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Compounds

COMPOUND NPA005497

STRUCTURE
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PROPERTIES
NPAID NPA005497
CLUSTER ID 2690
NODE ID 548
NAME Chlorotonil A
FORMULA C26H32Cl2O4
MOLECULAR WEIGHT (Da) 479.4440
ACCURATE MASS (Da) 478.1678
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Sorangium
ORIGIN SPECIES cellulosum
InChIKey RQYZFUUTQJMTMJ-JCSZEPHKSA-N
InChI InChI=1S/C26H32Cl2O4/c1-14-12-16(3)21-19(13-14)10-11-20-15(2)8-6-7-9-17(4)32-25(31)18(5)23(29)26(27,28)24(30)22(20)21/h6-12,15-22H,13H2,1-5H3/b8-6-,9-7+/t15-,16-,17+,18+,19-,20+,21-,22-/m1/s1
SMILES C[C@@H]1/C=C\C=C\[C@@H](OC(=O)[C@H](C(=O)C(C(=O)[C@@H]2[C@H]1C=C[C@H]3[C@H]2[C@@H](C=C(C3)C)C)(Cl)Cl)C)C
ORIGINAL ISOLATION REFERENCE
CITATION Held, Jana; Gebru, Tamirat; Kalesse, Markus; Jansen, Rolf; Gerth, Klaus; Müller, Rolf; Mordmüller, Benjamin Antimalarial activity of the myxobacterial macrolide chlorotonil a Antimicrobial Agents and Chemotherapy 2014 58 (11) 6378-6384.
DOI 10.1128/aac.03326-14 PMID 25114138
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Bacteria LPSN 2
Phylum Proteobacteria LPSN 1224
Class Deltaproteobacteria LPSN 28221
Order Myxococcales LPSN 29
Family Polyangiaceae LPSN 49
Genus Sorangium LPSN 39643
SYNTHESES
CITATION 1 Rahn N; Kalesse M The total synthesis of chlorotonil A. Angewandte Chemie International Edition 2008 47 (3) 597-599. DOI: 10.1002/anie.200703930 PMID: 18041801
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