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126411-39-0,MFCD00888473
Catalog No.:AA000SOF

126411-39-0 | Phosphonic acid, P,P'-[[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]ethenylidene]bis-, P,P,P',P'-tetraethyl ester

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1mg
98%
in stock  
$11.00   $8.00
- +
5mg
98%
in stock  
$25.00   $18.00
- +
10mg
98%
in stock  
$37.00   $26.00
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25mg
98%
in stock  
$77.00   $54.00
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250mg
98%
in stock  
$288.00   $202.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA000SOF
Chemical Name:
Phosphonic acid, P,P'-[[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]ethenylidene]bis-, P,P,P',P'-tetraethyl ester
CAS Number:
126411-39-0
Molecular Formula:
C24H42O7P2
Molecular Weight:
504.5336
MDL Number:
MFCD00888473
SMILES:
CCOP(=O)(C(=Cc1cc(c(c(c1)C(C)(C)C)O)C(C)(C)C)P(=O)(OCC)OCC)OCC
Properties
Computed Properties
 
Complexity:
660  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
33  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
13  
XLogP3:
5.2  

Downstream Synthesis Route

[1]CurrentPatentAssignee:SANOFI-US5043330,1991,A

27550-90-9   
3,5-ditertiobutyl-4-hydroxybenzaldehyde 
  1660-94-2   
tetraethyl2-(3,5-di-tert-butyl-4-hydroxyphenyl)ethenyl-1,1-bisphosphonate 
 
tetraethyl2-(3,5-ditertiobutyl-4-hydroxyphenyl)-ethenylidene-1,1-diphosphonate 

[1]Patent:US5043330,1991,A

1660-94-2    1620-98-0   
tetraethyl2-(3,5-di-tert-butyl-4-hydroxyphenyl)ethenyl-1,1-bisphosphonate 

[1]CurrentPatentAssignee:COUNCILOFSCIENTIFICANDINDUSTRIALRESEARCH(IN)-WO2016/63297,2016,A1Locationinpatent:Page/Pagecolumn10;12

[2]Manda,Sudhakar;Wani,Abubakar;Bharate,SonaliS.;Vishwakarma,RamA.;Kumar,Ajay;Bharate,SandipB.[MedChemComm,2016,vol.7,#10,p.1910-1915]

[1]Hashimoto,Yuichi;Ohgane,Kenji;Sagimori,Ikuya;Toyota,Yosuke;Yoshioka,Hiromasa[Bioorganicandmedicinalchemistry,2020,vol.28,#14]

Literature

Title: Profiling of bisphenol S towards nuclear receptors activities in human reporter cell lines.

Journal: Toxicology letters 20171105

Title: Human pregnane X receptor is activated by dibenzazepine carbamate-based inhibitors of constitutive androstane receptor.

Journal: Archives of toxicology 20170601

Title: Acetylated deoxycholic (DCA) and cholic (CA) acids are potent ligands of pregnane X (PXR) receptor.

Journal: Toxicology letters 20170104

Title: Transactivation Assays to Assess Canine and Rodent Pregnane X Receptor (PXR) and Constitutive Androstane Receptor (CAR) Activation.

Journal: PloS one 20160101

Title: Analysis of Glycogen Synthase Kinase Inhibitors That Regulate Cytochrome P450 Expression in Primary Human Hepatocytes by Activation of β-Catenin, Aryl Hydrocarbon Receptor and Pregnane X Receptor Signaling.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20151101

Title: Improved assays for xenosensor activation based on reverse transfection.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20151001

Title: Environmental contaminants activate human and polar bear (Ursus maritimus) pregnane X receptors (PXR, NR1I2) differently.

Journal: Toxicology and applied pharmacology 20150401

Title: Notoginsenoside R1 attenuates experimental inflammatory bowel disease via pregnane X receptor activation.

Journal: The Journal of pharmacology and experimental therapeutics 20150201

Title: Allyl isothiocyanate (AITC) inhibits pregnane X receptor (PXR) and constitutive androstane receptor (CAR) activation and protects against acetaminophen- and amiodarone-induced cytotoxicity.

