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Compounds

COMPOUND NPA004885

STRUCTURE
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PROPERTIES
NPAID NPA004885
CLUSTER ID 2468
NODE ID 1938
NAME Archazolid A
FORMULA C42H62N2O7S
MOLECULAR WEIGHT (Da) 739.0320
ACCURATE MASS (Da) 738.4278
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Cystobacter
ORIGIN SPECIES sp.
InChIKey CUYVVUGLFUIZAZ-GZGJOHPPSA-N
InChI InChI=1S/C42H62N2O7S/c1-25(2)20-37(50-42(48)43-11)40-44-34(24-52-40)39-30(7)15-13-14-29(6)38(49-12)33(10)35(45)19-17-26(3)21-28(5)22-32(9)36(46)23-27(4)16-18-31(8)41(47)51-39/h13-15,17-19,21-25,30,32-33,35-39,45-46H,16,20H2,1-12H3,(H,43,48)/b15-13+,19-17+,26-21?,27-23+,28-22?,29-14+,31-18+
SMILES CC1/C=C/C=C(/C(C(C(/C=C/C(=CC(=CC(C(/C=C(/C/C=C(/C(=O)OC1C2=CSC(=N2)C(CC(C)C)OC(=O)NC)\C)\C)O)C)C)C)O)C)OC)\C
ORIGINAL ISOLATION REFERENCE
CITATION Sasse, Florenz; Steinmetz, Heinrich; Hoefle, Gerhard; Reichenbach, Hans Archazolids, new cytotoxic macrolactones from Archangium gephyra (Myxobacteria). Production, isolation, physico-chemical and biological properties Journal of Antibiotics 2003 56 (6) 520-525.
DOI 10.7164/antibiotics.56.520 PMID 12931860
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 Archangiaceae LPSN 39
Genus Cystobacter LPSN 42
SYNTHESES
CITATION 1 Menche D; Hassfeld J; Li J; Rudolph S Total synthesis of archazolid A. Journal of the American Chemical Society 2007 129 (19) 6100-6101. DOI: 10.1021/ja071461o PMID: 17455939
CITATION 2 Menche D; Hassfeld J; Li J; Mayer K; Rudolph S Modular total synthesis of archazolid A and B. Journal of Organic Chemistry 2009 74 (19) 7220-7229. DOI: 10.1021/jo901565n PMID: 19739663
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