancer 20090505

Title: Neonatal exposure to bisphenol a alters reproductive parameters and gonadotropin releasing hormone signaling in female rats.

Journal: Environmental health perspectives 20090501

Title: Pleiotropic combinatorial transcriptomes of human breast cancer cells exposed to mixtures of dietary phytoestrogens.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20090401

Title: Effect of forage on the content of phyto-oestrogens in bovine milk.

Journal: Animal : an international journal of animal bioscience 20090401

Title: The binding of lignans, flavonoids and coumestrol to CYP450 aromatase: a molecular modelling study.

Journal: Molecular and cellular endocrinology 20090325

Title: Studies on coumestrol/beta-cyclodextrin association: Inclusion complex characterization.

Journal: International journal of pharmaceutics 20090318

Title: AKR1C3 as a potential target for the inhibitory effect of dietary flavonoids.

Journal: Chemico-biological interactions 20090316

Title: Analysis of the secretome of the soybean symbiont Bradyrhizobium japonicum.

Journal: Journal of biotechnology 20090310

Title: The ethyl acetate extract of alfalfa sprout ameliorates disease severity of autoimmune-prone MRL-lpr/lpr mice.

Journal: Lupus 20090301

Title: Comparative study on the nuclear hormone receptor activity of various phytochemicals and their metabolites by reporter gene assays using Chinese hamster ovary cells.

Journal: Biological & pharmaceutical bulletin 20090201

Title: Bisphenol A at low nanomolar doses confers chemoresistance in estrogen receptor-alpha-positive and -negative breast cancer cells.

Journal: Environmental health perspectives 20090201

Title: Effects of bisphenol-A and other endocrine disruptors compared with abnormalities of schizophrenia: an endocrine-disruption theory of schizophrenia.

Journal: Schizophrenia bulletin 20090101

Title: Phytoestrogen treatment induces testis alterations in dogs. Potential use in population control.

Journal: Veterinary research communications 20090101

Title: In silico identification of anthropogenic chemicals as ligands of zebrafish sex hormone binding globulin.

Journal: Toxicology and applied pharmacology 20090101

Title: Simple and sensitive liquid chromatography-tandem mass spectrometry assay for simultaneous measurement of five Epimedium prenylflavonoids in rat sera.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20090101

Title: Prevalence, sources, and predictors of soy consumption in breast cancer.

Journal: Nutrition journal 20090101

Title: Phytoestrogen content of cereals and cereal-based foods consumed in the UK.

Journal: Nutrition and cancer 20090101

Title: Membrane estrogen receptor-alpha-mediated nongenomic actions of phytoestrogens in GH3/B6/F10 pituitary tumor cells.

Journal: Journal of molecular signaling 20090101

Title: Activation of estrogen receptor beta-dependent nitric oxide signaling mediates the hypotensive effects of estrogen in the rostral ventrolateral medulla of anesthetized rats.

Journal: Journal of biomedical science 20090101

Title: Long-term effects of environmental endocrine disruptors on reproductive physiology and behavior.

Journal: Frontiers in behavioral neuroscience 20090101

Title: Ethyl acetate extracts of alfalfa (Medicago sativa L.) sprouts inhibit lipopolysaccharide-induced inflammation in vitro and in vivo.

Journal: Journal of biomedical science 20090101

Title: Effect of nutritional recovery with soybean flour diet on body composition, energy balance and serum leptin concentration in adult rats.

Journal: Nutrition & metabolism 20090101

Title: [Exposure of phytoestrogens intake through diet in a sample of females].

Journal: Nutricion hospitalaria 20090101

Title: Proliferative and anti-proliferative effects of dietary levels of phytoestrogens in rat pituitary GH3/B6/F10 cells - the involvement of rapidly activated kinases and caspases.

Journal: BMC cancer 20090101

Title: Developmental and Reproductive Effects of SE5-OH: An Equol-Rich Soy-Based Ingredient.

Journal: Journal of toxicology 20090101

Title: Pueraria mirifica phytoestrogens improve dyslipidemia in postmenopausal women probably by activating estrogen receptor subtypes.

