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Compounds

COMPOUND NPA024704

STRUCTURE
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PROPERTIES
NPAID NPA024704
CLUSTER ID 3
NODE ID 3
NAME Capuramycin
FORMULA C23H31N5O12
MOLECULAR WEIGHT (Da) 569.5240
ACCURATE MASS (Da) 569.1969
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Streptomyces
ORIGIN SPECIES griseus 446-S3
InChIKey BISOEENGZHMDEO-RLXIHFJVSA-N
InChI InChI=1S/C23H31N5O12/c1-37-15-14(32)21(28-7-5-12(30)27-23(28)36)39-16(15)17(18(24)33)40-22-13(31)10(29)8-11(38-22)20(35)26-9-4-2-3-6-25-19(9)34/h5,7-10,13-17,21-22,29,31-32H,2-4,6H2,1H3,(H2,24,33)(H,25,34)(H,26,35)(H,27,30,36)/t9-,10-,13-,14+,15-,16-,17+,21+,22+/m0/s1
SMILES CO[C@H]1[C@H]([C@@H](O[C@@H]1[C@H](C(=O)N)O[C@@H]2[C@H]([C@H](C=C(O2)C(=O)N[C@H]3CCCCNC3=O)O)O)N4C=CC(=O)NC4=O)O
ORIGINAL ISOLATION REFERENCE
CITATION Yamaguchi H; Sato S; Yoshida S; Takada K; Itoh M; Seto H; Otake N Capuramycin, a new nucleoside antibiotic. Taxonomy, fermentation, isolation and characterization. Journal of Antibiotics 1986 39 (8) 1047-1053.
DOI 10.7164/antibiotics.39.1047 PMID 3759655
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 Kurosu M; Li K; Crick DC Concise synthesis of capuramycin. Organic Letters 2009 11 (11) 2393-6. DOI: 10.1021/ol900458w PMID: 19405507
CITATION 2 Wang Y; Siricilla S; Aleiwi BA; Kurosu M Improved synthesis of capuramycin and its analogues. Chemistry - A European Journal 2013 19 (41) 13847-58. DOI: 10.1002/chem.201302389 PMID: 24014478
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