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ChemicalBook--->CAS DataBase List--->1276664-20-0

1276664-20-0

1276664-20-0 Structure

1276664-20-0 Structure
IdentificationBack Directory
[Name]

1-Pentalenol, 5-hexyl-1,2,3,3a,6,6a-hexahydro-4-phenyl-3a-(1-phenylethenyl)-, (1R,3aR,6aR)-rel-
[CAS]

1276664-20-0
[Synonyms]

RJW100
1-Pentalenol, 5-hexyl-1,2,3,3a,6,6a-hexahydro-4-phenyl-3a-(1-phenylethenyl)-, (1R,3aR,6aR)-rel-
[Molecular Formula]

C28H34O
[MOL File]

1276664-20-0.mol
[Molecular Weight]

386.57
Chemical PropertiesBack Directory
[Boiling point ]

524.0±50.0 °C(Predicted)
[density ]

1.064±0.06 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[form ]

Oil
[pka]

14.76±0.70(Predicted)
[color ]

Colorless to light yellow
Spectrum DetailBack Directory
[Spectrum Detail]

1-Pentalenol, 5-hexyl-1,2,3,3a,6,6a-hexahydro-4-phenyl-3a-(1-phenylethenyl)-, (1R,3aR,6aR)-rel-(1276664-20-0)1HNMR
Hazard InformationBack Directory
[Biological Activity]

RJW100 is a potent liver receptor homolog 1 (LRH-1, NR5A2) and steroidogenic factor-1 (SF-1, NR5A1) agonist with pEC50s of 6.6 and 7.5, respectively[1]. RJW100 also causes strong activation of the miR-200c (miRNA-200c, microRNA-200c) promoter[2]. RJW100 (compound 24-exo) treatment induces a significant dose-dependent increase in small/short heterodimer partner (SHP) transcripts beginning at 5 μM[1].RJW100 (compound 24-exo) clearly displaces the bound PIP2 phospholipid from SF-1 almost completely at 1 μM[1].Using hLRH-1 LBD alone that had not been complexed with any phospholipids, the result shows a clear dose-dependent shift in hLRH-1 LBD (ligand binding domain) native PAGE migration upon RJW100 (compound 24-exo; 0-100 μM) binding[1].RJW100 causes strong activation of the miR-200c promoter and exhibits strong ability to downregulate ZEB1 and ZEB2 proteins[2].
[storage]

Store at -20°C
[References]

[1]. Richard J Whitby, et al. Small molecule agonists of the orphan nuclear receptors steroidogenic factor-1 (SF-1, NR5A1) and liver receptor homologue-1 (LRH-1, NR5A2). J Med Chem. 2011 Apr 14;54(7):2266-81. [2]. Yuxia Zhang, et al. Regulation of miR-200c by nuclear receptors PPARα, LRH-1 and SHP. Biochem Biophys Res Commun. 2011 Dec 9;416(1-2):135-9.
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