Home Other Building Blocks 263717-53-9
263717-53-9,MFCD03453628
Catalog No.:AA002SUA

263717-53-9 | Phenol, 4,4',4''-(4-propyl-1H-pyrazole-1,3,5-triyl)tris-

Pack Size
Purity
Availability
Price(USD)
Quantity
  
1mg
≥98%
in stock  
$30.00   $21.00
- +
5mg
≥98%
in stock  
$128.00   $89.00
- +
10mg
≥98%
in stock  
$225.00   $157.00
- +
25mg
≥98%
in stock  
$488.00   $341.00
- +
100mg
97%
in stock  
$1,799.00   $1,259.00
- +
250mg
97%
in stock  
$3,975.00   $2,783.00
- +
500mg
97%
in stock  
$7,109.00   $4,977.00
- +
  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA002SUA
Chemical Name:
Phenol, 4,4',4''-(4-propyl-1H-pyrazole-1,3,5-triyl)tris-
CAS Number:
263717-53-9
Molecular Formula:
C24H22N2O3
Molecular Weight:
386.4431
MDL Number:
MFCD03453628
SMILES:
CCCc1c(nn(c1c1ccc(cc1)O)c1ccc(cc1)O)c1ccc(cc1)O
Properties
Computed Properties
 
Complexity:
494  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
29  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
5  
XLogP3:
5.5  

Literature

Title: Impact of Perfluorooctane Sulfonate on Reproductive Ability of Female Mice through Suppression of Estrogen Receptor α-Activated Kisspeptin Neurons.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20181001

Title: Involvement of estrogen receptor α in pro-pruritic and pro-inflammatory responses in a mouse model of allergic dermatitis.

Journal: Toxicology and applied pharmacology 20180915

Title: Bisphenol A stimulates steroidogenic acute regulatory protein expression via an unknown mechanism in adrenal cortical cells.

Journal: Journal of cellular biochemistry 20180911

Title: Effects of Exposure to the Endocrine-Disrupting Chemical Bisphenol A During Critical Windows of Murine Pituitary Development.

Journal: Endocrinology 20180101

Title: Polychlorinated biphenyls impair endometrial receptivity in vitro via regulating mir-30d expression and epithelial mesenchymal transition.

Journal: Toxicology 20160715

Title: Morphologic effects of estrogen stimulation on 3D MCF-7 microtissues.

Journal: Toxicology letters 20160425

Title: Roles of ERα during mouse trophectoderm lineage differentiation: revealed by antagonist and agonist of ERα.

Journal: Development, growth & differentiation 20160401

Title: Development of a recombinant human ovarian (BG1) cell line containing estrogen receptor α and β for improved detection of estrogenic/antiestrogenic chemicals.

Journal: Environmental toxicology and chemistry 20160101

Title: A transgenic mouse model expressing an ERα folding biosensor reveals the effects of Bisphenol A on estrogen receptor signaling.

Journal: Scientific reports 20160101

Title: Development of phenotypic and transcriptional biomarkers to evaluate relative activity of potentially estrogenic chemicals in ovariectomized mice.

Journal: Environmental health perspectives 20150401

Title: Selectivity of natural, synthetic and environmental estrogens for zebrafish estrogen receptors.

Journal: Toxicology and applied pharmacology 20141001

Title: Mechanism of raloxifene-induced upregulation of glutamate transporters in rat primary astrocytes.

Journal: Glia 20140801

Title: Estrogen receptors are involved in polychlorinated biphenyl-induced apoptosis on mouse spermatocyte GC-2 cell line.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20140401

Title: Transgenic zebrafish reveal tissue-specific differences in estrogen signaling in response to environmental water samples.

Journal: Environmental health perspectives 20140401

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

Journal: Phytotherapy research : PTR 20140101

Title: Mitochondrial p38β and manganese superoxide dismutase interaction mediated by estrogen in cardiomyocytes.

Journal: PloS one 20140101

Title: The effect of estrogen compounds on human embryoid bodies.

Journal: Reproductive sciences (Thousand Oaks, Calif.) 20130601

Title: Wnt family genes and their modulation in the ovary-independent and persistent vaginal epithelial cell proliferation and keratinization induced by neonatal diethylstilbestrol exposure in mice.

Journal: Toxicology 20120614

Title: Resveratrol inhibited GH3 cell growth and decreased prolactin level via estrogen receptors.

