NHC-triphosphate
Based on 11 publication(s) in Google Scholar
NHC-triphosphate is an active phosphorylated intracellular metabolite of β-d-N4-Hydroxycytidine (NHC) (HY-125033) as a triphosphate form. NHC-triphosphate is a weak alternative substrate for the viral polymerase and can be incorporated into HCV replicon RNA.
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- CAS No.: 34973-27-8
- Formule: C9H16N3O15P3
- Masse moléculaire:499.16
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Stockage:
-20°C, protect from light, stored under nitrogen
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light, stored under nitrogen)
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Activité biologique
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Chemical Information
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Solvant et solubilité
- Pureté et documentation
- Références
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Help & FAQs
Publications Citing Use of MedChemExpress (MCE) NHC-triphosphate
More- Nucleic Acids Res. 2021 Jan 8;49(D1):D1113-D1121. [Abstract]
- J Control Release. 2025 Nov 10:387:114245. [Abstract]
- ACS Sens. 2022 May 27;7(5):1564-1571. [Abstract]
- Nat Struct Mol Biol. 2021 Sep;28(9):740-746. [Abstract]
- Commun Biol. 2022 Feb 22;5(1):154. [Abstract]
- PLoS Pathog. 2026 May 29;22(5):e1014225. [Abstract]
- J Biol Chem. 2026 Mar 26:111409. [Abstract]
- J Biol Chem. 2021 Jul;297(1):100770. [Abstract]
- ACS Bio Med Chem Au. 2022 Oct 24;2(6):565-585. [Abstract]
- NAR Mol Med. 2025 Dec 3;3(1):ugaf041. [Abstract]
- bioRxiv. 2021 Jul 21:2021.07.21.453274. [Abstract]
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Activité biologique
In an intracellular metabolism assay, HCV replicon cells are treated with 10 μM 3H-labeled NHC, and intracellular nucleotide levels are determined after 1, 2 and 8 hours incubations. NHC is rapidly convered into the mono-, di-, and triphosphate forms, and NHC-TP reaches up to 71.12 pM after 8 hours[1].NHC-triphosphate (NHC-TP) (5-40 μM) absence leads to full-length polymerization products, it can be a weak alternative substrate. In addition, incorporation of NHC-TP instead of CTP increases the molecular weight of the polymerization product by 16 (one extra oxygen) for each event and an obvious electrophoretic shift is observed in cell-free HCV NS5B polymerization reactions[1].Huh-7 cells are incubated with (10-50 μM; 4 h) NHC or a McGuigan phosphoramidate prodrug of NHC. Intracellular levels of the parental compounds and phosphorylated metabolites are measured using LC-MS/MS. Small amounts of NHC-monophosphate (MP) and NHC-diphosphate (DP) can be observed, while NHC-triphosphate (HY-135867) remains the most abundant metabolite[2].NHC-triphosphate (NHC-TP) metabolite may directly target the viral polymerase and behave as a nonobligate chain terminator. It plays a prominent role in inhibiting early negative-strand RNA synthesis, either through chain termination or mutagenesis, which may in turn interfere with correct replicase complex formation.
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 34973-27-8
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Appearance Solid
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Masse moléculaire 499.16
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Formule C9H16N3O15P3
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Color White to off-white
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SMILES
O[C@H]1[C@H](N(C=C/C2=N/O)C(N2)=O)O[C@H](COP(OP(OP(O)(O)=O)(O)=O)(O)=O)[C@H]1O
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Structure Classification
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Initial Source
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Livraison
Room temperature in continental US; may vary elsewhere.
