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Compounds

COMPOUND NPA004910

STRUCTURE
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PROJECT MOLECULE TO GLOBAL VIEW See Global
EXTERNAL LINKS
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PROPERTIES
NPAID NPA004910
CLUSTER ID 1676
NODE ID 1370
NAME GE2270 A
FORMULA C56H55N15O10S6
MOLECULAR WEIGHT (Da) 1290.5530
ACCURATE MASS (Da) 1289.2581
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Planobispora
ORIGIN SPECIES rosea
InChIKey JMDULECOHIXMNX-QWZLPWOZSA-N
InChI InChI=1S/C56H55N15O10S6/c1-24(2)39-55-70-42(36(87-55)19-80-5)47(77)59-17-38(73)67-43(44(74)26-10-7-6-8-11-26)54-66-34(23-85-54)52-63-31(20-83-52)41-27(50-64-32(21-82-50)46(76)61-29(16-37(72)58-4)53-69-40(25(3)86-53)48(78)68-39)13-14-28(60-41)51-65-33(22-84-51)49-62-30(18-81-49)56(79)71-15-9-12-35(71)45(57)75/h6-8,10-11,13-14,20-24,29-30,35,39,43-44,74H,9,12,15-19H2,1-5H3,(H2,57,75)(H,58,72)(H,59,77)(H,61,76)(H,67,73)(H,68,78)/t29-,30-,35-,39-,43?,44?/m0/s1
SMILES CC1=C2C(=O)N[C@H](C3=NC(=C(S3)COC)C(=O)NCC(=O)NC(C4=NC(=CS4)C5=NC(=CS5)C6=C(C=CC(=N6)C7=NC(=CS7)C8=N[C@@H](CO8)C(=O)N9CCC[C@H]9C(=O)N)C3=NC(=CS3)C(=O)N[C@H](C(=N2)S1)CC(=O)NC)C(C1=CC=CC=C1)O)C(C)C
ORIGINAL ISOLATION REFERENCE
CITATION SELVA, E.; BERETTA, G.; MONTANINI, N.; SADDLER, G. S.; GASTALDO, L.; FERRARI, P.; LORENZETTI, R.; LANDINI, P.; RIPAMONTI, F.; GOLDSTEIN, B. P.; BERTI, M.; MONTANARO, L.; DENARO, M. Antibiotic GE2270 A: A novel inhibitor of bacterial protein synthesis. I. Isolation and characterization Journal of Antibiotics 1991 44 (7) 693-701.
DOI 10.7164/antibiotics.44.693 PMID 1908853
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Bacteria LPSN 2
Phylum Actinobacteria LPSN 201174
Class Actinobacteria LPSN -
Order Streptosporangiales LPSN 85012
Family Streptosporangiaceae LPSN 2004
Genus Planobispora LPSN 29298
SYNTHESES
CITATION 1 Müller HM; Delgado O; Bach T Total synthesis of the thiazolyl peptide GE2270 A. Angewandte Chemie International Edition 2007 46 (25) 4771-4. DOI: 10.1002/anie.200700684 PMID: 17503407
CITATION 2 Delgado O; Müller HM; Bach T Concise total synthesis of the thiazolyl peptide antibiotic GE2270 A. Chemistry - A European Journal 2008 14 (8) 2322-39. DOI: 10.1002/chem.200701823 PMID: 18270986
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