Journal: Clinical neurology and neurosurgery 20120401

Title: Diesel exhaust particulate extracts inhibit transcription of nuclear respiratory factor-1 and cell viability in human umbilical vein endothelial cells.

Journal: Archives of toxicology 20120401

Title: Estrogen prevents increased hepatic aquaporin-9 expression and glycerol uptake during starvation.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20120201

Title: Estrogen receptors and type 1 metabotropic glutamate receptors are interdependent in protecting cortical neurons against β-amyloid toxicity.

Journal: Molecular pharmacology 20120101

Title: Reproductive experience modifies the effects of estrogen receptor alpha activity on anxiety-like behavior and corticotropin releasing hormone mRNA expression.

Journal: Hormones and behavior 20120101

Title: Selective oestrogen receptor modulators differentially potentiate brain mitochondrial function.

Journal: Journal of neuroendocrinology 20120101

Title: Prostaglandin receptors EP and FP are regulated by estradiol and progesterone in the uterus of ovariectomized rats.

Journal: Reproductive biology and endocrinology : RB&E 20120101

Title: The DEK oncogene is a target of steroid hormone receptor signaling in breast cancer.

Journal: PloS one 20120101

Title: Low concentrations of bisphenol A induce mouse spermatogonial cell proliferation by G protein-coupled receptor 30 and estrogen receptor-α.

Journal: Environmental health perspectives 20111201

Title: Development of 2,3,5-triaryl-1H-pyrroles as estrogen receptor α selective ligands.

Journal: ChemMedChem 20111104

Title: Gper and ESRs are expressed in rat round spermatids and mediate oestrogen-dependent rapid pathways modulating expression of cyclin B1 and Bax.

Journal: International journal of andrology 20111001

Title: Estrogen or estrogen receptor agonist inhibits lipopolysaccharide induced microglial activation and death.

Journal: Neurochemical research 20110901

Title: ER-α agonist induces conversion of fibroblasts into myofibroblasts, while ER-β agonist increases ECM production and wound tensile strength of healing skin wounds in ovariectomised rats.

Journal: Experimental dermatology 20110901

Title: Paracrine-acting adiponectin promotes mammary epithelial differentiation and synergizes with genistein to enhance transcriptional response to estrogen receptor β signaling.

Journal: Endocrinology 20110901

Title: Effects of an estrogen receptor alpha agonist on agonistic behaviour in intact and gonadectomized male and female mice.

Journal: Psychoneuroendocrinology 20110801

Title: Chemical genomics profiling of environmental chemical modulation of human nuclear receptors.

Journal: Environmental health perspectives 20110801

Title: Activation of estrogen receptor alpha disrupts differentiation of the reproductive organs in chicken embryos.

Journal: General and comparative endocrinology 20110601

Title: Antiproliferative effect of estrogen in vascular smooth muscle cells is mediated by Kruppel-like factor-4 and manganese superoxide dismutase.

Journal: Basic research in cardiology 20110601

Title: Spinal estrogen receptor alpha mediates estradiol-induced pronociception in a visceral pain model in the rat.

Journal: Pain 20110501

Title: Estrogens promote invasion of prostate cancer cells in a paracrine manner through up-regulation of matrix metalloproteinase 2 in prostatic stromal cells.

Journal: Endocrinology 20110301

Title: Estrogen receptor agonists and estrogen attenuate TNF-α-induced apoptosis in VSC4.1 motoneurons.

Journal: The Journal of endocrinology 20110201

Title: Combinations of physiologic estrogens with xenoestrogens alter ERK phosphorylation profiles in rat pituitary cells.

Journal: Environmental health perspectives 20110101

Title: Estrogen receptor-α but not -β or GPER inhibits high glucose-induced human VSMC proliferation: potential role of ROS and ERK.

Journal: The Journal of clinical endocrinology and metabolism 20110101

Title: Global analysis of estrogen receptor beta binding to breast cancer cell genome reveals an extensive interplay with estrogen receptor alpha for target gene regulation.

Journal: BMC genomics 20110101

Title: Rapid signaling actions of environmental estrogens in developing granule cell neurons are mediated by estrogen receptor ß.

Journal: Endocrinology 20101201

Title: Epigenetic influences of low-dose bisphenol A in primary human breast epithelial cells.

Journal: Toxicology and applied pharmacology 20101015

Title: Inhibition of mammary tumor growth by estrogens: is there a specific role for estrogen receptors alpha and beta?

