Synonym: (-)-1-[(1R,4R,5S)-3-(Hydroxymethyl)-4,5-dihydroxy-2-cyclopenten-1-yl]4-aminoimidazo[4,5-c]pyridine hydrochloride; DZNep hydrochloride
CAS Number: 120964-45-6
Empirical Formula (Hill Notation): C12H14N4O3 · HCl
Molecular Weight: 298.73
MDL Number: MFCD18782644
Linear Formula: C12H14N4O3 · HCl
Product Type: Chemical
| assay |
≥97% (HPLC) |
| color |
white to beige |
| form |
powder |
| 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 |
| optical activity |
[α]/D -88 to -108°, c = 0.1 in water |
| Quality Level |
100  |
| shipped in |
wet ice |
| SMILES string |
Cl.Nc1nccc2n(cnc12)[C@@H]3C=C(CO)[C@@H](O)[C@H]3O |
| solubility |
H2O: ≥5 mg/mL |
| storage condition |
desiccated |
| storage temp. |
−20°C |
| Application: |
3-Deazaneplanocin A hydrochloride has been used to examine the potential involvement of autophagy and apoptosis in colorectal cancer (CRC) cells. |
| Application: |
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. |
| Biochem/physiol Actions: |
3-Deazaneplanocin A is an S-Adenosylhomocysteine Hydrolase inhibitor and histone methyltransferase EZH2 inhibitor. |
| 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 . |
| 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. |
| Packaging: |
1, 5 mg in glass bottle |
| Hazard Codes |
Xn |
| Risk Statements |
22 |
| RIDADR |
NONH for all modes of transport |
| WGK Germany |
WGK 3 |
| Flash Point(F) |
Not applicable |
| Flash Point(C) |
Not applicable |
| Purity |
≥97% (HPLC) |
| Storage Temp. |
−20°C |
| UNSPSC |
12352200 |
