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Details

Stereochemistry ABSOLUTE
Molecular Formula C10H13FN2O5
Molecular Weight 260.219
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of RO-2433

SMILES

C[C@@]1(F)[C@H](O)[C@@H](CO)O[C@H]1N2C=CC(=O)NC2=O

InChI

InChIKey=ARKKGZQTGXJVKW-VPCXQMTMSA-N
InChI=1S/C10H13FN2O5/c1-10(11)7(16)5(4-14)18-8(10)13-3-2-6(15)12-9(13)17/h2-3,5,7-8,14,16H,4H2,1H3,(H,12,15,17)/t5-,7-,8-,10-/m1/s1

HIDE SMILES / InChI

Description
Curator's Comment: The description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/17999967 | https://www.ncbi.nlm.nih.gov/pubmed/26037157

RO-2433 (GS-331007, formerly PSI-6206) is inactive metabolite of Sofosbuvir, a modern antiviral drugs for the treatment of chronic hepatitis C.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Characterization of the metabolic activation of hepatitis C virus nucleoside inhibitor beta-D-2'-Deoxy-2'-fluoro-2'-C-methylcytidine (PSI-6130) and identification of a novel active 5'-triphosphate species.
2007 Oct 12
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
HCV replicon RNA-containing Huh7 cells (clone A cells; Apath, LLC, St. Louis, Mo.) were kept at exponential growth in Dulbecco’s modified Eagle’s medium (high glucose, no pyruvate) containing 10% fetal bovine serum, 1x nonessential amino acids, penicillin-streptomycin-glutamine (100 U/ml, 100 mkg/ml, and 0.292 mg/ml, respectively), and G418 (500 to 1,000 mkg/ml). Antiviral assays were performed in the same medium without G418. Cells were seeded in a 96-well plate at 1,000 cells per well, and test compound 9 (RO-2433) were added immediately after seeding. Incubation times differed according to the type of experiment. At the end of the incubation step, total cellular RNA was isolated (RNeasy 96 kit; Qiagen). Replicon RNA and an internal control (Taq- Man rRNA control reagents; Applied Biosystems) were amplified in a single-step multiplex RT-PCR protocol as recommended by the manufacturer.
Name Type Language
RO-2433
Code English
PSI-6206
Code English
URIDINE, 2'-DEOXY-2'-FLUORO-2'-METHYL-, (2'R)-
Systematic Name English
GS-331007
Code English
1-((2R,3R,4R,5R)-3-FLUORO-4-HYDROXY-5-(HYDROXYMETHYL)-3-METHYL-TETRAHYDROFURAN-2-YL)PYRIMIDINE-2,4-DIONE
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID30462011
Created by admin on Sat Dec 16 08:04:00 GMT 2023 , Edited by admin on Sat Dec 16 08:04:00 GMT 2023
PRIMARY
CAS
863329-66-2
Created by admin on Sat Dec 16 08:04:00 GMT 2023 , Edited by admin on Sat Dec 16 08:04:00 GMT 2023
PRIMARY
PUBCHEM
11311503
Created by admin on Sat Dec 16 08:04:00 GMT 2023 , Edited by admin on Sat Dec 16 08:04:00 GMT 2023
PRIMARY
FDA UNII
44V7045CXS
Created by admin on Sat Dec 16 08:04:00 GMT 2023 , Edited by admin on Sat Dec 16 08:04:00 GMT 2023
PRIMARY