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Compounds

COMPOUND NPA012614

STRUCTURE
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PROPERTIES
NPAID NPA012614
CLUSTER ID 829
NODE ID 141
NAME Plusbacin A3
FORMULA C50H83N11O20
MOLECULAR WEIGHT (Da) 1158.2710
ACCURATE MASS (Da) 1157.5816
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Pseudomonas
ORIGIN SPECIES sp.
InChIKey HFPVTZNYHFSJMC-RDOOFJRMSA-N
InChI InChI=1S/C50H83N11O20/c1-24(2)14-11-9-7-5-6-8-10-12-15-27-22-32(66)57-33(26(4)63)41(70)54-25(3)45(74)60-20-17-30(64)36(60)43(72)55-28(16-13-19-53-50(51)52)40(69)58-34(38(67)47(76)77)42(71)56-29(23-62)46(75)61-21-18-31(65)37(61)44(73)59-35(49(80)81-27)39(68)48(78)79/h24-31,33-39,62-65,67-68H,5-23H2,1-4H3,(H,54,70)(H,55,72)(H,56,71)(H,57,66)(H,58,69)(H,59,73)(H,76,77)(H,78,79)(H4,51,52,53)/t25-,26-,27?,28+,29-,30-,31-,33-,34-,35+,36+,37+,38-,39+/m1/s1
SMILES CC(C)CCCCCCCCCCC1CC(=O)N[C@H]([C@@H](C)O)C(=O)N[C@H](C)C(=O)N2CC[C@@H](O)[C@H]2C(=O)N[C@@H](CCCN=C(N)N)C(=O)N[C@H]([C@@H](O)C(=O)O)C(=O)N[C@H](CO)C(=O)N2CC[C@@H](O)[C@H]2C(=O)N[C@@H]([C@H](O)C(=O)O)C(=O)O1
ORIGINAL ISOLATION REFERENCE
CITATION Shoji, J; Hinoo, H; Katayama, T; Nakagawa, Y; Ikenishi, Y; Iwatani, K; Yoshida, T Structures of new peptide antibiotics, plusbacins A1-A4 and B1-B4. Journal of Antibiotics 1992 45 (6) 824-831.
DOI 10.7164/antibiotics.45.824 PMID 1500346
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Bacteria LPSN 2
Phylum Proteobacteria LPSN 1224
Class Gammaproteobacteria LPSN 1236
Order Pseudomonadales LPSN 72274
Family Pseudomonadaceae LPSN 135621
Genus Pseudomonas LPSN 286
SYNTHESES
CITATION 1 Wohlrab A; Lamer R; VanNieuwenhze MS Total synthesis of plusbacin A3: a depsipeptide antibiotic active against vancomycin-resistant bacteria. Journal of the American Chemical Society 2007 129 (14) 4175-7. DOI: 10.1021/ja068455x PMID: 17371023
CITATION 2 Katsuyama A; Paudel A; Panthee S; Hamamoto H; Kawakami T; Hojo H; Yakushiji F; Ichikawa S Total Synthesis and Antibacterial Investigation of Plusbacin A Organic Letters 2017 19 (14) 3771-3774. DOI: 10.1021/acs.orglett.7b01629 PMID: 28696114
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