Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA002972
PROPERTIES
| NPAID | NPA002972 |
|---|---|
| CLUSTER ID | 1707 |
| NODE ID | 1393 |
| NAME | Salimabromide |
| FORMULA | C20H20Br2O3 |
| MOLECULAR WEIGHT (Da) | 468.1850 |
| ACCURATE MASS (Da) | 465.9779 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Enhygromyxa |
| ORIGIN SPECIES | salina SWB0007 |
| InChIKey | GDEXCBVSKBSSBD-DOHHPOSVSA-N |
| InChI | InChI=1S/C20H20Br2O3/c1-5-9-11(21)8-10-13(16(9)22)14-15-18(24)25-17(14)12(23)6-7-20(15,4)19(10,2)3/h6-8,14-15,17H,5H2,1-4H3/t14-,15+,17-,20-/m1/s1 |
| SMILES | CCC1=C(Br)C=C2C(=C1Br)[C@H]1[C@@H]3OC(=O)[C@H]1[C@@](C)(C=CC3=O)C2(C)C |
ORIGINAL ISOLATION REFERENCE
| CITATION | Felder, Stephan; Dreisigacker, Sandra; Kehraus, Stefan; Neu, Edith; Bierbaum, Gabriele; Wright, Patrick R.; Menche, Dirk; Schäberle, Till F.; König, Gabriele M. Salimabromide: Unexpected chemistry from the obligate marine myxobacterium enhygromxya salina Chemistry - A European Journal 2013 19 (28) 9319-9324. | ||
|---|---|---|---|
| DOI | 10.1002/chem.201301379 | PMID | 23703738 |
SYNTHESES
| CITATION 1 | Schmid M; Grossmann AS; Wurst K; Magauer T Total Synthesis of Salimabromide: A Tetracyclic Polyketide from a Marine Myxobacterium. Journal of the American Chemical Society 2018 140 (27) 8444-8447. DOI: 10.1021/jacs.8b06228 PMID: 29953216 | ||
|---|---|---|---|
| CITATION 2 | Palm A; Knopf C; Schmalzbauer B; Menche D Enantioselective Total Synthesis of (+)-Salimabromide Reveals Almost Racemic Nature of Natural Salimabromide. Organic Letters 2019 21 (6) 1939-1942. DOI: 10.1021/acs.orglett.9b00706 PMID: 30840465 | ||
| CITATION 3 | Schmid M; Grossmann AS; Mayer P; Müller T; Magauer T Ring-Expansion Approaches for the Total Synthesis of Salimabromide. Tetrahedron 2019 75 (24) 3195-3215. DOI: 10.1016/j.tet.2019.03.010 PMID: 31160829 | ||