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Stockage
-20°C, protect from light, stored under nitrogen
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light, stored under nitrogen)
Publications (11)
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Journal Impact Factor
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Most Recent
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Nucleic Acids Res
COVID19 Drug Repository: text-mining the literature in search of putative COVID19 therapeutics. [Abstract]2021 Jan 8;49(D1):D1113-D1121. PMID: 33166390 -
J Control Release
A general nanoplatform for nucleotide drug delivery: From molecular binding to antiviral therapy. [Abstract]2025 Nov 10:387:114245. PMID: 40975176 -
ACS Sens
2022 May 27;7(5):1564-1571. PMID: 35427117 -
Nat Struct Mol Biol
2021 Sep;28(9):740-746. PMID: 34381216 -
Commun Biol
Combination of antiviral drugs inhibits SARS-CoV-2 polymerase and exonuclease and demonstrates COVID-19 therapeutic potential in viral cell culture. [Abstract]2022 Feb 22;5(1):154. PMID: 35194144 -
PLoS Pathog
2026 May 29;22(5):e1014225. PMID: 42213735 -
J Biol Chem
DNA-dependent RNA polymerase incorporates β-D-N4-hydroxycytidine (NHC) linking Molnupiravir to host transcription-dependent mutagenesis. [Abstract]2026 Mar 26:111409. PMID: 41903806 -
J Biol Chem
2021 Jul;297(1):100770. PMID: 33989635 -
ACS Bio Med Chem Au
Forodesine and Riboprine Exhibit Strong Anti-SARS-CoV-2 Repurposing Potential: In Silico and In Vitro Studies. [Abstract]2022 Oct 24;2(6):565-585. PMID: 37582236 -
NAR Mol Med
2025 Dec 3;3(1):ugaf041. PMID: 41509513 -
bioRxiv
Combination of Antiviral Drugs to Inhibit SARS-CoV-2 Polymerase and Exonuclease as Potential COVID-19 Therapeutics. [Abstract]2021 Jul 21:2021.07.21.453274. PMID: 34312622
Solvant et solubilité
H2O : 160 mg/mL (320.54 mM; Need ultrasonic)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light, stored under nitrogen). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light, stored under nitrogen). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Pureté et documentation
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Fiche technique (275 KB)
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SDS (252 KB)
- English - EN (252 KB)
- Français - FR (252 KB)
- Deutsch - DE (252 KB)
- Norwegian - NO (252 KB)
- Español - ES (252 KB)
- Swedish - SV (252 KB)
- Italian - IT (252 KB)
- Korean - KR (252 KB)
- Portuguese - PT (252 KB)
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Instruction de manipulation (2659 KB)
Références
[1]. Stuyver LJ,et al. Ribonucleoside analogue that blocks replication of bovine viral diarrhea and hepatitis C viruses in culture.Antimicrob Agents Chemother. 2003 Jan;47(1):244-54. [Content Brief]
[2]. Maryam Ehteshami, et al. Characterization of β-d- N4-Hydroxycytidine as a Novel Inhibitor of Chikungunya Virus. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light, stored under nitrogen). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| H2O | 1 mM | 2.0034 mL | 10.0168 mL | 20.0337 mL | 50.0841 mL |
| 5 mM | 0.4007 mL | 2.0034 mL | 4.0067 mL | 10.0168 mL | |
| 10 mM | 0.2003 mL | 1.0017 mL | 2.0034 mL | 5.0084 mL | |
| 15 mM | 0.1336 mL | 0.6678 mL | 1.3356 mL | 3.3389 mL | |
| 20 mM | 0.1002 mL | 0.5008 mL | 1.0017 mL | 2.5042 mL | |
| 25 mM | 0.0801 mL | 0.4007 mL | 0.8013 mL | 2.0034 mL | |
| 30 mM | 0.0668 mL | 0.3339 mL | 0.6678 mL | 1.6695 mL | |
| 40 mM | 0.0501 mL | 0.2504 mL | 0.5008 mL | 1.2521 mL | |
| 50 mM | 0.0401 mL | 0.2003 mL | 0.4007 mL | 1.0017 mL | |
| 60 mM | 0.0334 mL | 0.1669 mL | 0.3339 mL | 0.8347 mL | |
| 80 mM | 0.0250 mL | 0.1252 mL | 0.2504 mL | 0.6261 mL | |
| 100 mM | 0.0200 mL | 0.1002 mL | 0.2003 mL | 0.5008 mL |
* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.
NHC-triphosphate Related Classifications
HY-135867 Related Classifications
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