Home Other Building Blocks Dpn

Dpn

CAS No.:
1428-67-7
Catalog Number:
AG003FG7
Molecular Formula:
C15H13NO2
Molecular Weight:
239.2692
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
10mg
99%
1 week
United States
$140
- +
50mg
99%
1 week
United States
$390
- +
100mg
99%
1 week
United States
$654
- +
500mg
99%
1 week
United States
$1862
- +
Product Description
Catalog Number:
AG003FG7
Chemical Name:
Dpn
CAS Number:
1428-67-7
Molecular Formula:
C15H13NO2
Molecular Weight:
239.2692
MDL Number:
MFCD01695412
IUPAC Name:
2,3-bis(4-hydroxyphenyl)propanenitrile
InChI:
InChI=1S/C15H13NO2/c16-10-13(12-3-7-15(18)8-4-12)9-11-1-5-14(17)6-2-11/h1-8,13,17-18H,9H2
InChI Key:
GHZHWDWADLAOIQ-UHFFFAOYSA-N
SMILES:
N#CC(c1ccc(cc1)O)Cc1ccc(cc1)O
Properties
Complexity:
293  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
239.095g/mol
Formal Charge:
0
Heavy Atom Count:
18  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
239.274g/mol
Monoisotopic Mass:
239.095g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
64.2A^2
Undefined Atom Stereocenter Count:
1  
Undefined Bond Stereocenter Count:
0
XLogP3:
2.9  
Literature
Title Journal
Involvement of estrogen receptor α in pro-pruritic and pro-inflammatory responses in a mouse model of allergic dermatitis. Toxicology and applied pharmacology 20180915
Bisphenol A stimulates steroidogenic acute regulatory protein expression via an unknown mechanism in adrenal cortical cells. Journal of cellular biochemistry 20180911
Biosensing estrogenic endocrine disruptors in human blood and urine: A RAPID cell-free protein synthesis approach. Toxicology and applied pharmacology 20180415
Effects of Exposure to the Endocrine-Disrupting Chemical Bisphenol A During Critical Windows of Murine Pituitary Development. Endocrinology 20180101
Differential Activation of a Mouse Estrogen Receptor β Isoform (mERβ2) with Endocrine-Disrupting Chemicals (EDCs). Environmental health perspectives 20170401
Inhibitory modulation of human estrogen receptor α and β activities by dicyclohexyl phthalate in human breast cancer cell lines. The Journal of toxicological sciences 20170101
Morphologic effects of estrogen stimulation on 3D MCF-7 microtissues. Toxicology letters 20160425
Rapid responses and mechanism of action for low-dose bisphenol S on ex vivo rat hearts and isolated myocytes: evidence of female-specific proarrhythmic effects. Environmental health perspectives 20150601
Methoxychlor and its metabolite HPTE inhibit cAMP production and expression of estrogen receptors α and β in the rat granulosa cell in vitro. Reproductive toxicology (Elmsford, N.Y.) 20150101
Selectivity of natural, synthetic and environmental estrogens for zebrafish estrogen receptors. Toxicology and applied pharmacology 20141001
Mechanism of raloxifene-induced upregulation of glutamate transporters in rat primary astrocytes. Glia 20140801
Estrogen receptors are involved in polychlorinated biphenyl-induced apoptosis on mouse spermatocyte GC-2 cell line. Toxicology in vitro : an international journal published in association with BIBRA 20140401
Transgenic zebrafish reveal tissue-specific differences in estrogen signaling in response to environmental water samples. Environmental health perspectives 20140401
Multiple phytoestrogens inhibit cell growth and confer cytoprotection by inducing manganese superoxide dismutase expression. Phytotherapy research : PTR 20140101
Mitochondrial p38β and manganese superoxide dismutase interaction mediated by estrogen in cardiomyocytes. PloS one 20140101
Estrogen receptor β (ERβ1) transactivation is differentially modulated by the transcriptional coregulator Tip60 in a cis-acting element-dependent manner. The Journal of biological chemistry 20130830
Induction of quinone reductase by tamoxifen or DPN protects against mammary tumorigenesis. FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20121001
Activation of the G-protein-coupled receptor GPR30 induces anxiogenic effects in mice, similar to oestradiol. Psychopharmacology 20120601
Ester and carbamate ester derivatives of Biochanin A: synthesis and in vitro evaluation of estrogenic and antiproliferative activities. Bioorganic & medicinal chemistry 20120501
Resveratrol inhibited GH3 cell growth and decreased prolactin level via estrogen receptors. Clinical neurology and neurosurgery 20120401
