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Chemical Structure| 120964-45-6 Chemical Structure| 120964-45-6

Structure of 3-Deazaneplanocin A HCl
CAS No.: 120964-45-6

Chemical Structure| 120964-45-6

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3-Deazaneplanocin A (DZNep) can inhibit S-adenosine-L-homocysteine hydrolase (AHCY). 3-Deazaneplanocin A HCl is a potent inhibitor of histone methyltransferase EZH2.

Synonyms: DZNep hydrochloride; 3-Deazaneplanocin hydrochloride; 2,3-DMMC

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Product Details of 3-Deazaneplanocin A HCl

CAS No. :120964-45-6
Formula : C12H15ClN4O3
M.W : 298.73
SMILES Code : O[C@@H]1[C@H](O)C(CO)=C[C@H]1N2C=NC3=C2C=CN=C3N.[H]Cl
Synonyms :
DZNep hydrochloride; 3-Deazaneplanocin hydrochloride; 2,3-DMMC
MDL No. :MFCD18782644
InChI Key :UNSKMHKAFPRFTI-FDKLLANESA-N
Pubchem ID :14563109

Safety of 3-Deazaneplanocin A HCl

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302
Precautionary Statements:P280-P305+P351+P338

Related Pathways of 3-Deazaneplanocin A HCl

epigenetics

Isoform Comparison

Biological Activity

Target
  • Histone Methyltransferase

    S-adenosylhomocysteine hydrolase, Ki:50 pM

In Vitro:

Cell Line
Concentration Treated Time Description References
Human retinal endothelial cells 5 µM 4 days Inhibition of Ezh2 reduced H3K27me3 levels and Ezh2 recruitment at the MMP-9 promoter, thereby decreasing MMP-9 expression and activity. Invest Ophthalmol Vis Sci. 2017 Dec 1;58(14):6440-6448.
OM-induced tumor spheroids 0.5, 1, 2.5, 5 µM 1-3 days Ezh2 inhibition blocked OM-induced cancer cell growth, and DZNep reduced the size of ex vivo cultures of OM-derived tumor spheroids. Nat Commun. 2020 Jan 29;11(1):583.
KMCH cells 1 μM 2 days To inhibit EZH2 activity and observe its effect on the expression of c-Myc, MafG, and c-Maf. Results showed that inhibiting EZH2 increased the expression of c-Myc, MafG, c-Maf, and MAT1A, but did not prevent MAT1A overexpression from lowering their mRNA levels. Hepatology. 2016 Aug;64(2):439-55.
DU145 cells 2.5 μM or 5 μM 2 or 3 days To evaluate the de-repression effect of DZNep on PRC2-targeted miRNAs, results showed increased expression of miR-181a,b, miR-200a,b,c, and miR-203, while control miRNAs miR-217, miR-219, and miR-21 were unaffected. Cancer Cell. 2011 Aug 16;20(2):187-99.

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
Nude mice Subcutaneous transplantation model Subcutaneous injection 100 μg/kg Every 3 days for 6 weeks To evaluate the effect of DZNep on the osteogenic capacity of aged BMSCs in vivo, results showed that DZNep significantly restored the osteogenic capacity of aged BMSCs. J Cell Mol Med. 2022 Jan;26(2):375-384

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

3.35mL

0.67mL

0.33mL

16.74mL

3.35mL

1.67mL

33.48mL

6.70mL

3.35mL

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