Journal: Breast cancer research and treatment 20101001

Title: Estrogen receptor α and G-protein coupled receptor 30 mediate the neuroprotective effects of 17β-estradiol in novel murine hippocampal cell models.

Journal: Neuroscience 20100929

Title: Rapid effects of phytoestrogens on human colonic smooth muscle are mediated by oestrogen receptor beta.

Journal: Molecular and cellular endocrinology 20100514

Title: 17 beta-estradiol activates rapid signaling pathways involved in rat pachytene spermatocytes apoptosis through GPR30 and ER alpha.

Journal: Molecular and cellular endocrinology 20100514

Title: Cadmium promotes breast cancer cell proliferation by potentiating the interaction between ERalpha and c-Jun.

Journal: Molecular endocrinology (Baltimore, Md.) 20100501

Title: Estradiol-17beta and its cytochrome P450- and catechol-O-methyltransferase-derived metabolites stimulate proliferation in uterine artery endothelial cells: role of estrogen receptor-alpha versus estrogen receptor-beta.

Journal: Hypertension (Dallas, Tex. : 1979) 20100401

Title: Decrease in wound tensile strength following post-surgical estrogen replacement therapy in ovariectomized rats during the early phase of healing is mediated via ER-alpha rather than ER-beta: a preliminary report.

Journal: The Journal of surgical research 20100301

Title: Estrogen increases expression of the human prostacyclin receptor within the vasculature through an ERalpha-dependent mechanism.

Journal: Journal of molecular biology 20100226

Title: Estrogen receptor alpha as a key target of red wine polyphenols action on the endothelium.

Journal: PloS one 20100101

Title: Estrogen receptor beta-selective agonists stimulate calcium oscillations in human and mouse embryonic stem cell-derived neurons.

Journal: PloS one 20100101

Title: Activation of estrogen receptor-alpha induces gonadotroph progesterone receptor expression and action differently in young and middle-aged ovariectomized rats.

Journal: Human reproduction (Oxford, England) 20091001

Title: Estrogen can signal through multiple pathways to regulate oocyte cyst breakdown and primordial follicle assembly in the neonatal mouse ovary.

Journal: The Journal of endocrinology 20090901

Title: Estrogen receptor beta (ERbeta) subtype-specific ligands increase transcription, p44/p42 mitogen activated protein kinase (MAPK) activation and growth in human non-small cell lung cancer cells.

Journal: The Journal of steroid biochemistry and molecular biology 20090801

Title: Estradiol downregulates miR-21 expression and increases miR-21 target gene expression in MCF-7 breast cancer cells.

Journal: Nucleic acids research 20090501

Title: Impact of neonatal exposure to the ERalpha agonist PPT, bisphenol-A or phytoestrogens on hypothalamic kisspeptin fiber density in male and female rats.

Journal: Neurotoxicology 20090501

Title: Estrogen Regulation of MicroRNA Expression.

Journal: Current genomics 20090501

Title: Differential involvement of estrogen receptor alpha and estrogen receptor beta in the healing promoting effect of estrogen in human keratinocytes.

Journal: The Journal of endocrinology 20090201

Title: Neonatal agonism of ERalpha masculinizes serotonergic (5-HT) projections to the female rat ventromedial nucleus of the hypothalamus (VMN) but does not impair lordosis.

Journal: Behavioural brain research 20090123

Title: Distinct roles of estrogen receptor-alpha and beta in the modulation of vascular inducible nitric-oxide synthase in diabetes.

Journal: The Journal of pharmacology and experimental therapeutics 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: Ovarian steroids regulate tachykinin and tachykinin receptor gene expression in the mouse uterus.

Journal: Reproductive biology and endocrinology : RB&E 20090101

Title: Disrupted female reproductive physiology following neonatal exposure to phytoestrogens or estrogen specific ligands is associated with decreased GnRH activation and kisspeptin fiber density in the hypothalamus.

Journal: Neurotoxicology 20081101

Title: The novel estrogen receptor, G protein-coupled receptor 30, mediates the proliferative effects induced by 17beta-estradiol on mouse spermatogonial GC-1 cell line.

Journal: Endocrinology 20081001

Title: Influence of cellular ERalpha/ERbeta ratio on the ERalpha-agonist induced proliferation of human T47D breast cancer cells.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20081001

Title: Differential mass spectrometry of rat plasma reveals proteins that are responsive to 17beta-estradiol and a selective estrogen receptor modulator PPT.