Diesel exhaust particulate extracts inhibit transcription of nuclear respiratory factor-1 and cell viability in human umbilical vein endothelial cells. Archives of toxicology 20120401
17Beta-estradiol signaling and regulation of proliferation and apoptosis of rat Sertoli cells. Biology of reproduction 20120401
Rapid estrogenic effects on TMJ-responsive brainstem neurons. Journal of dental research 20120201
Diarylpropionitrile (DPN) enantiomers: synthesis and evaluation of estrogen receptor β-selective ligands. Journal of medicinal chemistry 20120112
Selective oestrogen receptor modulators differentially potentiate brain mitochondrial function. Journal of neuroendocrinology 20120101
Prostaglandin receptors EP and FP are regulated by estradiol and progesterone in the uterus of ovariectomized rats. Reproductive biology and endocrinology : RB&E 20120101
Alternate estrogen receptors promote invasion of inflammatory breast cancer cells via non-genomic signaling. PloS one 20120101
Rapid insulinotropic action of low doses of bisphenol-A on mouse and human islets of Langerhans: role of estrogen receptor β. PloS one 20120101
Gper and ESRs are expressed in rat round spermatids and mediate oestrogen-dependent rapid pathways modulating expression of cyclin B1 and Bax. International journal of andrology 20111001
The estrogen receptor beta agonist diarylpropionitrile (DPN) inhibits medulloblastoma development via anti-proliferative and pro-apototic pathways. Cancer letters 20110928
Estrogen or estrogen receptor agonist inhibits lipopolysaccharide induced microglial activation and death. Neurochemical research 20110901
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. Experimental dermatology 20110901
Paracrine-acting adiponectin promotes mammary epithelial differentiation and synergizes with genistein to enhance transcriptional response to estrogen receptor β signaling. Endocrinology 20110901
Sex specific response of cultured human bone cells to ERα and ERβ specific agonists by modulation of cell proliferation and creatine kinase specific activity. The Journal of steroid biochemistry and molecular biology 20110701
Estrogen receptor-β activation in combination with letrozole blocks the growth of breast cancer tumors resistant to letrozole therapy. Steroids 20110701
Estrogen receptor beta decreases survival of p53-defective cancer cells after DNA damage by impairing G₂/M checkpoint signaling. Breast cancer research and treatment 20110601
Antiproliferative effect of estrogen in vascular smooth muscle cells is mediated by Kruppel-like factor-4 and manganese superoxide dismutase. Basic research in cardiology 20110601
Resveratrol interacts with estrogen receptor-β to inhibit cell replicative growth and enhance stress resistance by upregulating mitochondrial superoxide dismutase. Free radical biology & medicine 20110401
Rapid effects of estrogen receptor α and β selective agonists on learning and dendritic spines in female mice. Endocrinology 20110401
Additive effects of trastuzumab and genistein on human breast cancer cells. Anti-cancer drugs 20110301
Estrogen receptor agonists and estrogen attenuate TNF-α-induced apoptosis in VSC4.1 motoneurons. The Journal of endocrinology 20110201
Combinations of physiologic estrogens with xenoestrogens alter ERK phosphorylation profiles in rat pituitary cells. Environmental health perspectives 20110101
Estrogen receptor-α but not -β or GPER inhibits high glucose-induced human VSMC proliferation: potential role of ROS and ERK. The Journal of clinical endocrinology and metabolism 20110101
Global analysis of estrogen receptor beta binding to breast cancer cell genome reveals an extensive interplay with estrogen receptor alpha for target gene regulation. BMC genomics 20110101
Estrogen receptor β represses Akt signaling in breast cancer cells via downregulation of HER2/HER3 and upregulation of PTEN: implications for tamoxifen sensitivity. Breast cancer research : BCR 20110101
Specific activation of estrogen receptor alpha and beta enhances male sexual behavior and neuroplasticity in male Japanese quail. PloS one 20110101
Differential Neuroprotection of Selective Estrogen Receptor Agonists against Autonomic Dysfunction and Ischemic Cell Death in Permanent versus Reperfusion Injury. Advances in pharmacological sciences 20110101
Rapid signaling actions of environmental estrogens in developing granule cell neurons are mediated by estrogen receptor ß. Endocrinology 20101201