Journal: The Tohoku journal of experimental medicine 20081201

Title: Fluorescence and inmunohistological detection of estrogen receptors in dog testis and epidydimis after oral coumestrol administration.

Journal: Neuro endocrinology letters 20081201

Title: Phytoestrogen content of foods of animal origin: dairy products, eggs, meat, fish, and seafood.

Journal: Journal of agricultural and food chemistry 20081112

Title: Experimental benefits of sex hormones on vascular function and the outcome of hormone therapy in cardiovascular disease.

Journal: Current cardiology reviews 20081101

Title: Computational discovery of novel low micromolar human pregnane X receptor antagonists.

Journal: Molecular pharmacology 20080901

Title: Phytoestrogen content of beverages, nuts, seeds, and oils.

Journal: Journal of agricultural and food chemistry 20080827

Title: Effects of coumestrol on lipid and glucose metabolism as a farnesoid X receptor ligand.

Journal: Biochemical and biophysical research communications 20080801

Title: The exploratory behaviour of rats in the hole-board apparatus: is head-dipping a valid measure of neophilia?

Journal: Behavioural processes 20080701

Title: Activation of steroid and xenobiotic receptor (SXR, NR1I2) and its orthologs in laboratory, toxicologic, and genome model species.

Journal: Environmental health perspectives 20080701

Title: The effects of ACTH, phytoestrogens and estrogens on corticosterone secretion by gander adrenocortical cells in breeding and nonbreeding seasons.

Journal: Acta biologica Hungarica 20080601

Title: Determination of phytoestrogens in dietary supplements by LC-MS/MS.

Journal: Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment 20080501

Title: Reversed-phase liquid chromatography coupled on-line to estrogen receptor bioaffinity detection based on fluorescence polarization.

Journal: Analytical and bioanalytical chemistry 20080401

Title: Molecular basis for the interaction of four different classes of substrates and inhibitors with human aromatase.

Journal: Biochemical pharmacology 20080301

Title: Global gene expression profiles induced by phytoestrogens in human breast cancer cells.

Journal: Endocrine-related cancer 20080301

Title: Meeting report: batch-to-batch variability in estrogenic activity in commercial animal diets--importance and approaches for laboratory animal research.

Journal: Environmental health perspectives 20080301

Title: Dietary lignans and postmenopausal breast cancer risk by oestrogen receptor status: a prospective cohort study of Swedish women.

Journal: British journal of cancer 20080212

Title: Coumestrol decreases intestinal alkaline phosphatase activity in post-delivery mice but does not affect vitamin D receptor and calcium channels in post-delivery and neonatal mice.

Journal: The Journal of reproduction and development 20080201

Title: Screening of synthetic and plant-derived compounds for (anti)estrogenic and (anti)androgenic activities.

Journal: Analytical and bioanalytical chemistry 20080201

Title: Lignan content of selected foods from Japan.

Journal: Journal of agricultural and food chemistry 20080123

Title: Estrogenic activities of isoflavones and flavones and their structure-activity relationships.

Journal: Planta medica 20080101

Title: 1,1-dichloro-2,2-bis(p-chlorophenyl)ethylene (p,p'-DDE) disrupts the estrogen-androgen balance regulating the growth of hormone-dependent breast cancer cells.

Journal: Breast cancer research : BCR 20080101

Title: [Chemical constituents from Spatholobus sinensis].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20080101

Title: Two alternative recessive quantitative trait loci influence resistance to spring black stem and leaf spot in Medicago truncatula.

Journal: BMC plant biology 20080101

Title: Sex hormones' regulation of rodent physical activity: a review.

Journal: International journal of biological sciences 20080101

Title: Soy isoflavones, estrogen therapy, and breast cancer risk: analysis and commentary.

Journal: Nutrition journal 20080101

Title: Predicting transcriptional regulatory interactions with artificial neural networks applied to E. coli multidrug resistance efflux pumps.

Journal: BMC microbiology 20080101

Title: Epigenetic and phenotypic changes result from a continuous pre and post natal dietary exposure to phytoestrogens in an experimental population of mice.

