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Compounds

COMPOUND NPA021139

STRUCTURE
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PROPERTIES
NPAID NPA021139
CLUSTER ID 1200
NODE ID 1020
NAME Herbicidin B
FORMULA C18H23N5O9
MOLECULAR WEIGHT (Da) 453.4080
ACCURATE MASS (Da) 453.1496
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Streptomyces
ORIGIN SPECIES saganonensis No. 4075
InChIKey GZBSICLBZYSADI-OQRBOVMGSA-N
InChI InChI=1S/C18H23N5O9/c1-28-12-10-6(30-16(12)23-5-22-8-14(19)20-4-21-15(8)23)3-7-18(27,32-10)13(25)9(24)11(31-7)17(26)29-2/h4-7,9-13,16,24-25,27H,3H2,1-2H3,(H2,19,20,21)/t6-,7-,9-,10-,11+,12+,13+,16-,18+/m1/s1
SMILES CO[C@H]1[C@H]2[C@@H](C[C@@H]3[C@](O2)([C@H]([C@@H]([C@H](O3)C(=O)OC)O)O)O)O[C@H]1N4C=NC5=C4N=CN=C5N
ORIGINAL ISOLATION REFERENCE
CITATION Haneishi T; Terahara A; Kayamori H; Yabe J; Arai M Herbicidins A and B, two new antibiotics with herbicidal activity II. Fermentation, isolation and physico-chemical characterization. Journal of Antibiotics 1976 29 (9) 870-875.
DOI 10.7164/antibiotics.29.870 PMID 993128
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 Shuto S; Ichikawa S; Matsuda A The first synthesis of herbicidin B, a tricyclic-sugar adenine nucleoside antibiotic, using samarium diiodide-promoted aldol-type C-glycosidation reaction as a key-step. Nucleic Acids Symposium Series 1999 (42) 21-2. DOI: 10.5281/zenodo.3542058 PMID: 10780359
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