17β-estradiol inhibits the production of infectious particles of hepatitis C virus. Microbiology and immunology 20101101
Inhibition of mammary tumor growth by estrogens: is there a specific role for estrogen receptors alpha and beta? Breast cancer research and treatment 20101001
Oestrogen regulates mitochondrial respiratory chain enzyme transcription in the mouse spinal cord. Journal of neuroendocrinology 20100801
Effects of sex and estrogen on chicken ductus arteriosus reactivity. American journal of physiology. Regulatory, integrative and comparative physiology 20100501
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. Hypertension (Dallas, Tex. : 1979) 20100401
Estrogen receptor-mediated enhancement of venous relaxation in female rat: implications in sex-related differences in varicose veins. Journal of vascular surgery 20100401
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. The Journal of surgical research 20100301
Estrogen increases expression of the human prostacyclin receptor within the vasculature through an ERalpha-dependent mechanism. Journal of molecular biology 20100226
Regulation of aryl hydrocarbon receptor function by selective estrogen receptor modulators. Molecular endocrinology (Baltimore, Md.) 20100101
Estrogen receptor beta-selective agonists stimulate calcium oscillations in human and mouse embryonic stem cell-derived neurons. PloS one 20100101
Estrogen receptor alpha and beta specific agonists regulate expression of synaptic proteins in rat hippocampus. Brain research 20090922
Bibenzyl- and stilbene-core compounds with non-polar linker atom substituents as selective ligands for estrogen receptor beta. European journal of medicinal chemistry 20090901
Estrogen can signal through multiple pathways to regulate oocyte cyst breakdown and primordial follicle assembly in the neonatal mouse ovary. The Journal of endocrinology 20090901
Chronic treatment with estrogen receptor agonists restores acquisition of a spatial learning task in young ovariectomized rats. Hormones and behavior 20090901
Isoflavonoids from Erythrina poeppigiana: evaluation of their binding affinity for the estrogen receptor. Journal of natural products 20090901
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. The Journal of steroid biochemistry and molecular biology 20090801
Acute postischemic treatment with estrogen receptor-alpha agonist or estrogen receptor-beta agonist improves myocardial recovery. Surgery 20090801
Downregulation of cilia-localized Il-6R alpha by 17beta-estradiol in mouse and human fallopian tubes. American journal of physiology. Cell physiology 20090701
Oestradiol decreases colonic permeability through oestrogen receptor beta-mediated up-regulation of occludin and junctional adhesion molecule-A in epithelial cells. The Journal of physiology 20090701
Clomiphene citrate causes aberrant tubal apoptosis and estrogen receptor activation in rat fallopian tube: implications for tubal ectopic pregnancy. Biology of reproduction 20090601
Estradiol downregulates miR-21 expression and increases miR-21 target gene expression in MCF-7 breast cancer cells. Nucleic acids research 20090501
Synthesis and evaluation of aryl-substituted diarylpropionitriles, selective ligands for estrogen receptor beta, as positron-emission tomographic imaging agents. Bioorganic & medicinal chemistry 20090501
Estrogen Regulation of MicroRNA Expression. Current genomics 20090501
Estrogen receptor modulators and estrogen receptor beta immunolabelling in human umbilical vein endothelial cells. Acta histochemica 20090101
Estradiol activates beta-catenin dependent transcription in neurons. PloS one 20090101
Activation of estrogen receptor beta-dependent nitric oxide signaling mediates the hypotensive effects of estrogen in the rostral ventrolateral medulla of anesthetized rats. Journal of biomedical science 20090101
Ovarian steroids regulate tachykinin and tachykinin receptor gene expression in the mouse uterus. Reproductive biology and endocrinology : RB&E 20090101
Mating changes the subcellular distribution and the functionality of estrogen receptors in the rat oviduct. Reproductive biology and endocrinology : RB&E 20090101
17beta-estradiol activates estrogen receptor beta-signalling and inhibits transient receptor potential vanilloid receptor 1 activation by capsaicin in adult rat nociceptor neurons. Endocrinology 20081101