Journal: Journal of proteome research 20081001

Title: Gender-specific protection of estrogen against gastric acid-induced duodenal injury: stimulation of duodenal mucosal bicarbonate secretion.

Journal: Endocrinology 20080901

Title: Crucial role of estrogen receptor-alpha interaction with transcription coregulators in follicle-stimulating hormone and transforming growth factor beta1 up-regulation of steroidogenesis in rat ovarian granulosa cells.

Journal: Endocrinology 20080901

Title: Broad modulation of neuropathic pain states by a selective estrogen receptor beta agonist.

Journal: European journal of pharmacology 20080820

Title: Effect of oestrogen receptor alpha and beta agonists on brain N-methyl-D-aspartate receptors.

Journal: Journal of neuroendocrinology 20080801

Title: Estrogen receptor alpha is expressed on the cell-surface of embryonic hypothalamic neurons.

Journal: Neuroscience 20080717

Title: Estrogen facilitates both phosphatidylinositol 3-kinase/Akt and ERK1/2 mitogen-activated protein kinase membrane signaling required for long-term neuropeptide Y transcriptional regulation in clonal, immortalized neurons.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20080618

Title: Mitochondrial effects of estrogen are mediated by estrogen receptor alpha in brain endothelial cells.

Journal: The Journal of pharmacology and experimental therapeutics 20080601

Title: High dose 17 beta-estradiol and the alpha-estrogen agonist PPT trigger apoptosis in human adrenal carcinoma cells but the beta-estrogen agonist DPN does not.

Journal: Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme 20080501

Title: Neonatal exposure to endocrine active compounds or an ERbeta agonist increases adult anxiety and aggression in gonadally intact male rats.

Journal: Hormones and behavior 20080401

Title: 17beta-estradiol at physiological concentrations augments Ca(2+) -activated K+ currents via estrogen receptor beta in the gonadotropin-releasing hormone neuronal cell line GT1-7.

Journal: Endocrinology 20080201

Title: Pancreatic insulin content regulation by the estrogen receptor ER alpha.

Journal: PloS one 20080101

Title: Subtype-specific activation of estrogen receptors by a special extract of Rheum rhaponticum (ERr 731), its aglycones and structurally related compounds in U2OS human osteosarcoma cells.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20071101

Title: Estrogen receptor alpha and beta differentially regulate intracellular Ca(2+) dynamics leading to ERK phosphorylation and estrogen neuroprotection in hippocampal neurons.

Journal: Brain research 20071003

Title: Studies on estrogen receptor (ER) alpha and beta responses on gene regulation in peripheral blood leukocytes in vivo using selective ER agonists.

Journal: The Journal of endocrinology 20070701

Title: Estrogen inhibition of norepinephrine responsiveness is initiated at the plasma membrane of GnRH-producing GT1-7 cells.

Journal: The Journal of endocrinology 20070701

Title: Estrogen receptor beta, but not alpha, mediates estrogen's effect on cocaine-induced reinstatement of extinguished cocaine-seeking behavior in ovariectomized female rats.

Journal: Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20070601

Title: The activation by estrogen receptor agonists of the BK(Ca)-channel in human cardiac fibroblasts.

Journal: Biochemical pharmacology 20070501

Title: Modulation of Ca(2+) release and Ca(2+) oscillations in HeLa cells and fibroblasts by mitochondrial Ca(2+) uniporter stimulation.

Journal: The Journal of physiology 20070401

Title: Inhibition of neointima formation by local delivery of estrogen receptor alpha and beta specific agonists.

Journal: Cardiovascular research 20070101

Title: The expression of Hedgehog genes (Ihh, Dhh) and Hedgehog target genes (Ptc1, Gli1, Coup-TfII) is affected by estrogenic stimuli in the uterus of immature female rats.

Journal: Toxicology and applied pharmacology 20061215

Title: The hop phytoestrogen, 8-prenylnaringenin, reverses the ovariectomy-induced rise in skin temperature in an animal model of menopausal hot flushes.

Journal: The Journal of endocrinology 20061101

Title: Selective estrogen receptor-alpha but not -beta agonist treatment modulates brain alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptors.

Journal: Journal of neuroscience research 20061001

Title: Estrogen regulation of the glucuronidation enzyme UGT2B15 in estrogen receptor-positive breast cancer cells.

