SML0305
3-Deazaneplanocin A hydrochloride
≥97% (HPLC), S-adenosylhomocysteine hydrolase inhibitor, powder
Synonym(s):
(-)-1-[(1R,4R,5S)-3-(Hydroxymethyl)-4,5-dihydroxy-2-cyclopenten-1-yl]4-aminoimidazo[4,5-c]pyridine hydrochloride, DZNep hydrochloride
Sign In to View Organizational & Contract Pricing.
Select a Size
Change View
About This Item
Empirical Formula (Hill Notation):
C12H14N4O3 · HCl
CAS Number:
Molecular Weight:
298.73
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Product Name
3-Deazaneplanocin A hydrochloride, ≥97% (HPLC)
Quality Level
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
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.
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.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
3-Deazaneplanocin A induces massively increased interferon-alpha production in Ebola virus-infected mice
Bray M, et al.
Antiviral research, 55(1), 151-159 (2002)
Downregulation of enhancer of Zeste Homolog 2 (EZH2) is essential for the induction of autophagy and apoptosis in colorectal cancer cells
Yao Y, et al.
Genes, 7(10), 83-83 (2016)
3-Deazaneplanocin A (DZNep), an inhibitor of S-adenosylmethionine-dependent methyltransferase, promotes erythroid differentiation
Fujiwara T, et al.
The Journal of Biological Chemistry, 289(12), 8121-8134 (2014)