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Compounds

COMPOUND NPA020099

STRUCTURE
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PROPERTIES
NPAID NPA020099
CLUSTER ID 34
NODE ID 33
NAME Mirubactin
FORMULA C26H32N6O11
MOLECULAR WEIGHT (Da) 604.5730
ACCURATE MASS (Da) 604.2129
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Actinosynnema
ORIGIN SPECIES mirum
InChIKey RMMVTPSFXJSKCM-IAGOWNOFSA-N
InChI InChI=1S/C26H32N6O11/c27-26(31-23(39)15-6-2-10-19(35)21(15)37)28-11-3-7-16(29-22(38)14-5-1-9-18(34)20(14)36)24(40)30-17(25(41)42)8-4-12-32(43)13-33/h1-2,5-6,9-10,13,16-17,34-37,43H,3-4,7-8,11-12H2,(H,29,38)(H,30,40)(H,41,42)(H3,27,28,31,39)/t16-,17-/m1/s1
SMILES NC(=NCCC[C@@H](NC(=O)C1=C(O)C(O)=CC=C1)C(=O)N[C@H](CCCN(O)C=O)C(=O)O)NC(=O)C1=C(O)C(O)=CC=C1
ORIGINAL ISOLATION REFERENCE
CITATION Giessen, Tobias W.; Franke, Kamila B.; Knappe, Thomas A.; Kraas, Femke I.; Bosello, Mattia; Xie, Xiulan; Linne, Uwe; Marahiel, Mohamed A. Isolation, structure elucidation, and biosynthesis of an unusual hydroxamic acid ester-containing siderophore from actinosynnema mirum Journal of Natural Products 2012 75 (5) 905-914.
DOI 10.1021/np300046k PMID 22578145
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Bacteria LPSN 2
Phylum Actinobacteria LPSN 201174
Class Actinobacteria LPSN -
Order Pseudonocardiales LPSN 85010
Family Pseudonocardiaceae LPSN 2070
Genus Actinosynnema LPSN 40566
REVISIONS
VERSION SMILES CITATION
Original Isolation C1=CC(=C(C(=C1)O)O)C(=O)N[C@H](CCCN=C(N)N)C(=O)N[C@H](CCCN(C=O)OC(=O)C2=C(C(=CC=C2)O)O)C(=O)O Giessen, Tobias W.; Franke, Kamila B.; Knappe, Thomas A.; Kraas, Femke I.; Bosello, Mattia; Xie, Xiulan; Linne, Uwe; Marahiel, Mohamed A. Isolation, structure elucidation, and biosynthesis of an unusual hydroxamic acid ester-containing siderophore from actinosynnema mirum Journal of Natural Products 2012 75 (5) 905-914. DOI: 10.1021/np300046k PMID: 22578145
2 NC(=NCCC[C@@H](NC(=O)C1=C(O)C(O)=CC=C1)C(=O)N[C@H](CCCN(O)C=O)C(=O)O)NC(=O)C1=C(O)C(O)=CC=C1 Kishimoto, Shinji; Nishimura, Shinichi; Kakeya, Hideaki Total Synthesis and Structure Revision of Mirubactin, and Its Iron Binding Activity. Chemistry Letters 2015 44 (10) 1303-1305. DOI: 10.1246/cl.150520
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