Journal: BMC physiology 20080101

Title: Variations in phytoestrogen content between different mill dates of the same diet produces significant differences in the time of vaginal opening in CD-1 mice and F344 rats but not in CD Sprague-Dawley rats.

Journal: Environmental health perspectives 20071201

Title: 2-Hydroxyisoflavanone dehydratase is a critical determinant of isoflavone productivity in hairy root cultures of Lotus japonicus.

Journal: Plant & cell physiology 20071101

Title: Quantification of six phytoestrogens at the nanogram per liter level in aqueous environmental samples using 13C3-labeled internal standards.

Journal: Journal of agricultural and food chemistry 20071017

Title: Effects of various plant polyphenols on bladder carcinogen benzidine-induced mutagenicity.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20071001

Title: Effect of breast cancer resistance protein (Bcrp/Abcg2) on the disposition of phytoestrogens.

Journal: Molecular pharmacology 20071001

Title: Effects of estrogen, androgen, and phytoestrogen on retrieving and licking behaviors in nulliparous and male rats.

Journal: Zoological science 20070901

Title: Estrogen receptor beta/alpha ratio predicts response of pancreatic cancer cells to estrogens and phytoestrogens.

Journal: The Journal of surgical research 20070601

Title: Tetrahydrofurandiols (THF-diols), leukotoxindiols (LTX-diols), and endocrine disruption in rats.

Journal: Environmental health perspectives 20070501

Title: Estrogenic effects of mixtures of phyto- and synthetic chemicals on uterine growth of prepubertal rats.

Journal: Toxicology letters 20070425

Title: Effects of coumestrol on neonatal and adult mice osteoblasts activities.

Journal: Journal of biomedical materials research. Part A 20070401

Title: Administration of estrogen receptor beta-specific selective estrogen receptor modulators to the hippocampus decrease anxiety and depressive behavior of ovariectomized rats.

Journal: Pharmacology, biochemistry, and behavior 20070201

Title: Modification of phenolic metabolism in soybean hairy roots through down regulation of chalcone synthase or isoflavone synthase.

Journal: Planta 20070201

Title: Urinary phytoestrogen excretion of rats bearing methylnitrosourea-induced mammary carcinoma in response to treatment with 2-methoxyestradiol.

Journal: The Journal of steroid biochemistry and molecular biology 20070201

Title: Xenoestrogens are potent activators of nongenomic estrogenic responses.

Journal: Steroids 20070201

Title: Sensitivity of expression of perivitelline membrane glycoprotein ZP1 mRNA in the liver of Japanese quail (Coturnix japonica) to estrogenic compounds.

Journal: Comparative biochemistry and physiology. Toxicology & pharmacology : CBP 20070101

Title: Vampire bat reproductive control by a naturally occurring phytooestrogen.

Journal: Reproduction, fertility, and development 20070101

Title: Assessing phytochemical intake in a group of Mexican women.

Journal: Salud publica de Mexico 20070101

Title: Antimicrobial isoflavonoids from Erythrina crista galli infected with Phomopsis sp.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20070101

Title: Dietary phytoestrogens, including isoflavones, lignans, and coumestrol, in nonvitamin, nonmineral supplements commonly consumed by women in Canada.

Journal: Nutrition and cancer 20070101

Title: Intake of dietary phytoestrogen and indices of antioxidant and bone metabolism of pre- and post-menopausal Korean women.

Journal: Nutrition research and practice 20070101

Title: Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.

Journal: Journal of molecular graphics & modelling 20061101

Title: Dietary intake of phytoestrogens, estrogen receptor-beta polymorphisms and the risk of prostate cancer.

Journal: The Prostate 20061001

Title: Glyphosate-tolerant alfalfa is compositionally equivalent to conventional alfalfa (Medicago sativa L.).

Journal: Journal of agricultural and food chemistry 20060920

Title: Puerariafuran, a new inhibitor of advanced glycation end products (AGEs) isolated from the roots of Pueraria lobata.

Journal: Chemical & pharmaceutical bulletin 20060901

Title: Differential response to phytoestrogens in endocrine sensitive and resistant breast cancer cells in vitro.

