DIETHYL-1,3,6,8-TETRAHYDRO-1,3,6,8-TETRAOXOBENZO[IMN][3,8]PHENANTHROLINE-2,7-DIACETATE Chemical Properties

storage temp. 

2-8°C

solubility 

DMSO: soluble1-2mg/mL (warmed)

form 

Brownish solid

color 

white to light brown

InChI

InChI=1S/C18H18N2O8/c1-3-23-15(21)9-19-25-11-5-7-13-18-14(8-6-12(26-19)17(11)18)28-20(27-13)10-16(22)24-4-2/h5-8H,3-4,9-10H2,1-2H3

InChIKey

RUZSTTGSEVILES-UHFFFAOYSA-N

SMILES

C12=CC=C3C4C1=C(C=CC=4ON(CC(OCC)=O)O3)ON(CC(OCC)=O)O2

Safety Information

Hazard Codes 

N

Risk Statements 

50

Safety Statements 

61

WGK Germany 

3

DIETHYL-1,3,6,8-TETRAHYDRO-1,3,6,8-TETRAOXOBENZO[IMN][3,8]PHENANTHROLINE-2,7-DIACETATE Usage And Synthesis

Uses

PPIase-Parvulin inhibitor (compound B) is a cell-permeable inhibitor targeting PPIase Pin1 and Par14, with IC50s of 1.5 and 1.0 μM, respectively. PPIase-Parvulin inhibitor has anticancer activity and inhibits the growth and proliferation of mouse embryonic fibroblasts (MEFs)[1].

Biological Activity

PiB is an inhibitor of the peptidylprolyl isomerase Pin-1. Inhibition of Pin-1 leads to destabilization of the transcription factor Nanog, which is required for maintenance of embryonic stem cell cultures.

References

[1] Uchida T, et al. Pin1 and Par14 peptidyl prolyl isomerase inhibitors block cell proliferation. Chem Biol. 2003 Jan;10(1):15-24. DOI:10.1016/s1074-5521(02)00310-1