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Compounds

COMPOUND NPA008778

STRUCTURE
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PROPERTIES
NPAID NPA008778
CLUSTER ID 1686
NODE ID 1377
NAME Bioxalomycin β2
FORMULA C21H25N3O5
MOLECULAR WEIGHT (Da) 399.4470
ACCURATE MASS (Da) 399.1794
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Streptomyces
ORIGIN SPECIES sp. LL-31F508
InChIKey XJCIPQDWRFBBCW-NCLBLWNUSA-N
InChI InChI=1S/C21H25N3O5/c1-8-17(25)13-12(18(26)19(8)27-3)11-7-29-21-10-6-9-14(22(10)2)16(24(11)21)15(13)23-4-5-28-20(9)23/h9-11,14-16,20-21H,4-7H2,1-3H3/t9-,10-,11?,14?,15?,16?,20?,21?/m0/s1
SMILES CC1=C(C(=O)C2=C(C1=O)C3C4C5[C@H](C[C@H](N5C)C6N4C2CO6)C7N3CCO7)OC
ORIGINAL ISOLATION REFERENCE
CITATION Bernan; Montenegro; Korshalla; Maiese; Steinberg; Greenstein Bioxalomycins, new antibiotics produced by the marine Streptomyces sp. LL-31F508: Taxonomy and fermentation Journal of Antibiotics 1994 47 (12) 1417-1424.
DOI 10.7164/antibiotics.47.1417 PMID 7844035
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 Garner P; Kaniskan HÜ; Keyari CM; Weerasinghe L Asymmetric [C + NC + CC] coupling entry to the naphthyridinomycin natural product family: formal total synthesis of cyanocycline A and bioxalomycin β2. Journal of Organic Chemistry 2011 76 (13) 5283-5294. DOI: 10.1021/jo200553g PMID: 21627169
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