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Compounds

COMPOUND NPA014510

STRUCTURE
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PROPERTIES
NPAID NPA014510
CLUSTER ID 4617
NODE ID 11
NAME Isoprekinamycin
FORMULA C18H10N2O4
MOLECULAR WEIGHT (Da) 318.2880
ACCURATE MASS (Da) 318.0641
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Streptomyces
ORIGIN SPECIES murayamaensis
InChIKey OWPHUUBRUYFHMJ-UHFFFAOYSA-N
InChI InChI=1S/C18H10N2O4/c1-7-5-9-13(11(22)6-7)14-15(18(24)16(9)20-19)12-8(17(14)23)3-2-4-10(12)21/h2-6,21-22H,1H3
SMILES CC1=CC(=C2C(=C1)C(=[N+]=[N-])C(=O)C3=C2C(=O)C4=C3C(=CC=C4)O)O
ORIGINAL ISOLATION REFERENCE
CITATION Proteau, Philip J.; Li, Yongfu; Chen, Jiong; Williamson, R. Thomas; Gould, Steven J.; Laufer, Radoslaw S.; Dmitrienko, Gary I. Isoprekinamycin Is a Diazobenzo[a]fluorene Rather than a Diazobenzo[b]fluorene Journal of the American Chemical Society 2000 122 (34) 8325-8326.
DOI 10.1021/ja001631w PMID -
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 Liu W; Buck M; Chen N; Shang M; Taylor NJ; Asoud J; Wu X; Hasinoff BB; Dmitrienko GI Total synthesis of isoprekinamycin: structural evidence for enhanced diazonium ion character and growth inhibitory activity toward cancer cells. Organic Letters 2007 9 (15) 2915-8. DOI: 10.1021/ol0712374 PMID: 17585773
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