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1-Methyl-5-(2-deoxy-2-fluoroarabinofuranosyl)uracil

PubChem CID
159338
Structure
1-Methyl-5-(2-deoxy-2-fluoroarabinofuranosyl)uracil_small.png
1-Methyl-5-(2-deoxy-2-fluoroarabinofuranosyl)uracil_3D_Structure.png
Molecular Formula
Synonyms
  • C-Fmau
  • 110419-25-5
  • 1-Methyl-5-(2-deoxy-2-fluoroarabinofuranosyl)uracil
  • 5-[(3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1-methylpyrimidine-2,4-dione
  • 5-(2-Deoxy-2-fluoro-beta-D-arabinofuranosyl)-1-methyluracil
Molecular Weight
260.22 g/mol
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Dates
  • Create:
    2005-08-08
  • Modify:
    2025-01-18

1 Structures

1.1 2D Structure

Chemical Structure Depiction
1-Methyl-5-(2-deoxy-2-fluoroarabinofuranosyl)uracil.png

1.2 3D Conformer

2 Biologic Description

IUPAC Condensed
m1Yra-Araf2F
Sequence
N
HELM
RNA1{[FR]([*c1cn(c(=O)[nH]c1=O)C |$_R1;;;;;;;;;$|])}$$$$
IUPAC
(2'S)-2'-deoxy-2'-fluoro-1-methyl-pseudouridine

3 Names and Identifiers

3.1 Computed Descriptors

3.1.1 IUPAC Name

5-[(3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1-methylpyrimidine-2,4-dione
Computed by Lexichem TK 2.7.0 (PubChem release 2024.11.20)

3.1.2 InChI

InChI=1S/C10H13FN2O5/c1-13-2-4(9(16)12-10(13)17)8-6(11)7(15)5(3-14)18-8/h2,5-8,14-15H,3H2,1H3,(H,12,16,17)/t5-,6+,7-,8?/m1/s1
Computed by InChI 1.07.0 (PubChem release 2024.11.20)

3.1.3 InChIKey

BBEYIFXNCKMITQ-MOMMNUENSA-N
Computed by InChI 1.07.0 (PubChem release 2024.11.20)

3.1.4 SMILES

CN1C=C(C(=O)NC1=O)C2[C@H]([C@@H]([C@H](O2)CO)O)F
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)

3.2 Molecular Formula

C10H13FN2O5
Computed by PubChem 2.2 (PubChem release 2024.11.20)

3.3 Other Identifiers

3.3.1 CAS

110419-25-5

3.3.2 DSSTox Substance ID

3.3.3 Wikidata

3.4 Synonyms

3.4.1 MeSH Entry Terms

  • 1-methyl-5-(2-deoxy-2-fluoroarabinofuranosyl)uracil
  • 5-(2-deoxy-2-fluoro-beta-D-arabinofuranosyl)-1-methyluracil

3.4.2 Depositor-Supplied Synonyms

4 Chemical and Physical Properties

4.1 Computed Properties

Property Name
Molecular Weight
Property Value
260.22 g/mol
Reference
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Property Name
XLogP3-AA
Property Value
-1.6
Reference
Computed by XLogP3 3.0 (PubChem release 2024.11.20)
Property Name
Hydrogen Bond Donor Count
Property Value
3
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Hydrogen Bond Acceptor Count
Property Value
6
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Rotatable Bond Count
Property Value
2
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Exact Mass
Property Value
260.08084968 Da
Reference
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Property Name
Monoisotopic Mass
Property Value
260.08084968 Da
Reference
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Property Name
Topological Polar Surface Area
Property Value
99.1 Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Heavy Atom Count
Property Value
18
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
413
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
3
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
1
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
1
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2021.10.14)

6 Chemical Vendors

7 Literature

7.1 Consolidated References

7.2 NLM Curated PubMed Citations

7.3 Chemical Co-Occurrences in Literature

7.4 Chemical-Disease Co-Occurrences in Literature

8 Classification

8.1 MeSH Tree

8.2 ChemIDplus

8.3 EPA DSSTox Classification

8.4 PFAS and Fluorinated Organic Compounds in PubChem

9 Information Sources

  1. ChemIDplus
    ChemIDplus Chemical Information Classification
    https://pubchem.ncbi.nlm.nih.gov/source/ChemIDplus
  2. EPA DSSTox
    1,4-Anhydro-2-deoxy-2-fluoro-1-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyrimidin-5-yl)pentitol
    https://comptox.epa.gov/dashboard/DTXSID30911675
    CompTox Chemicals Dashboard Chemical Lists
    https://comptox.epa.gov/dashboard/chemical-lists/
  3. Wikidata
    1,4-Anhydro-2-deoxy-2-fluoro-1-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyrimidin-5-yl)pentitol
    https://www.wikidata.org/wiki/Q82881843
  4. PubChem
  5. Medical Subject Headings (MeSH)
    LICENSE
    Works produced by the U.S. government are not subject to copyright protection in the United States. Any such works found on National Library of Medicine (NLM) Web sites may be freely used or reproduced without permission in the U.S.
    https://www.nlm.nih.gov/copyright.html
    1-methyl-5-(2-deoxy-2-fluoroarabinofuranosyl)uracil
    https://www.ncbi.nlm.nih.gov/mesh/67054364
CONTENTS