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Home > Encyclopedia > 2-Deoxy-2-fluoro-L-fucose

2-Deoxy-2-fluoro-L-fucose

2-Deoxy-2-fluoro-L-fucose structure

2-Deoxy-2-fluoro-L-fucose 

structure
  • CAS No:

    70763-62-1

  • Formula:

    C6H11FO4

  • Chemical Name:

    2-Deoxy-2-fluoro-L-fucose

  • Synonyms:

    2-deoxy-2-fluoro-L-fucose;SGN-2FF;(3S,4R,5S,6S)-3-Fluoro-6-methyl-tetrahydropyran-2,4,5-triol;CTK8F4230;AKOS006290202;2089647-47-0;HY-107366;CS-0028217;W-203582;70763-62-1

  • Categories:

    Pharmaceutical Intermediates  >  Bulk Drug Intermediates

Description

2-fluorofucose is under investigation in clinical trial NCT02952989 (A Safety Study of SGN-2FF for Patients With Advanced Solid Tumors).

2-Deoxy-2-fluoro-L-fucose Basic Attributes

166.148

166.06400

W39886N0ZG

Characteristics

69.9

-1.1

1.335g/cm3

386.5ºC at 760 mmHg

187.6ºC

1.469

2-Deoxy-2-fluoro-L-fucose Use and Manufacturing

Fucose is a deoxyhexose that is present in many organisms. Fucose-containing glycans, generated by fucosyltransferase using GDP-fucose, have roles in cell signaling, cell-cell interactions, and blood properties. 2-deoxy-2-fluoro L-Fucose is a fluorinated fucose analog. It can be metabolized inside the cell to a substrate-based inhibitor of fucosyltransferases. Alternatively, it can be converted in vitro to GDP-2-deoxy-2-fluoro L-fucose, a competitive inhibitor of α1,3-fucosyltransferase V (Ki = 4.2 μM).

Computed Properties

Molecular Weight:166.15
XLogP3:-1.4
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:4
Exact Mass:166.06413699
Monoisotopic Mass:166.06413699
Topological Polar Surface Area:77.8
Heavy Atom Count:11
Complexity:130
Defined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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