F5307
5−Fluoro−2′−deoxycytidine
≥98% (HPLC), powder
Synonym(s):
2′-deoxy-5-fluoro-Cytidine, FCDR, FdCyd
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About This Item
Empirical Formula (Hill Notation):
C9H12FN3O4
CAS Number:
Molecular Weight:
245.21
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Pricing and availability is not currently available.
Quality Level
assay
≥98% (HPLC)
form
powder
color
white to off-white
solubility
DMSO: >20 mg/mL
storage temp.
room temp
SMILES string
NC1=NC(=O)N(C=C1F)[C@H]2C[C@H](O)[C@@H](CO)O2
InChI
1S/C9H12FN3O4/c10-4-2-13(9(16)12-8(4)11)7-1-5(15)6(3-14)17-7/h2,5-7,14-15H,1,3H2,(H2,11,12,16)/t5-,6+,7+/m0/s1
InChI key
IDYKCXHJJGMAEV-RRKCRQDMSA-N
Biochem/physiol Actions
5-Fluoro-2′-deoxycytidine is a mechanism based DNMT (DNA cytosine-5 methyltransferase) inhibitor, that forms a covalent link with the cysteine residue in the active site of DNMT.
Features and Benefits
This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
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This Item | |||
|---|---|---|---|
| assay ≥98% (HPLC) | assay ≥98% (HPLC) | assay ≥98% (HPLC) | assay ≥98% (HPLC) |
| form powder | form powder | form powder | form powder |
| Quality Level 100 | Quality Level 100 | Quality Level 100 | Quality Level 100 |
| storage temp. room temp | storage temp. room temp | storage temp. 2-8°C | storage temp. room temp |
| solubility DMSO: >20 mg/mL | solubility DMSO: ≥20 mg/mL | solubility H2O: 10 mg/mL, clear (warmed) | solubility H2O: ≥10 mg/mL |
| color white to off-white | color white to off-white | color white to beige | color - |
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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D A Boothman et al.
Cancer research, 47(9), 2344-2353 (1987-05-01)
Treatment of C57BL X DBA/2 F (hereafter called BD2F) mice bearing ascitic mammary adenocarcinoma-755 (ADC-755) with [3H]-5-fluoro-2'-deoxycytidine ([3H]FdCyd) plus tetrahydrouridine (H4Urd) resulted in antimetabolite pool sizes indicative of a tumor-selective, dual pathway metabolism of FdCyd via both cytidine deaminase and
Duoli Guo et al.
AAPS PharmSciTech, 11(1), 247-252 (2010-02-13)
In vivo, the DNA methyltransferase inhibitor, 5-fluoro-2'-deoxycytidine (FdCyd, NSC-48006), is rapidly converted to its unwanted metabolites. Tetrahydrouridine (THU, NSC-112907), a cytidine deaminase inhibitor can block the first metabolic step in FdCyd catabolism. Clinical studies have shown that co-administration with THU
E De Clercq et al.
Molecular pharmacology, 32(1), 286-292 (1987-08-01)
5-Fluorouracil, 5-fluorouridine (FUrd), 5-fluoro-2'-deoxyuridine (FdUrd), 5-fluorocytidine (FCyd), 5-fluoro-2'-deoxycytidine (FdCyd), 5-trifluoro-2'-deoxythymidine (F3dThd), and the 5'-monophosphates and 3',5'-cyclic monophosphates thereof were found to inhibit thymidine kinase-deficient (TK-) mutant strains of herpes simplex virus (HSV) at a much lower concentration than the wild-type
Global Trade Item Number
| SKU | GTIN |
|---|---|
| F5307-25MG | 04061832631998 |
| F5307-5MG | 04061832632001 |