A prodrug form of 5-azacytidine
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Active Metabolite(s)
111645-Azacytidine
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2',3',5'-triacetyl-5-Azacytidine

Item No. 13373

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-amino-1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-1,3,5-triazin-2(1H)-one
CAS Number
10302-78-0
Molecular Formula
C14H18N4O8
Formula Weight
370.3
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
O=C1N([C@@H]2O[C@H](COC(C)=O)[C@@H](OC(C)=O)[C@H]2OC(C)=O)C=NC(N)=N1
InChi Code
InChI=1S/C14H18N4O8/c1-6(19)23-4-9-10(24-7(2)20)11(25-8(3)21)12(26-9)18-5-16-13(15)17-14(18)22/h5,9-12H,4H2,1-3H3,(H2,15,17,22)/t9-,10-,11-,12-/m1/s1
InChi Key
OTQJVHISAFFLMA-DDHJBXDOSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    Cayman Chemical
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    Product Description

    2',3',5'-triacetyl-5-Azacytidine is a prodrug form of the DNA methyltransferase inhibitor 5-azacytidine (Item No. 11164).1 It decreases promoter methylation of P15 in L1210 mouse leukemia cells when used at concentrations of 1 and 100 µM. 2',3',5'-triacetyl-5-Azacytidine (10 µM) reduces HIV-1 infection in, and increases the viability of, unstimulated primary human CD4+ T cells.2 It decreases gut and spleen global DNA methylation levels in mice when administered at a dose of 38 mg/kg per day for 5 consecutive days.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ziemba, A., Hayes, E., Freeman, B.B., III, et al. Development of an oral form of azacytidine: 2'3'5'triacetyl-5-azacytidine. Chemother. Res. Pract. 2011(1), 965826 (2011).

    2. Lucera, M.B., Fleissner, Z., Tabler, C.O., et al. HIV signaling through CD4 and CCR5 activates Rho family GTPases that are required for optimal infection of primary CD4+ T cells. Retrovirology 14(1), 4 (2017).