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N4-Acetylcytidine

CAT: 0804-HY-W019670-01Size: 500 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-W019670-01Size:500 mg
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Description
N4-acetylcytidine (N4A) is an endogenous nucleoside metabolite from the degradation of tRNA. N4-Acetylcytidine is formed by N-acetyltransferase 10 and other enzymes. N4-acetylcytidine might sustain NLRP3 inflammasome activation via induction of HMGB1 expression and releasee. N4-Acetylcytidine modifies mRNA, tRNA and rRNA, affecting their stability, translation efficiency (such as enterovirus 71 RNA) . N4-Acetylcytidine is used in the study of cancer, neuroinflammatory diseases, viral infections and obesity[1][2][3][4][5].
CAS Number
3768-18-1
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Endogenous Metabolite; Enterovirus; Histone Acetyltransferase; NOD-like Receptor (NLR)
Type
Natural Products
Related Pathways
Anti-infection; Epigenetics; Immunology/Inflammation; Metabolic Enzyme/Protease
Applications
Metabolism-protein/nucleotide metabolism
Field of Research
Cancer; Infection; Metabolic Disease; Inflammation/Immunology; Neurological Disease
Assay Protocol
https://www.medchemexpress.com/n4-acetylcytidine.html
Purity
99.66
Solubility
DMSO : 25 mg/mL (ultrasonic; warming; heat to 60°C)
Smiles
O=C(N=C(NC(C)=O)C=C1)N1[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O
Molecular Formula
C11H15N3O6
Molecular Weight
285.25
Precautions
H302, H315, H319, H335
References & Citations
[1]Zhang H, et al. N4-acetylcytidine modifies primary microRNAs for processing in cancer cells. Cell Mol Life Sci. 2024 Feb 3;81 (1) :73.|[2]Duan J, et al. N4-acetylcytidine is required for sustained NLRP3 inflammasome activation via HMGB1 pathway in microglia. Cell Signal. 2019 Jun;58:44-52.|[3]Hao H, et al. N4-acetylcytidine regulates the replication and pathogenicity of enterovirus 71. Nucleic Acids Res. 2022 Sep 9;50 (16) :9339-9354. |[4]Wan X, et al. NAT10-mediated N4-acetylcytidine modification in KLF9 mRNA promotes adipogenesis. Cell Death Differ. 2025 Mar 23.|[5]Zhao CC, et al. NAT10-mediated mRNA N4-acetylcytidine modification of MDR1 and BCRP promotes breast cancer progression. Thorac Cancer. 2024 Apr;15 (10) :820-829.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C, 3 years (Powder)
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
Human Endogenous Metabolite; NLRP3

Chemical Information

N4-Acetylcytidine

N(4)-acetylcytidine is cytidine in which one of the exocyclic amino hydrogens is substituted by an acetyl group. It has a role as a metabolite. It is a secondary carboxamide, a member of acetamides and a member of cytidines.

CAS Number3768-18-1
PubChem CID107461
IUPAC NameN-[1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-oxopyrimidin-4-yl]acetamide
Molecular FormulaC11H15N3O6
Molecular Weight285.25
XLogP-1.4
Topological Polar Surface Area132
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count6
Rotatable Bond Count3
Heavy Atom Count20
Formal Charge0
Complexity477
SMILES
CC(=O)NC1=NC(=O)N(C=C1)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O
InChI
InChI=1S/C11H15N3O6/c1-5(16)12-7-2-3-14(11(19)13-7)10-9(18)8(17)6(4-15)20-10/h2-3,6,8-10,15,17-18H,4H2,1H3,(H,12,13,16,19)/t6-,8-,9-,10-/m1/s1
InChIKey
NIDVTARKFBZMOT-PEBGCTIMSA-N
Chemical Structure
2D Structure
2D structure of N4-Acetylcytidine
CAS: 3768-18-1
CID: 107461
Formula: C11H15N3O6
MW: 285.25
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight285.25
XLogP3-1.4
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count6
Rotatable Bond Count3
Exact Mass285.09608521
Monoisotopic Mass285.09608521
Topological Polar Surface Area132 Ų
Heavy Atom Count20
Formal Charge0
Complexity477
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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