Name: Name:2'-Fluoro-2'-deoxyadenosine
Brand: Angene
SKU: AG00372M
Rating: 90 (10 reviews)

Catalog Number:

AG00372M

Chemical Name:

2'-Fluoro-2'-deoxyadenosine

CAS Number:

64183-27-3

Molecular Formula:

C10H12FN5O3

Molecular Weight:

269.2324

MDL Number:

MFCD09750859

IUPAC Name:

(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-4-fluoro-2-(hydroxymethyl)oxolan-3-ol

InChI:

InChI=1S/C10H12FN5O3/c11-5-7(18)4(1-17)19-10(5)16-3-15-6-8(12)13-2-14-9(6)16/h2-5,7,10,17-18H,1H2,(H2,12,13,14)/t4-,5-,7-,10-/m1/s1

InChI Key:

ZGYYPTJWJBEXBC-QYYRPYCUSA-N

SMILES:

OC[C@H]1O[C@H]([C@@H]([C@@H]1O)F)n1cnc2c1ncnc2N

Complexity:

338

Compound Is Canonicalized:

Yes

Covalently-Bonded Unit Count:

Defined Atom Stereocenter Count:

Defined Bond Stereocenter Count:

Exact Mass:

269.092g/mol

Formal Charge:

Heavy Atom Count:

Hydrogen Bond Acceptor Count:

Hydrogen Bond Donor Count:

Isotope Atom Count:

Molecular Weight:

269.236g/mol

Monoisotopic Mass:

269.092g/mol

Rotatable Bond Count:

Topological Polar Surface Area:

119A^2

Undefined Atom Stereocenter Count:

Undefined Bond Stereocenter Count:

XLogP3:

Title	Journal
S-Adenosylhomocysteine hydrolase of the protozoan parasite Trichomonas vaginalis: potent inhibitory activity of 9-(2-deoxy-2-fluoro-β,D-arabinofuranosyl)adenine.	Bioorganic & medicinal chemistry letters 20120615
Susceptibility in vitro of clinically metronidazole-resistant Trichomonas vaginalis to nitazoxanide, toyocamycin, and 2-fluoro-2'-deoxyadenosine.	Parasitology research 20100901
Structure of a mutant human purine nucleoside phosphorylase with the prodrug, 2-fluoro-2'-deoxyadenosine and the cytotoxic drug, 2-fluoroadenine.	Protein science : a publication of the Protein Society 20090501
Unnatural substrates reveal the importance of 8-oxoguanine for in vivo mismatch repair by MutY.	Nature chemical biology 20080101
Insight into the roles of tyrosine 82 and glycine 253 in the Escherichia coli adenine glycosylase MutY.	Biochemistry 20051101
Structure-activity relationship of purine ribonucleosides for inhibition of hepatitis C virus RNA-dependent RNA polymerase.	Journal of medicinal chemistry 20040422
Crystal structure and mechanism of a bacterial fluorinating enzyme.	Nature 20040205
Insight into the functional consequences of inherited variants of the hMYH adenine glycosylase associated with colorectal cancer: complementation assays with hMYH variants and pre-steady-state kinetics of the corresponding mutated E.coli enzymes.	Journal of molecular biology 20030321
Antitumor activity of 2-fluoro-2'-deoxyadenosine against tumors that express Escherichia coli purine nucleoside phosphorylase.	Cancer gene therapy 20030101
A new synthesis of 9-(2-deoxy-2-fluoro-beta-D-arabinofuranosyl)guanine (AraF-G).	Nucleosides, nucleotides & nucleic acids 20030101
Cell-free biosynthesis of fluoroacetate and 4-fluorothreonine in Streptomyces cattleya.	Angewandte Chemie (International ed. in English) 20021018
CD80 antigen expression as a predictor of ex vivo chemosensitivity in chronic lymphocytic leukemia.	Leukemia research 20020501
Biochemistry: biosynthesis of an organofluorine molecule.	Nature 20020321
Synthesis and anti-hepatitis B virus activity of 9-(2-deoxy-2-fluoro-beta-L-arabinofuranosyl) purine nucleosides.	Journal of medicinal chemistry 19970815
Purine 2'-deoxy-2'-fluororibosides as antiinfluenza virus agents.	Journal of medicinal chemistry 19930108