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Compounds

COMPOUND NPA011510

STRUCTURE
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PROPERTIES
NPAID NPA011510
CLUSTER ID 26
NODE ID 25
NAME Homocereulide
FORMULA C58H98N6O18
MOLECULAR WEIGHT (Da) 1167.4460
ACCURATE MASS (Da) 1166.6938
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Bacillus
ORIGIN SPECIES cereus
InChIKey CFCIXEUIPLBOOH-SORGKVSXSA-N
InChI InChI=1S/C58H98N6O18/c1-22-34(18)46-52(70)64-43(31(12)13)58(76)79-39(24-27(4)5)48(66)60-36(20)54(72)81-44(32(14)15)50(68)62-41(29(8)9)56(74)77-38(23-26(2)3)47(65)59-35(19)53(71)80-45(33(16)17)51(69)63-42(30(10)11)57(75)78-40(25-28(6)7)49(67)61-37(21)55(73)82-46/h26-46H,22-25H2,1-21H3,(H,59,65)(H,60,66)(H,61,67)(H,62,68)(H,63,69)(H,64,70)/t34-,35?,36?,37?,38?,39?,40?,41?,42?,43?,44?,45?,46?/m0/s1
SMILES CC[C@H](C)C1C(=O)NC(C(=O)OC(C(=O)NC(C(=O)OC(C(=O)NC(C(=O)OC(C(=O)NC(C(=O)OC(C(=O)NC(C(=O)OC(C(=O)NC(C(=O)O1)C)CC(C)C)C(C)C)C(C)C)C)CC(C)C)C(C)C)C(C)C)C)CC(C)C)C(C)C
ORIGINAL ISOLATION REFERENCE
CITATION Wang, Gui-Yang-Sheng; Kuramoto, Makoto; Yamada, Kaoru; Yazawa, Kazunaga; Uemura, Daisuke Homocereulide, an extremely potent cytotoxic depsipeptide from the marine bacterium Bacillus cereus Chemistry Letters 1995 24 (9) 791-792.
DOI 10.1246/cl.1995.791 PMID -
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Bacteria LPSN 2
Phylum Firmicutes LPSN 1239
Class Bacilli LPSN 91061
Order Bacillales LPSN 1385
Family Bacillaceae LPSN 186817
Genus Bacillus LPSN 1386
SYNTHESES
CITATION 1 Naka T; Hattori Y; Takenaka H; Ohta Y; Kirihata M; Tanimori S Synthesis of the reported structure of homocereulide and its vacuolation assay. Bioorganic and Medicinal Chemistry Letters 2019 29 (5) 734-739. DOI: 10.1016/j.bmcl.2019.01.007 PMID: 30665680
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