Journal: Archives of toxicology 20150101

Title: U0126, a mitogen-activated protein kinase kinase 1 and 2 (MEK1 and 2) inhibitor, selectively up-regulates main isoforms of CYP3A subfamily via a pregnane X receptor (PXR) in HepG2 cells.

Journal: Archives of toxicology 20141201

Title: Affinity purification using recombinant PXR as a tool to characterize environmental ligands.

Journal: Environmental toxicology 20140201

Title: Polycyclic aromatic hydrocarbons stimulate human CYP3A4 promoter activity via PXR.

Journal: Toxicology letters 20131024

Title: The novel antibacterial compound walrycin A induces human PXR transcriptional activity.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20120501

Title: Aflatoxins upregulate CYP3A4 mRNA expression in a process that involves the PXR transcription factor.

Journal: Toxicology letters 20110828

Title: Pregnane X receptor PXR activates the GADD45beta gene, eliciting the p38 MAPK signal and cell migration.

Journal: The Journal of biological chemistry 20110204

Title: Identification of clinically used drugs that activate pregnane X receptors.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20110101

Title: Regulation of drug resistance by human pregnane X receptor in breast cancer.

Journal: Cancer biology & therapy 20090701

Title: Up-regulation of P-glycoprotein by HIV protease inhibitors in a human brain microvessel endothelial cell line.

Journal: Journal of neuroscience research 20090301

Title: N-1H-benzimidazol-5-ylbenzenesulfonamide derivatives as potent hPXR agonists.

Journal: Bioorganic & medicinal chemistry 20080401

Title: Azole antimycotics differentially affect rifampicin-induced pregnane X receptor-mediated CYP3A4 gene expression.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20080201

Title: Human pregnane X receptor and resistance to chemotherapy in prostate cancer.

Journal: Cancer research 20071101

Title: Discovery of a highly active ligand of human pregnane x receptor: a case study from pharmacophore modeling and virtual screening to 'in vivo' biological activity.

Journal: Molecular pharmacology 20070901

Title: In silico prediction of pregnane X receptor activators by machine learning approaches.

Journal: Molecular pharmacology 20070101

Title: Identification of new human pregnane X receptor ligands among pesticides using a stable reporter cell system.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20060601

Title: Isolation of mutant cells lacking Insig-1 through selection with SR-12813, an agent that stimulates degradation of 3-hydroxy-3-methylglutaryl-coenzyme A reductase.

Journal: The Journal of biological chemistry 20041008

Title: Coactivator binding promotes the specific interaction between ligand and the pregnane X receptor.

Journal: Journal of molecular biology 20030822

Title: The nuclear pregnane X receptor: a key regulator of xenobiotic metabolism.

Journal: Endocrine reviews 20021001

Title: The PXR ligand-binding domain: how to be picky and promiscuous at the same time.

Journal: Trends in pharmacological sciences 20010901

Title: The human nuclear xenobiotic receptor PXR: structural determinants of directed promiscuity.

Journal: Science (New York, N.Y.) 20010622

Title: Orphan nuclear receptors constitutive androstane receptor and pregnane X receptor share xenobiotic and steroid ligands.

Journal: The Journal of biological chemistry 20000519

Title: The pregnane X receptor: a promiscuous xenobiotic receptor that has diverged during evolution.

Journal: Molecular endocrinology (Baltimore, Md.) 20000101

Title: Berkhout T, et al. The novel cholesterol-lowering drug SR-12813 inhibits cholesterol synthesis via an increased degradation of 3-hydroxy-3-methylglutaryl-coenzyme A reductase. J Biol Chem. 1996 Jun 14;271(24):14376-82.

Title: Jiang W, et al. Forward genetic screening for regulators involved in cholesterol synthesis using validation-based insertional mutagenesis. PLoS One. 2014 Nov 26;9(11):e112632.

Title: Sergio C Chai, et al. Small-molecule modulators of PXR and CAR. Biochim Biophys Acta.2016 Sep;1859(9):1141-1154.

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Tags:126411-39-0 Molecular Formula|126411-39-0 MDL|126411-39-0 SMILES|126411-39-0 Phosphonic acid, P,P'-[[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]ethenylidene]bis-, P,P,P',P'-tetraethyl ester