Journal: Endocrinology 20060801

Title: DAX-1 expression is regulated during mammary epithelial cell differentiation.

Journal: Endocrinology 20060701

Title: Inhibition of cardiac PGC-1alpha expression abolishes ERbeta agonist-mediated cardioprotection following trauma-hemorrhage.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20060601

Title: Implication of the phosphatidylinositol-3 kinase/protein kinase B signaling pathway in the neuroprotective effect of estradiol in the striatum of 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine mice.

Journal: Molecular pharmacology 20060401

Title: Dilatory responses to estrogenic compounds in small femoral arteries of male and female estrogen receptor-beta knockout mice.

Journal: American journal of physiology. Heart and circulatory physiology 20060201

Title: Effects of selective estrogen receptor agonists on food intake and body weight gain in rats.

Journal: Physiology & behavior 20060130

Title: Activation of estrogen receptor-alpha protects the in vivo rabbit heart from ischemia-reperfusion injury.

Journal: American journal of physiology. Heart and circulatory physiology 20051101

Title: Estrogen receptors alfa (ERalpha) and beta (ERbeta) differentially regulate proliferation and apoptosis of the normal murine mammary epithelial cell line HC11.

Journal: Oncogene 20051006

Title: Modulation of mitochondrial Ca(2+) uptake by estrogen receptor agonists and antagonists.

Journal: British journal of pharmacology 20050801

Title: Neuroprotective properties of selective estrogen receptor agonists in cultured neurons.

Journal: Brain research 20050531

Title: Kainate/estrogen receptor involvement in rapid estradiol effects in vitro and intracellular signaling pathways.

Journal: Endocrinology 20050501

Title: Chronic estrogenic drug treatment increases preproenkephalin mRNA levels in the rat striatum and nucleus accumbens.

Journal: Psychoneuroendocrinology 20050401

Title: Resveratrol and estradiol rapidly activate MAPK signaling through estrogen receptors alpha and beta in endothelial cells.

Journal: The Journal of biological chemistry 20050304

Title: Estrogen and selective estrogen receptor modulators exert neuroprotective effects and stimulate the expression of selective Alzheimer's disease indicator-1, a recently discovered antiapoptotic gene, in human neuroblast long-term cell cultures.

Journal: The Journal of clinical endocrinology and metabolism 20050301

Title: Effect of estrogen receptor agonists treatment in MPTP mice: evidence of neuroprotection by an ER alpha agonist.

Journal: Neuropharmacology 20041201

Title: Endogenous estrogen receptor beta is transcriptionally active in primary ovarian cells from estrogen receptor knockout mice.

Journal: Steroids 20040901

Title: The Ah receptor inhibits estrogen-induced estrogen receptor beta in breast cancer cells.

Journal: Biochemical and biophysical research communications 20040716

Title: Estrogen receptor alpha, but not beta, plays a major role in 17beta-estradiol-induced murine cholesterol gallstones.

Journal: Gastroenterology 20040701

Title: Characterization of the biological roles of the estrogen receptors, ERalpha and ERbeta, in estrogen target tissues in vivo through the use of an ERalpha-selective ligand.

Journal: Endocrinology 20021101

Title: Pyrazole ligands: structure-affinity/activity relationships and estrogen receptor-alpha-selective agonists.

Journal: Journal of medicinal chemistry 20001228

Title: Conformational changes and coactivator recruitment by novel ligands for estrogen receptor-alpha and estrogen receptor-beta: correlations with biological character and distinct differences among SRC coactivator family members.

Journal: Endocrinology 20001001

Title: Influence of cellular ERalpha/ERbeta ratio on the ERalpha-agonist induced proliferation of human T47D breast cancer cells.

Title: Stauffer SR, et al. Pyrazole ligands: structure-affinity/activity relationships and estrogen receptor-alpha-selective agonists. J Med Chem. 2000 Dec 28;43(26):4934-47.

Quotation Request
Company Name:
*
Contact Person:
*
Email:
*
Quantity Required:
*
Country:
Additional Info:
SDS
Related Products of 263717-53-9
Tags:263717-53-9 Molecular Formula|263717-53-9 MDL|263717-53-9 SMILES|263717-53-9 Phenol, 4,4',4''-(4-propyl-1H-pyrazole-1,3,5-triyl)tris-