Journal: International journal of cancer 20060801

Title: Gonadotrophin levels and morphological testicular features in rats after different doses of the phytoestrogen coumestrol.

Journal: Neuro endocrinology letters 20060801

Title: Cardiac allograft vasculopathy after cardiac transplantation and hormone therapy: positive effects?

Journal: Transplantation 20060727

Title: Polyphenols in wild and weedy Mexican common beans (Phaseolus vulgaris L.).

Journal: Journal of agricultural and food chemistry 20060614

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: Xenoestrogen action in breast cancer: impact on ER-dependent transcription and mitogenesis.

Journal: Breast cancer research and treatment 20060401

Title: 17Beta-hydroxysteroid dehydrogenase (17beta-HSD) in scleractinian corals and zooxanthellae.

Journal: Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology 20060401

Title: Maternal genistein alters coat color and protects Avy mouse offspring from obesity by modifying the fetal epigenome.

Journal: Environmental health perspectives 20060401

Title: Effects of phytoestrogens on testosterone secretion by Leydig cells from Biłgoraj ganders (Anser anser).

Journal: British poultry science 20060401

Title: Chemical components with health implications in wild and cultivated Mexican common bean seeds (Phaseolus vulgaris L.).

Journal: Journal of agricultural and food chemistry 20060322

Title: LDL-antioxidant pterocarpans from roots of Glycine max (L.) Merr.

Journal: Journal of agricultural and food chemistry 20060322

Title: ERbeta-selective SERMs produce mnemonic-enhancing effects in the inhibitory avoidance and water maze tasks.

Journal: Neurobiology of learning and memory 20060301

Title: The chemical and biologic profile of a red clover (Trifolium pratense L.) phase II clinical extract.

Journal: Journal of alternative and complementary medicine (New York, N.Y.) 20060301

Title: Analysis of the promoter-specific estrogenic potency of the phytoestrogens genistein, daidzein and coumestrol.

Journal: Planta medica 20060201

Title: Inverse association of antioxidant and phytoestrogen nutrient intake with adult glioma in the San Francisco Bay Area: a case-control study.

Journal: BMC cancer 20060101

Title: Production of low-estrogen goldfish diet for in vivo endocrine disrupter test.

Journal: Environmental sciences : an international journal of environmental physiology and toxicology 20060101

Title: Phytoestrogen content of foods consumed in Canada, including isoflavones, lignans, and coumestan.

Journal: Nutrition and cancer 20060101

Title: The influence of polychlorinated biphenyls (PCBs) and phytoestrogens in vitro on functioning of reproductive tract in cow.

Journal: Reproductive biology 20060101

Title: Application of a wide-range yeast vector (CoMed) system to recombinant protein production in dimorphic Arxula adeninivorans, methylotrophic Hansenula polymorpha and other yeasts.

Journal: Microbial cell factories 20060101

Title: Estimated intakes of isoflavones and coumestrol in Korean population.

Journal: International journal of food sciences and nutrition 20060101

Title: Leukotoxin diols from ground corncob bedding disrupt estrous cyclicity in rats and stimulate MCF-7 breast cancer cell proliferation.

Journal: Environmental health perspectives 20051201

Title: An efficient synthesis of coumestrol and coumestans by iodocyclization and Pd-catalyzed intramolecular lactonization.

Journal: The Journal of organic chemistry 20051125

Title: Fetal exposure to phytoestrogens--the difference in phytoestrogen status between mother and fetus.

Journal: Environmental research 20051001

Title: Impact of induced fit on ligand binding to the androgen receptor: a multidimensional QSAR study to predict endocrine-disrupting effects of environmental chemicals.

Journal: Journal of medicinal chemistry 20050908

Title: ERbeta-selective estrogen receptor modulators produce antianxiety behavior when administered systemically to ovariectomized rats.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20050901

Title: Phytoestrogens as inhibitors of fungal 17beta-hydroxysteroid dehydrogenase.

Journal: Steroids 20050901

Title: Phytoestrogens induce differential estrogen receptor alpha- or Beta-mediated responses in transfected breast cancer cells.

Journal: Experimental biology and medicine (Maywood, N.J.) 20050901

Title: Phytoestrogens as inhibitors of fungal 17beta-hydroxysteroid dehydrogenase.

