2′,3′-Dideoxycytidine
SIGMA/D5782 - ≥98% (HPLC)
Synonym: ddC
CAS Number: 7481-89-2
Empirical Formula (Hill Notation): C9H13N3O3
Molecular Weight: 211.22
MDL Number: MFCD00012188
Linear Formula: C9H13N3O3
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: D5782-100MG
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: D5782-250MG
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: D5782-500MG
| assay | ≥98% (HPLC) |
| biological source | synthetic (organic) |
| color | colorless |
| form | powder |
| InChI | 1S/C9H13N3O3/c10-7-3-4-12 |
| InChI key | WREGKURFCTUGRC-POYBYMJQSA |
| mp | 217-218 °C (lit.) |
| Quality Level | 200  |
| SMILES string | NC1=NC(=O)N(C=C1)[C@H]2CC |
| solubility | water: 50 mg/mL, clear, colorless to faintly yellow |
| storage temp. | −20°C |
| Application: | 2′,3′-Dideoxycytidine is used:• as a DNA chain-terminating nucleotide for DNA sequencing methods based on the Sanger chain-termination method • as a nucleoside reverse transcriptase inhibitor (NRTI) to study its effects on the development of mechanical allodynia in aging mice • as a mitochondrial DNA (mtDNA) replication inhibitor to inhibit the activation of cGAS-STING pathway and study its effects on signaling protein-stimulator of interferon genes (STING), cyclic GMP-AMP synthase (cGAS), and phospho-interferon regulator factor 3 (p-IRF3) expression in mouse hippocampal and microglial cells • as an NRTI inhibitor to study its effects on the drug induced-mitochondrial toxicity in Caenorhabditis elegans |
| Biochem/physiol Actions: | 2′,3′-Dideoxycytidine (ddC), is an ionic compound and a nucleoside analog. It acts as a nucleoside reverse transcriptase inhibitor and exhibits therapeutic effects against human immunodeficiency virus (HIV) infection. 2′,3′-Dideoxycytidine possesses anti-adenovirus activity and inhibits the adenovirus polymerase. |
| Packaging: | 100, 250, 500 mg in poly bottle |
| Symbol |  GHS08 |
| Signal word | Warning |
| Hazard statements | H351 |
| Precautionary statements | P281 |
| Hazard Codes | Xn |
| Risk Statements | 40 |
| Safety Statements | 22-36 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥98% (HPLC) |
| mp | 217-218 °C (lit.) |
| Storage Temp. | −20°C |
| UNSPSC | 41106305 |