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Compounds

COMPOUND NPA012925

STRUCTURE
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PROPERTIES
NPAID NPA012925
CLUSTER ID 4793
NODE ID 2135
NAME Showdomycin
FORMULA C9H11NO6
MOLECULAR WEIGHT (Da) 229.1880
ACCURATE MASS (Da) 229.0586
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Streptomyces
ORIGIN SPECIES showdoensis
InChIKey FFLUMYXAPXARJP-JBBNEOJLSA-N
InChI InChI=1S/C9H11NO6/c11-2-4-6(13)7(14)8(16-4)3-1-5(12)10-9(3)15/h1,4,6-8,11,13-14H,2H2,(H,10,12,15)/t4-,6-,7-,8+/m1/s1
SMILES C1=C(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O
ORIGINAL ISOLATION REFERENCE
CITATION Darnall, K r; Townsend, L b; Robins, R k The structure of showdomycin, a novel carbon-linked nucleoside antibiotic related to uridine Proceedings of the National Academy of Sciences of the United States of America 1967 57 (3) 548-553.
DOI 10.1073/pnas.57.3.548 PMID 16591497
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Bacteria LPSN 2
Phylum Actinobacteria LPSN 201174
Class Actinobacteria LPSN -
Order Streptomycetales LPSN 85011
Family Streptomycetaceae LPSN 2062
Genus Streptomyces LPSN 1883
SYNTHESES
CITATION 1 Trost BM; Kallander LS A Versatile Enantioselective Strategy Toward L-C-Nucleosides: A Total Synthesis of L-Showdomycin. Journal of Organic Chemistry 1999 64 (15) 5427-5435. DOI: 10.1021/jo990195x PMID: 11674603
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