Journal: Steroids 20050801

Title: Inhibition of 3alpha-hydroxysteroid dehydrogenase (3alpha-HSD) activity of human lung microsomes by genistein, daidzein, coumestrol and C(18)-, C(19)- and C(21)-hydroxysteroids and ketosteroids.

Journal: Steroids 20050701

Title: Genotoxicity of phytoestrogens.

Journal: Mutation research 20050701

Title: Structure-based virtual screening for plant-based ERbeta-selective ligands as potential preventative therapy against age-related neurodegenerative diseases.

Journal: Journal of medicinal chemistry 20050519

Title: Simultaneous quantitation of free and conjugated phytoestrogens in Leguminosae by liquid chromatography-tandem mass spectrometry.

Journal: Talanta 20050515

Title: Xenoestrogens at picomolar to nanomolar concentrations trigger membrane estrogen receptor-alpha-mediated Ca2+ fluxes and prolactin release in GH3/B6 pituitary tumor cells.

Journal: Environmental health perspectives 20050401

Title: Comparative study of oestrogenic properties of eight phytoestrogens in MCF7 human breast cancer cells.

Journal: The Journal of steroid biochemistry and molecular biology 20050401

Title: Combinatory effects of phytoestrogens and 17beta-estradiol on proliferation and apoptosis in MCF-7 breast cancer cells.

Journal: The Journal of steroid biochemistry and molecular biology 20050401

Title: The effect of two dietary and a synthetic phytoestrogen on transepithelial calcium transport in human intestinal-like Caco-2 cells.

Journal: European journal of nutrition 20050301

Title: Modulation of tumor formation and intestinal cell migration by estrogens in the Apc(Min/+) mouse model of colorectal cancer.

Journal: Carcinogenesis 20050301

Title: Binding of estrogenic compounds to recombinant estrogen receptor-alpha: application to environmental analysis.

Journal: Environmental health perspectives 20050301

Title: New cytotoxic prenylated isoflavonoids from Bituminaria morisiana.

Journal: Planta medica 20050301

Title: [Effects of phytoestrogens on gap junctional intercellular communication].

Journal: Zhonghua yu fang yi xue za zhi [Chinese journal of preventive medicine] 20050301

Title: Suppressive effect of neonatal treatment with a phytoestrogen, coumestrol, on lordosis and estrous cycle in female rats.

Journal: Brain research bulletin 20050115

Title: The effect of the phytoestrogen coumestrol on the NZB/W F1 murine model of systemic lupus.

Journal: Journal of autoimmunity 20041201

Title: An isotope dilution gas chromatographic-mass spectrometric method for the simultaneous assay of estrogens and phytoestrogens in urine.

Journal: The Journal of steroid biochemistry and molecular biology 20041201

Title: Prenatal estrogen exposure differentially affects estrogen receptor-associated proteins in rat testis gonocytes.

Journal: Biology of reproduction 20041101

Title: Cumulative dietary energy intake determines the onset of puberty in female rats.

Journal: Environmental health perspectives 20041101

Title: Xenoestrogen-induced ERK-1 and ERK-2 activation via multiple membrane-initiated signaling pathways.

Journal: Environmental health perspectives 20041101

Title: Impact of the phytoestrogen content of laboratory animal feed on the gene expression profile of the reproductive system in the immature female rat.

Journal: Environmental health perspectives 20041101

Title: Effects of the phytoestrogen coumestrol on RANK-ligand-induced differentiation of osteoclasts.

Journal: Toxicology 20041015

Title: Survey of estrogenic activity in fish feed by yeast estrogen-screen assay.

Journal: Comparative biochemistry and physiology. Toxicology & pharmacology : CBP 20041001

Title: Estrogen and phytoestrogen regulate the mRNA expression of adrenomedullin and adrenomedullin receptor components in the rat uterus.

Journal: Molecular and cellular endocrinology 20040831

Title: Phytoestrogens and their human metabolites show distinct agonistic and antagonistic properties on estrogen receptor alpha (ERalpha) and ERbeta in human cells.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20040701

Title: Antidepressant effects of ERbeta-selective estrogen receptor modulators in the forced swim test.

