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Compounds

COMPOUND NPA024414

STRUCTURE
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PROPERTIES
NPAID NPA024414
CLUSTER ID 26
NODE ID 25
NAME Sunshinamide
FORMULA C25H35N3O5S2
MOLECULAR WEIGHT (Da) 521.7050
ACCURATE MASS (Da) 521.2018
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Gynuella
ORIGIN SPECIES sunshinyii
InChIKey KFYDPFIYPBXQLG-CGXNFDGLSA-N
InChI InChI=1S/C25H35N3O5S2/c1-2-3-4-5-9-12-18-14-22(29)26-19(13-17-10-7-6-8-11-17)23(30)27-20-15-34-35-16-21(25(32)33-18)28-24(20)31/h6-8,10-11,18-21H,2-5,9,12-16H2,1H3,(H,26,29)(H,27,30)(H,28,31)/t18-,19-,20+,21+/m1/s1
SMILES CCCCCCC[C@@H]1CC(=O)N[C@H](CC2=CC=CC=C2)C(=O)N[C@H]2CSSC[C@H](NC2=O)C(=O)O1
ORIGINAL ISOLATION REFERENCE
CITATION Ueoka, Reiko; Bhushan, Agneya; Probst, Silke I.; Bray, Walter M.; Lokey, R. Scott; Linington, Roger G.; Piel, Jörn Genome-Based Identification of a Plant-Associated Marine Bacterium as a Rich Natural Product Source Angewandte Chemie International Edition 2018 57 (44) 14519-14523.
DOI 10.1002/anie.201805673 PMID 30025185
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Bacteria LPSN 2
Phylum Proteobacteria LPSN 1224
Class Gammaproteobacteria LPSN 1236
Order Oceanospirillales LPSN 135619
Family Saccharospirillaceae LPSN 255527
Genus Gynuella LPSN 1445504
REVISIONS
VERSION SMILES CITATION
Original Isolation CCCCCCCC1CC(=O)N[C@@H](C(=O)N[C@H]2CSSC[C@@H](C(=O)O1)NC2=O)CC3=CC=CC=C3 Ueoka, Reiko; Bhushan, Agneya; Probst, Silke I.; Bray, Walter M.; Lokey, R. Scott; Linington, Roger G.; Piel, Jörn Genome-Based Identification of a Plant-Associated Marine Bacterium as a Rich Natural Product Source Angewandte Chemie International Edition 2018 57 (44) 14519-14523. DOI: 10.1002/anie.201805673 PMID: 30025185
2 CCCCCCC[C@@H]1CC(=O)N[C@H](CC2=CC=CC=C2)C(=O)N[C@H]2CSSC[C@H](NC2=O)C(=O)O1 Mondal, Joyanta; Sarkar, Ruma; Sen, Prosenjit; Goswami, Rajib Kumar Total Synthesis and Stereochemical Assignment of Sunshinamide and Its Anticancer Activity. Organic Letters 2020 22 (3) 1188-1192. DOI: 10.1021/acs.orglett.0c00070 PMID: 31965806
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