Compounds
ID | Spectrum Quality | Annotated Name |
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COMPOUND NPA012925
PROPERTIES
NPAID | NPA012925 |
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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. | ||
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DOI | 10.1073/pnas.57.3.548 | PMID | 16591497 |
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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