Journal: Pharmacology, biochemistry, and behavior 20040701

Title: Rapid yeast estrogen bioassays stably expressing human estrogen receptors alpha and beta, and green fluorescent protein: a comparison of different compounds with both receptor types.

Journal: The Journal of steroid biochemistry and molecular biology 20040701

Title: Differential effects of isoflavones and lignans on invasiveness of MDA-MB-231 breast cancer cells in vitro.

Journal: Cancer letters 20040510

Title: Estrogen receptor ligands. Part 1: The discovery of flavanoids with subtype selectivity.

Journal: Bioorganic & medicinal chemistry letters 20040322

Title: Targeting oestrogen to kill the cancer but not the patient.

Journal: British journal of cancer 20040308

Title: Effects of phytoestrogens and environmental estrogens on osteoblastic differentiation in MC3T3-E1 cells.

Journal: Toxicology 20040301

Title: Coumestrol, bisphenol-A, DDT, and TCDD modulation of interleukin-2 expression in activated CD+4 Jurkat T cells.

Journal: International journal of environmental research and public health 20040301

Title: Differential and special properties of the major human UGT1-encoded gastrointestinal UDP-glucuronosyltransferases enhance potential to control chemical uptake.

Journal: The Journal of biological chemistry 20040109

Title: Isoflavonoid accumulation in soybean hairy roots upon treatment with Fusarium solani.

Journal: Plant physiology and biochemistry : PPB 20040101

Title: Regulation of low-density lipoprotein receptor activity by estrogens and phytoestrogens in a HepG2 cell model.

Journal: Annals of nutrition & metabolism 20040101

Title: Phytoestrogens modulate binding response of estrogen receptors alpha and beta to the estrogen response element.

Journal: Journal of agricultural and food chemistry 20031217

Title: Synthesis of hapten and conjugates of coumestrol and development of immunoassay.

Journal: Steroids 20031201

Title: Screening of the inhibitory effect of vegetable constituents on the aryl hydrocarbon receptor-mediated activity induced by 2,3,7,8-tetrachlorodibenzo-p-dioxin.

Journal: Biological & pharmaceutical bulletin 20031201

Title: Distinct molecular conformations of the estrogen receptor alpha complex exploited by environmental estrogens.

Journal: Cancer research 20031101

Title: Determination of rat oral bioavailability of soy-derived phytoestrogens using an automated on-column extraction procedure and electrospray tandem mass spectrometry.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20031025

Title: Partial purification and characterisation of a 2,4,5-trichlorophenol detoxifying O-glucosyltransferase from wheat.

Journal: Phytochemistry 20030901

Title: The OECD program to validate the rat uterotrophic bioassay. Phase 2: dietary phytoestrogen analyses.

Journal: Environmental health perspectives 20030901

Title: Coumestrol as well as isoflavones in soybean extract prevent bone resorption in ovariectomized rats.

Journal: Endocrine regulations 20030901

Title: Phytoestrogens: recent developments.

Journal: Planta medica 20030701

Title: Urinary and serum concentrations of seven phytoestrogens in a human reference population subset.

Journal: Journal of exposure analysis and environmental epidemiology 20030701

Title: Cell-transforming activity and mutagenicity of 5 phytoestrogens in cultured mammalian cells.

Journal: International journal of cancer 20030620

Title: Phyto-oestrogen levels in foods: the design and construction of the VENUS database.

Journal: The British journal of nutrition 20030601

Title: Activation of estrogen receptor alpha and ERbeta by 4-methylbenzylidene-camphor in human and rat cells: comparison with phyto- and xenoestrogens.

Journal: Toxicology letters 20030430

Title: Prenatal exposure to estrogenic compounds alters the expression pattern of platelet-derived growth factor receptors alpha and beta in neonatal rat testis: identification of gonocytes as targets of estrogen exposure.

Journal: Biology of reproduction 20030301

Title: The effects of the phytoestrogen, coumestrol, on gonadotropin-releasing hormone (GnRH) mRNA expression in GT1-7 GnRH neurones.

