3-Deazaneplanocin A

Category	Orthopoxvirus
CAS	102052-95-9
Description	3-Deazaneplanocin A is an inhibitor of S-adenosylmethionine-dependent methyltransferase. In combination with sodium butyrate, 3-Deazaneplanocin A can induce epigenetically reprogramming of human embryonic stem cells (hESC).

Quotation Now

Product Information

Synonyms	DZNep; (1S,2R,5R)-5-(4-aminoimidazo[4,5-c]pyridin-1-yl)-3-(hydroxymethyl)cyclopent-3-ene-1,2-diol
Molecular Weight	262.26
Molecular Formula	C12H14N4O3
Canonical SMILES	C1=CN=C(C2=C1N(C=N2)C3C=C(C(C3O)O)CO)N
InChI	InChI=1S/C12H14N4O3/c13-12-9-7(1-2-14-12)16(5-15-9)8-3-6(4-17)10(18)11(8)19/h1-3,5,8,10-11,17-19H,4H2,(H2,13,14)/t8-,10-,11+/m1/s1
InChIKey	OMKHWTRUYNAGFG-IEBDPFPHSA-N
Melting Point	168-169°C
Purity	>98%
Solubility	In Vivo: 1.3-Deazaneplanocin A (DZNep) is prepared in PBS.
Appearance	White to off-white (Solid)
Storage	Powder: -20°C: 3 years 4°C: 2 years In solvent: -80°C: 6 months -20°C: 1 month
Complexity	378
Exact Mass	298.083282
In Vitro	3-Deazaneplanocin A is a potent histone methyltransferase EZH2 inhibitor. Treatment of OCI-AML3 cells with 3-Deazaneplanocin A (1.0 μM) results in a significant increase in accumulation of cells in the G0/G1 phase with a concomitant. Treatment with 3-Deazaneplanocin A inhibits colony growth of OCI-AML3 and HL-60 cells. It reduces the expression of EZH2, and shows minimal growth inhibition in PANC-1 cells. In addition, MIA-PaCa-2 and LPc006 cells are much more sensitive, with IC50 values of 1±0.3 and 0.1±0.03 μM, respectively. 3-Deazaneplanocin A causes dose-dependent inhibition of cell proliferation of NSCLC cell lines, and the IC50 values range from 0.08 to 0.24 μM.
In Vivo	The survival of NOD/SCID mice with acute myeloid leukemia (AML) due to HL-60 cells is significantly higher, if treated with 3-Deazaneplanocin A and Panobinostat (PS) compare to treatment with PS, 3-Deazaneplanocin A, or vehicle alone. Administration of 20 mg/kg 3-Deazaneplanocin A not only markedly reduces the relative weight of the rats compare to the initial weight in the first three days post-treatment, but also suppresses the weight growth rate to 2.6% per day from the fourth day onwards post-dose.
PSA	117.42000
Target	Histone Methyltransferase; Orthopoxvirus
XLogP3-AA	-1.7