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Compounds

COMPOUND NPA020114

STRUCTURE
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PROPERTIES
NPAID NPA020114
CLUSTER ID 6389
NODE ID 4422
NAME Capreomycin IB
FORMULA C25H44N14O7
MOLECULAR WEIGHT (Da) 652.7180
ACCURATE MASS (Da) 652.3517
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Streptomyces
ORIGIN SPECIES capreolus
InChIKey FRXNXDHFQYZYNA-XYHSJSFUSA-N
InChI InChI=1S/C25H44N14O7/c1-11-19(41)36-15(9-32-17(40)7-12(27)3-2-5-26)21(43)37-16(10-34-25(30)46)22(44)39-18(14-4-6-31-24(29)38-14)23(45)33-8-13(28)20(42)35-11/h10-15,18H,2-9,26-28H2,1H3,(H,32,40)(H,33,45)(H,35,42)(H,36,41)(H,37,43)(H,39,44)(H3,29,31,38)(H3,30,34,46)/b16-10-/t11-,12+,13-,14+,15-,18-/m0/s1
SMILES C[C@H]1C(=O)N[C@H](C(=O)N/C(=C\NC(=O)N)/C(=O)N[C@H](C(=O)NC[C@@H](C(=O)N1)N)[C@H]2CCN=C(N2)N)CNC(=O)C[C@@H](CCCN)N
ORIGINAL ISOLATION REFERENCE
CITATION Bycroft, BW; Cameron, D; Croft, LR; Hassanali-Walkji, A; Johnson, AW; Webb, T Total Structure of Capreomycin IB, a Tuberculostatic Peptide Antibiotic Nature 1971 231 301-302.
DOI 10.1038/231301a0 PMID 4325287
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 DeMong DE; Williams RM Asymmetric synthesis of (2S,3R)-capreomycidine and the total synthesis of capreomycin IB. Journal of the American Chemical Society 2003 125 (28) 8561-5. DOI: 10.1021/ja0351241 PMID: 12848564
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