Journal: Journal of neuroendocrinology 20030201

Title: Identification of phytoestrogens in bovine milk using liquid chromatography/electrospray tandem mass spectrometry.

Journal: Rapid communications in mass spectrometry : RCM 20030101

Title: Effect of in utero-administered coumestrol, equol, and organic selenium on biomarkers for phase 2 enzyme capacity and redox status.

Journal: Nutrition and cancer 20030101

Title: Increases in mouse uterine heat shock protein levels are a sensitive and specific response to uterotrophic agents.

Journal: Environmental health perspectives 20021201

Title: Stimulation of alkaline phosphatase activity in Ishikawa cells induced by various phytoestrogens and synthetic estrogens.

Journal: The Journal of steroid biochemistry and molecular biology 20021201

Title: Ability of structurally diverse natural products and synthetic chemicals to induce gene expression mediated by estrogen receptors from various species.

Journal: The Journal of steroid biochemistry and molecular biology 20021001

Title: Assessing estrogenic activity of phytochemicals using transcriptional activation and immature mouse uterotrophic responses.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20020925

Title: Relationship between estrogen receptor-binding and estrogenic activities of environmental estrogens and suppression by flavonoids.

Journal: Bioscience, biotechnology, and biochemistry 20020701

Title: Comparison of the oestrogenic effects of infant milk formulae, oestradiol and the phytoestrogen coumestrol delivered continuously in the drinking water to ovariectomised mice.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20020501

Title: Daidzein, coumestrol and zearalenone affect lipogenesis and lipolysis in rat adipocytes.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20020501

Title: Synthesis and cytotoxic activity of new 2,4-diaryl-4H,5H-pyrano[3,2-c]benzopyran-5-ones on MCF-7 cells.

Journal: Die Pharmazie 20020401

Title: Detection of phytoestrogens in samples of second trimester human amniotic fluid.

Journal: Toxicology letters 20020328

Title: Estrogenic isoflavones in rodent diets.

Journal: Toxicology letters 20020310

Title: Pharmacological profile of 6,12-dihydro-3-methoxy-1-benzopyrano[3,4-b] [1,4]benzothiazin-6-one, a novel human estrogen receptor agonist.

Journal: Biological & pharmaceutical bulletin 20020301

Title: Oestrogenic activity of the hop phyto-oestrogen, 8-prenylnaringenin.

Journal: Reproduction (Cambridge, England) 20020201

Title: O-Glucosyltransferase activities toward phenolic natural products and xenobiotics in wheat and herbicide-resistant and herbicide-susceptible black-grass (Alopecurus myosuroides).

Journal: Phytochemistry 20020101

Title: Interaction of phytoestrogens with estrogen receptors alpha and beta (II).

Journal: Biological & pharmaceutical bulletin 20020101

Title: Neurobehavioral actions of coumestrol and related isoflavonoids in rodents.

Journal: Neurotoxicology and teratology 20020101

Title: Effects of the environmental estrogens bisphenol A, o,p'-DDT, p-tert-octylphenol and coumestrol on apoptosis induction, cell proliferation and the expression of estrogen sensitive molecular parameters in the human breast cancer cell line MCF-7.

Journal: The Journal of steroid biochemistry and molecular biology 20020101

Title: Human 17beta-hydroxysteroid dehydrogenase type 5 is inhibited by dietary flavonoids.

Journal: Advances in experimental medicine and biology 20020101

Title: The influence of coumestrol, zearalenone, and genistein administration on insulin receptors and insulin secretion in ovariectomized rats.

Journal: Journal of receptor and signal transduction research 20020101

Title: A case-control study of dietary phytoestrogens and testicular cancer risk.

Journal: Nutrition and cancer 20020101

Title: Reciprocal mutagenesis between human alpha(L349, M528) and rainbow trout (M317, I496) estrogen receptor residues demonstrates their importance in ligand binding and gene expression at different temperatures.

Journal: Molecular and cellular endocrinology 20011025

Title: Regulation of phenobarbital-mediated induction of CYP102 (cytochrome P450(BM-3)) in Bacillus megaterium by phytochemicals from soy and green tea.

