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3-Deazaneplanocin A
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3-Deazaneplanocin A

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3-Deazaneplanocin A
3-Deazaneplanocin A.svg
Names
Preferred IUPAC name
(1S,2R,5R)-5-(6-Amino-9H-purin-9-yl)-3-(hydroxymethyl)cyclopent-3-ene-1,2-diol
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.224.238
PubChem CID
UNII
  • 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+/m1/s1
    Key: OMKHWTRUYNAGFG-IEBDPFPHSA-N
  • InChI=1/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+/m1/s1
    Key: OMKHWTRUYNAGFG-IEBDPFPHBD
  • n3ccc1c(ncn1[C@@H]2/C=C(/CO)[C@@H](O)[C@H]2O)c3N
Properties
C12H14N4O3
Molar mass 262.265
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

3-Deazaneplanocin A (DZNep, C-c3Ado) is a drug which acts as both a S-adenosylhomocysteine synthesis inhibitor and also a histone methyltransferase EZH2 inhibitor. Studies have shown that it has effects in vitro against a variety of different tumor cell lines.

In studies on mice, the drug was also found to be effective for the treatment of Ebola virus disease, apparently interfering with the Ebola viruses ability to block interferon production, thus restoring the ability of immune system to rid the body of ebolavirus.


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