| Identification | Back Directory | [Name]
3-[4-Hydroxy-3-(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)phenyl]-2-propenoicacid | [CAS]
196961-43-0 | [Synonyms]
CD 3254
3-[4-Hydroxy-3-(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)phenyl]-2-propenoicacid
2-Propenoic acid, 3-[4-hydroxy-3-(5,6,7,8-tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)phenyl]- | [Molecular Formula]
C24H28O3 | [MDL Number]
MFCD18086861 | [MOL File]
196961-43-0.mol | [Molecular Weight]
364.48 |
| Chemical Properties | Back Directory | [Melting point ]
165 - 167°C | [Boiling point ]
508.0±50.0 °C(Predicted) | [density ]
1.108±0.06 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
4.61±0.10(Predicted) | [color ]
White to Off-White |
| Hazard Information | Back Directory | [Description]
CD3254 is a selective agonist of the retinoid X receptors (RXRs; EC50 = ~10 nM for human RXRβ) that is without effect on retinoic acid receptors (RARs). It stimulates the recruitment of the nuclear receptor interaction domain of the TRAP220 coactivator to RXRα/RARβ heterodimers in vitro. CD3254 also enhances the recruitment of the PPARγ coactivator 1α, PGC-1α, to RXRα/PPARγ heterodimers. | [Uses]
CD 3254 is a potent RXR agonist. | [storage]
Store at -20°C | [References]
[1] VIRGINIE NAHOUM. Modulators of the structural dynamics of the retinoid X receptor to reveal receptor function.[J]. Proceedings of the National Academy of Sciences of the United States of America, 2007, 104 44: 17323-17328. DOI: 10.1073/pnas.0705356104
[2] PETER W. JURUTKA. Modeling, Synthesis, and Biological Evaluation of Potential Retinoid X Receptor (RXR) Selective Agonists: Novel Analogues of 4-[1-(3,5,5,8,8-Pentamethyl-5,6,7,8-tetrahydro-2-naphthyl)ethynyl]benzoic Acid (Bexarotene) and (E)-3-(3-(1,2,3,4-tetrahydro-1,1,4,4,6-pentamethylnaphthalen-7-yl)-4-hydroxyphenyl)acrylic Acid (CD3254)[J]. Journal of Medicinal Chemistry, 2013, 56 21: 8432-8454. DOI: 10.1021/jm4008517
[3] VIVIAN POGENBERG. Characterization of the interaction between retinoic acid receptor/retinoid X receptor (RAR/RXR) heterodimers and transcriptional coactivators through structural and fluorescence anisotropy studies.[J]. The Journal of Biological Chemistry, 2005, 280 2: 1625-1633. DOI: 10.1074/jbc.m409302200
[4] ALBANE LE MAIRE. Activation of RXR-PPAR heterodimers by organotin environmental endocrine disruptors.[J]. EMBO Reports, 2009, 10 4: 367-373. DOI: 10.1038/embor.2009.8 |
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