| Identification | Back 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 Properties | Back 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 |
| Hazard Information | Back Directory | [Uses]
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]. | [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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