SML0305

3-Deazaneplanocin A hydrochloride

≥97% (HPLC)

• Synonym(s): (-)-1-[(1R,4R,5S)-3-(Hydroxymethyl)-4,5-dihydroxy-2-cyclopenten-1-yl]4-aminoimidazo[4,5-c]pyridine hydrochloride, DZNep hydrochloride
• Empirical Formula (Hill Notation): C₁₂H₁₄N₄O₃ · HCl
• CAS Number: 120964-45-6
• Molecular Weight: 298.73
• MDL number: MFCD18782644
• UNSPSC Code: 12352200
• PubChem Substance ID: 329825310
• NACRES: NA.77

Properties

• Assay: ≥97% (HPLC)
• form: powder
• optical activity: [α]/D -88 to -108°, c = 0.1 in water
• storage condition: desiccated
• color: white to beige
• solubility: H₂O: ≥5 mg/mL
• shipped in: wet ice
• storage temp.: −20°C
• SMILES string: Cl.Nc1nccc2n(cnc12)[C@@H]3C=C(CO)[C@@H](O)[C@H]3O
• InChI: 1S/C12H14N4O3.ClH/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);1H/t8-,10-,11+;/m1./s1
• InChI key: UNSKMHKAFPRFTI-FDKLLANESA-N

Description

General description

3-Deazaneplanocin A hydrochloride is a carbocyclic analog of adenosine. It has antimetastatic property. It is used to treat Ebola virus disease, gastric cancer, myeloma and lymphoma.

Application

3-Deazaneplanocin A hydrochloride has been used to examine the potential involvement of autophagy and apoptosis in colorectal cancer (CRC) cells.

3-Deazaneplanocin A hydrochloride has been used to test its effect on ovarian tumor progression. It has also been used as a S-adenosyl homocysteine hydrolase (SAH) inhibitor in c33A2 cells.

Biochem/physiol Actions

3-Deazaneplanocin A (DZNep) is an S-Adenosylhomocysteine Hydrolase inhibitor and histone methyltransferase EZH2 inhibitor. It switches on repressed tumor suppressor genes and induces apoptosis by inhibiting the expression of EZH2.

Features and Benefits

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable