Term: | nucleocidin |
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Accession: | CHEBI:166872
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Definition: | A nucleoside antibiotic that is 5'-O-sulfamoyladenosine in which the hydrogen atom at position 4' is replaced by a fluorine atom. It is a natural product synthesized by several Streptomyces species. It exhibits broad spectrum antibacterial activity, and also has a strong effect against Trypanosoma brucei, the protozoan parasite responsible for the African sleeping sickness. |
Synonyms: | exact_synonym: | [(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-2-fluoro-3,4-dihydroxyoxolan-2-yl]methyl sulfamate |
| related_synonym: | 4'-C-fluoroadenosine 5'-sulfamate; 4'-fluoro-5'-O-sulfamoyladenosine; 4'-fluoro-5'-O-sulphamoyladenosine; Formula=C10H13FN6O6S; InChI=1S/C10H13FN6O6S/c11-10(1-22-24(13,20)21)6(19)5(18)9(23-10)17-3-16-4-7(12)14-2-15-8(4)17/h2-3,5-6,9,18-19H,1H2,(H2,12,14,15)(H2,13,20,21)/t5-,6+,9-,10-/m1/s1; InChIKey=LTBCQBSAWAZBDF-MLTZYSBQSA-N; SMILES=NC1=C2N=CN([C@@H]3O[C@](F)(COS(N)(=O)=O)[C@@H](O)[C@H]3O)C2=NC=N1; T-3018; [(2S,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-2-fluoro-3,4-dihydroxytetrahydrofuran-2-yl]methyl sulfamate; [(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-2-fluoro-3,4-dihydroxyoxolan-2-yl]methyl sulfamate; antibiotic T-3018 |
| xref: | CAS:24751-69-7; Chemspider:65250; MetaCyc:CPD-12712; PMID:1085509; PMID:1262649; PMID:13425454; PMID:13425455; PMID:13439466; PMID:13834368; PMID:24544578; PMID:26374477; PMID:27845468; PMID:28920128; PMID:30641108; PMID:32110306; PMID:5131149; PMID:5776261; PMID:5933868; Wikipedia:Nucleocidin |
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