Role of estrogen receptor-alpha and -beta in regulating leptin expression in 3T3-L1 adipocytes. Obesity (Silver Spring, Md.) 20081101
Influence of cellular ERalpha/ERbeta ratio on the ERalpha-agonist induced proliferation of human T47D breast cancer cells. Toxicological sciences : an official journal of the Society of Toxicology 20081001
Gender-specific protection of estrogen against gastric acid-induced duodenal injury: stimulation of duodenal mucosal bicarbonate secretion. Endocrinology 20080901
Estrogen receptor (ER) beta modulates ERalpha responses to estrogens in the developing rat ventromedial nucleus of the hypothalamus. Endocrinology 20080901
Effect of oestrogen receptor alpha and beta agonists on brain N-methyl-D-aspartate receptors. Journal of neuroendocrinology 20080801
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. The Journal of neuroscience : the official journal of the Society for Neuroscience 20080618
Selective estrogen receptor modulators differentially regulate Alzheimer-like changes in female 3xTg-AD mice. Endocrinology 20080501
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. Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme 20080501
Neonatal exposure to endocrine active compounds or an ERbeta agonist increases adult anxiety and aggression in gonadally intact male rats. Hormones and behavior 20080401
Estrogen receptor beta protects against acoustic trauma in mice. The Journal of clinical investigation 20080401
Roles of estrogen receptor alpha and beta in modulating urothelial cell proliferation. Endocrine-related cancer 20080301
Contribution of estrogen receptors alpha and beta to the effects of estradiol in the brain. The Journal of steroid biochemistry and molecular biology 20080201
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. Endocrinology 20080201
Acute activation of ER alpha decreases food intake, meal size, and body weight in ovariectomized rats. American journal of physiology. Regulatory, integrative and comparative physiology 20071201
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. Phytomedicine : international journal of phytotherapy and phytopharmacology 20071101
Delay of postnatal maturation sensitizes the mouse prostate to testosterone-induced pronounced hyperplasia: protective role of estrogen receptor-beta. The American journal of pathology 20070901
Estrogen increases smooth muscle expression of alpha2C-adrenoceptors and cold-induced constriction of cutaneous arteries. American journal of physiology. Heart and circulatory physiology 20070901
Evidence for the involvement of ERbeta and RGS9-2 in 17-beta estradiol enhancement of amphetamine-induced place preference behavior. Hormones and behavior 20070801
Studies on estrogen receptor (ER) alpha and beta responses on gene regulation in peripheral blood leukocytes in vivo using selective ER agonists. The Journal of endocrinology 20070701
Estrogen inhibition of norepinephrine responsiveness is initiated at the plasma membrane of GnRH-producing GT1-7 cells. The Journal of endocrinology 20070701
Estradiol targets synaptic proteins to induce glutamatergic synapse formation in cultured hippocampal neurons: critical role of estrogen receptor-alpha. The Journal of neuroscience : the official journal of the Society for Neuroscience 20070627
Estrogen receptor beta, but not alpha, mediates estrogen's effect on cocaine-induced reinstatement of extinguished cocaine-seeking behavior in ovariectomized female rats. Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20070601
Estrogen modulates TNF-alpha-induced inflammatory responses in rat aortic smooth muscle cells through estrogen receptor-beta activation. American journal of physiology. Heart and circulatory physiology 20070601
Distinct roles of estrogen receptors alpha and beta mediating acute vasodilation of epicardial coronary arteries. Hypertension (Dallas, Tex. : 1979) 20070601
The activation by estrogen receptor agonists of the BK(Ca)-channel in human cardiac fibroblasts. Biochemical pharmacology 20070501
Treatment with an estrogen receptor-beta-selective agonist is cardioprotective. Journal of molecular and cellular cardiology 20070401
Inhibition of neointima formation by local delivery of estrogen receptor alpha and beta specific agonists. Cardiovascular research 20070101