Journal: Journal of agricultural and food chemistry 20011001

Title: High resolution screening of plant natural product extracts for estrogen receptor alpha and beta binding activity using an online HPLC-MS biochemical detection system.

Journal: Journal of biomolecular screening 20011001

Title: Comparison of an array of in vitro assays for the assessment of the estrogenic potential of natural and synthetic estrogens, phytoestrogens and xenoestrogens.

Journal: Toxicology 20010914

Title: Potential estrogenic and antiestrogenic activity of the cyclic siloxane octamethylcyclotetrasiloxane (D4) and the linear siloxane hexamethyldisiloxane (HMDS) in immature rats using the uterotrophic assay.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20010901

Title: Effects of the phytoestrogen coumestrol on locomotor and fear-related behaviors in female mice.

Journal: Hormones and behavior 20010801

Title: Molecular identification of potential selective estrogen receptor modulator (SERM) like properties of phytoestrogens in the human breast cancer cell line MCF-7.

Journal: Planta medica 20010801

Title: Common phytochemicals are ecdysteroid agonists and antagonists: a possible evolutionary link between vertebrate and invertebrate steroid hormones.

Journal: The Journal of steroid biochemistry and molecular biology 20010601

Title: Phytochemical glyceollins, isolated from soy, mediate antihormonal effects through estrogen receptor alpha and beta.

Journal: The Journal of clinical endocrinology and metabolism 20010401

Title: Coumestrol antagonizes neuroendocrine actions of estrogen via the estrogen receptor alpha.

Journal: Experimental biology and medicine (Maywood, N.J.) 20010401

Title: Phytoestrogens and gonadotropin-releasing hormone pulse generator activity and pituitary luteinizing hormone release in the rat.

Journal: Endocrinology 20010301

Title: Evaluation of the genotoxicity of the phytoestrogen, coumestrol, in AHH-1 TK(+/-) human lymphoblastoid cells.

Journal: Mutation research 20010301

Title: Phytoestrogens inhibit human 17beta-hydroxysteroid dehydrogenase type 5.

Journal: Molecular and cellular endocrinology 20010122

Title: Effects of binary mixtures of six xenobiotics on hormone concentrations and morphometric endpoints of northern bobwhite quail (Colinus virginianus).

Journal: Chemosphere 20010101

Title: Pilot study of a specific dietary supplement in tumor-bearing mice and in stage IIIB and IV non-small cell lung cancer patients.

Journal: Nutrition and cancer 20010101

Title: Differential estrogen receptor binding of estrogenic substances: a species comparison.

Journal: The Journal of steroid biochemistry and molecular biology 20001115

Title: Inhibitory effect of natural and environmental estrogens on thymic hormone production in thymus epithelial cell culture.

Journal: International journal of immunopharmacology 19991201

Title: Estrogen receptor activation via activation function 2 predicts agonism of xenoestrogens in normal and neoplastic cells of the uterine myometrium.

Journal: Cancer research 19990701

Title: Interaction of estrogenic chemicals and phytoestrogens with estrogen receptor beta.

Journal: Endocrinology 19981001

Title: Identification of estrogen receptor beta2, a functional variant of estrogen receptor beta expressed in normal rat tissues.

Journal: Endocrinology 19980301

Title: Comparison of the ligand binding specificity and transcript tissue distribution of estrogen receptors alpha and beta.

Journal: Endocrinology 19970301

Title: The phytoestrogen coumestrol is a naturally occurring antagonist of the human pregnane X receptor.

Journal: Molecular endocrinology (Baltimore, Md.)

Title: Lim W, et al. Coumestrol suppresses proliferation of ES2 human epithelial ovarian cancer cells. J Endocrinol. 2016 Mar;228(3):149-60.

Title: Zafar A, et al. Cytotoxic activity of soy phytoestrogen coumestrol against human breast cancer MCF-7 cells: Insights into the molecular mechanism. Food Chem Toxicol. 2017 Jan;99:149-161.

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Tags:479-13-0 Molecular Formula|479-13-0 MDL|479-13-0 SMILES|479-13-0 Coumestrol