3-Deazaneplanocin A

3-Deazaneplanocin A is a cyclopentenyl analog of 3-deazaadenosine, originally synthesized as an inhibitor of S-adenosyl-L-homocysteine hydrolase. It has been shown to deplete EZH2 levels and to inhibit trimethylation of lysine 27 on histone H3 in cultured human acute myeloid leukemia (AML) HL-60 and OCI-AML3 cells and in primary AML cells in a dose-dependent manner (0.2-1 µM). 3-Deazaneplanocin A treatment of cultured human AML cells induces increased expression of the cell-cycle regulators p21, p27, and FBXO32, leading to cell cycle arrest and apoptosis. When used in combination with the pan-histone deacetylase inhibitor panobinostat (10 mg/kg), 3-deazaneplanocin A's (1 mg/kg) antileukemic effects are synergistically enhanced in mice implanted with AML cells.Formal Name: 5R-(4-amino-1H-imidazo[4,5-c]pyridin-1-yl)-3-(hydroxymethyl)-3-cyclopentene-1S,2R-diol. CAS Number: 102052-95-9. Synonyms: DZNep, NSC 617989. Molecular Formula: C12H14N4O3. Formula Weight: 262.3. Purity: >97%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 30 mg/ml, DMSO: 20 mg/ml, Ethanol: 1 mg/ml, PBS (pH 7.2): 10 mg/ml. lambdamax: 268 nm. SMILES: NC1=NC=CC2=C1N=CN2[C@H]3C=C(CO)[C@@H](O)[C@H]3O. InChi Code: 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-/m0/s1. InChi Key: OMKHWTRUYNAGFG-GDPRMGEGSA-N.