Comparison between basal and apical dendritic spines in estrogen-induced rapid spinogenesis of CA1 principal neurons in the adult hippocampus. Biochemical and biophysical research communications 20061215
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. Toxicology and applied pharmacology 20061215
The hop phytoestrogen, 8-prenylnaringenin, reverses the ovariectomy-induced rise in skin temperature in an animal model of menopausal hot flushes. The Journal of endocrinology 20061101
Selective estrogen receptor-alpha but not -beta agonist treatment modulates brain alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptors. Journal of neuroscience research 20061001
Estrogen-triggered activation of GTP cyclohydrolase 1 gene expression: role of estrogen receptor subtypes and interaction with cyclic AMP. Neuroscience 20060721
DAX-1 expression is regulated during mammary epithelial cell differentiation. Endocrinology 20060701
Dilatory responses to estrogenic compounds in small femoral arteries of male and female estrogen receptor-beta knockout mice. American journal of physiology. Heart and circulatory physiology 20060201
Effects of selective estrogen receptor agonists on food intake and body weight gain in rats. Physiology & behavior 20060130
Activation of estrogen receptor-alpha protects the in vivo rabbit heart from ischemia-reperfusion injury. American journal of physiology. Heart and circulatory physiology 20051101
Estrogen receptors alfa (ERalpha) and beta (ERbeta) differentially regulate proliferation and apoptosis of the normal murine mammary epithelial cell line HC11. Oncogene 20051006
Modulation of mitochondrial Ca(2+) uptake by estrogen receptor agonists and antagonists. British journal of pharmacology 20050801
The acute estrogenic dilation of rat aorta is mediated solely by selective estrogen receptor-alpha agonists and is abolished by estrogen deprivation. The Journal of pharmacology and experimental therapeutics 20050601
Neuroprotective properties of selective estrogen receptor agonists in cultured neurons. Brain research 20050531
Relaxations to oestrogen receptor subtype selective agonists in rat and mouse arteries. European journal of pharmacology 20050418
Chronic estrogenic drug treatment increases preproenkephalin mRNA levels in the rat striatum and nucleus accumbens. Psychoneuroendocrinology 20050401
Resveratrol and estradiol rapidly activate MAPK signaling through estrogen receptors alpha and beta in endothelial cells. The Journal of biological chemistry 20050304
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. The Journal of clinical endocrinology and metabolism 20050301
Effect of estrogen receptor agonists treatment in MPTP mice: evidence of neuroprotection by an ER alpha agonist. Neuropharmacology 20041201
A novel flexible approach for evaluating fixed ratio mixtures of full and partial agonists. Toxicological sciences : an official journal of the Society of Toxicology 20040701
Estrogen receptor alpha, but not beta, plays a major role in 17beta-estradiol-induced murine cholesterol gallstones. Gastroenterology 20040701
Estrogen receptor subtypes alpha and beta contribute to neuroprotection and increased Bcl-2 expression in primary hippocampal neurons. Brain research 20040604
Estrogen receptor beta isoforms exhibit differences in ligand-activated transcriptional activity in an estrogen response element sequence-dependent manner. Endocrinology 20040101
Acute effects of oestrogen receptor subtype-specific agonists on vascular contractility. British journal of pharmacology 20030801
Identification of estrogen receptor beta expression in Chinese hamster ovary (CHO) cells and comparison of estrogen-responsive gene transcription in cells adapted to serum-free media. The Journal of steroid biochemistry and molecular biology 20030701
Estrogen receptor-beta potency-selective ligands: structure-activity relationship studies of diarylpropionitriles and their acetylene and polar analogues. Journal of medicinal chemistry 20011122
Pyrazole ligands: structure-affinity/activity relationships and estrogen receptor-alpha-selective agonists. Journal of medicinal chemistry 20001228
Rapid regulation of K(ATP) channel activity by 17{beta}-estradiol in pancreatic {beta}-cells involves the estrogen receptor {beta} and the atrial natriuretic peptide receptor. Molecular endocrinology (Baltimore, Md.)
Properties