5-Azacytidine

Alternative_name

4-Amino-1-(β-D-ribofuranosyl)-1,3,5-triazin-2(1H)-one, Ladakamycin
Description

A potent growth inhibitor and cytotoxic agent; a potent DNA methyltransferase inhibitor. Causes DNA demethylation or hemi-demethylation, creating openings that allow transcription factors to bind to DNA and reactivate tumor suppressor genes. Also recently shown to increase reprogramming efficiency of stem cells 10-fold.
CAS Number

320-67-2
Structure Available

Yes
Salt Form

No
Molecular Formula

C₈H₁₂N₄O₅
Molecular Weight

244.2
Cell Permeable

Yes
Purity

≥98% by TLC
Solubilities

AcOH: H₂O (1:1) (5 mg/ml)
Handling

Protect from air and light
Tag Line

A DNA methyltransferase inhibitor
Storage Condition

-20°C
Shipping Condition

gel pack
Shelf Life

24 months
MDL Number

MFCD00006539
PubChem CID

1805
PubChem CID Link
SMILES

C1=NC(=NC(=O)N1C2C(C(C(O2)CO)O)O)N
InChi

InChI=1S/C8H12N4O5/c9-7-10-2-12(8(16)11-7)6-5(15)4(14)3(1-13)17-6/h2-6,13-15H,1H2,(H2,9,11,16)
InChi Key

NMUSYJAQQFHJEW-UHFFFAOYSA-N
Data Sheet Link
MSDS Available

Yes