Determine the necessary mass, volume, or concentration for preparing a solution.
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Moligand™, ≥99% Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 2 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Application
2',3'-Dideoxycytidine in cells, it is phosphorylated to the active triphosphate form, ddCTP, which acts as a substrate for HIV reverse transcriptase (Ki = 51 nM). It incorporates into viral DNA where it terminates chain elongation when the missing hydroxyl group is encountered. It is also is used as a DNA chain-terminating nucleotide for DNA sequencing methods based on the Sanger chain-termination method.
| ALogP | -1.3 |
|---|
| Pubchem Sid | 504753170 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504753170 |
| Sonrisas canónicas | C1CC(OC1CO)N2C=CC(=NC2=O)N |
| IUPAC Name | 4-amino-1-[(2R,5S)-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one |
| InChIKey | WREGKURFCTUGRC-POYBYMJQSA-N |
| INCHI | 1S/C9H13N3O3/c10-7-3-4-12(9(14)11-7)8-2-1-6(5-13)15-8/h3-4,6,8,13H,1-2,5H2,(H2,10,11,14)/t6-,8+/m0/s1 |
| Isómeros SMILES | C1C[C@@H](O[C@@H]1CO)N2C=CC(=NC2=O)N |
| WGK Alemania | 3 |
| RTECS | HA3870000 |
| Peso molecular | 211.22 |
| Beilstein | 654956 |
| Reaxy-Rn | 24724594 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=24724594&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Nucleosides, nucleotides, and analogues |
| Clase | Pyrimidine nucleosides |
| Subclass | Pyrimidine 2',3'-dideoxyribonucleosides |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Pyrimidine 2',3'-dideoxyribonucleosides |
| Alternative Parents | Pyrimidones Aminopyrimidines and derivatives Imidolactams Hydropyrimidines Tetrahydrofurans Heteroaromatic compounds Oxacyclic compounds Azacyclic compounds Primary amines Primary alcohols Organopnictogen compounds Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteromonocyclic compounds |
| Substituents | Pyrimidine 2',3'-dideoxyribonucleoside - Aminopyrimidine - Pyrimidone - Hydropyrimidine - Pyrimidine - Imidolactam - Heteroaromatic compound - Tetrahydrofuran - Oxacycle - Azacycle - Organoheterocyclic compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Primary amine - Primary alcohol - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Alcohol - Amine - Organic nitrogen compound - Aromatic heteromonocyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as pyrimidine 2',3'-dideoxyribonucleosides. These are compounds consisting of a pyrimidine linked to a ribose which lacks a hydroxyl group at positions 2 and 3. |
| External Descriptors | pyrimidine 2',3'-dideoxyribonucleoside |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Fecha | Articulo |
|---|---|---|---|
| Certificate of Analysis | May 19, 2026 | D119514 | |
| Certificate of Analysis | May 19, 2026 | D119514 | |
| Certificate of Analysis | May 19, 2026 | D119514 | |
| Certificate of Analysis | Sep 17, 2025 | D119514 | |
| Certificate of Analysis | Sep 17, 2025 | D119514 |
| Solubilidad | Soluble in water (76.4 mg/ml at 25°C), DMSO (42 mg/ml at 25°C), and ethanol (<1 mg/ml at 25°C). |
|---|---|
| Rotación específica [α] | +75.0 to +80.0°(C=1, H2O) |
| Punto de fusión (°C) | 209°C |
| Peso molecular | 211.220 g/mol |
| XLogP3 | -1.300 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 2 |
| Exact Mass | 211.096 Da |
| Monoisotopic Mass | 211.096 Da |
| Topological Polar Surface Area | 88.200 Ų |
| Heavy Atom Count | 15 |
| Formal Charge | 0 |
| Complexity | 327.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 2 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 1. Sizhu Tian, Xuwen Li, Jia Jiang, Li Tang, Hanqi Zhang, Yong Yu, Ziwei Zhang. (2021) Highly sensitive detection of rabbit IgG by electron spin resonance using CuS nanoparticles as probe. SENSORS AND ACTUATORS B-CHEMICAL, [PMID:] [10.1016/j.snb.2021.129835] |
| 2. Li Ming-Qiao, He Yu-Qi, Zhang Meng-Ni, Tang Wan, Tan Ya, Cheng Yue, Yang Mei, Zhao Nan, Li Ling, Yu Si-Rui, Li Ruo-Lan, Pan Qiong, Wu Ming-Yue, Chai Jin. (2024) Dronedarone hydrochloride (DH) induces pancreatic cancer cell death by triggering mtDNA-mediated pyroptosis. Cell Death & Disease, 15 (10): (1-10). [PMID:39358349] [10.1038/s41419-024-07102-w] |
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