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Compounds

COMPOUND NPA002824

STRUCTURE
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PROPERTIES
NPAID NPA002824
CLUSTER ID 34
NODE ID 33
NAME Madurastatin A1
FORMULA C27H39N7O9
MOLECULAR WEIGHT (Da) 605.6490
ACCURATE MASS (Da) 605.2809
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Actinomadura
ORIGIN SPECIES madurae
InChIKey ZBCKLQPMOIHDEZ-VHBXLISGSA-N
InChI InChI=1S/C27H39N7O9/c1-16(30-25(39)20-15-43-26(32-20)17-7-3-4-10-21(17)35)23(37)29-12-11-22(36)33(41)13-5-8-18(28-2)24(38)31-19-9-6-14-34(42)27(19)40/h3-4,7,10,16,18-20,28,35,41-42H,5-6,8-9,11-15H2,1-2H3,(H,29,37)(H,30,39)(H,31,38)/t16-,18?,19-,20?/m0/s1
SMILES CNC(CCCN(O)C(=O)CCNC(=O)[C@H](C)NC(=O)C1COC(C2=CC=CC=C2O)=N1)C(=O)N[C@H]1CCCN(O)C1=O
ORIGINAL ISOLATION REFERENCE
CITATION HARADA, KEN-ICHI; TOMITA, KOJI; FUJII, KIYONAGA; MASUDA, KATSUYOSHI; MIKAMI, YUZURU; YAZAWA, KATSUKIYO; KOMAKI, HISAYUKI Isolation and Structural Characterization of Siderophores, Madurastatins, Produced by a Pathogenic Actinomadura madurae Journal of Antibiotics 2004 57 (2) 125-135.
DOI 10.7164/antibiotics.57.125 PMID 15112961
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Bacteria LPSN 2
Phylum Actinobacteria LPSN 201174
Class Actinobacteria LPSN -
Order Streptosporangiales LPSN 85012
Family Thermomonosporaceae LPSN 2012
Genus Actinomadura LPSN 1988
REVISIONS
VERSION SMILES CITATION
Original Isolation C[C@@H](C(=O)NCCC(=O)N(CCCC(C(=O)N[C@H]1CCCN(C1=O)O)NC)O)NC(=O)[C@H]2CN2C(=O)C3=CC=CC=C3O HARADA, KEN-ICHI; TOMITA, KOJI; FUJII, KIYONAGA; MASUDA, KATSUYOSHI; MIKAMI, YUZURU; YAZAWA, KATSUKIYO; KOMAKI, HISAYUKI Isolation and Structural Characterization of Siderophores, Madurastatins, Produced by a Pathogenic Actinomadura madurae Journal of Antibiotics 2004 57 (2) 125-135. DOI: 10.7164/antibiotics.57.125 PMID: 15112961
2 CNC(CCCN(O)C(=O)CCNC(=O)[C@H](C)NC(=O)C1COC(C2=CC=CC=C2O)=N1)C(=O)N[C@H]1CCCN(O)C1=O Shaaban, Khaled A.; Saunders, Meredith A.; Zhang, Yinan; Tran, Tuan; Elshahawi, Sherif I.; Ponomareva, Larissa V.; Wang, Xiachang; Zhang, Jianjun; Copley, Gregory C.; Sunkara, Manjula; Kharel, Madan K.; Morris, Andrew J.; Hower, James C.; Tremblay, Matthew S.; Prendergast, Mark A.; Thorson, Jon S. Spoxazomicin D and Oxachelin C, potent neuroprotective carboxamides from the appalachian coal fire-associated isolate Streptomyces sp. RM-14.6 Journal of Natural Products 2017 80 (1) 2-11. DOI: 10.1021/acs.jnatprod.6b00948 PMID: 28029795
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