Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA011020
PROPERTIES
| NPAID | NPA011020 |
|---|---|
| CLUSTER ID | 283 |
| NODE ID | 257 |
| NAME | Microcin SF608 |
| FORMULA | C32H44N6O6 |
| MOLECULAR WEIGHT (Da) | 608.7400 |
| ACCURATE MASS (Da) | 608.3322 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Microcystis |
| ORIGIN SPECIES | sp. |
| InChIKey | HYPWKJJQJSEUDS-GFZBRZDVSA-N |
| InChI | InChI=1S/C32H44N6O6/c33-32(34)36-15-5-4-14-35-29(42)27-18-22-10-13-24(40)19-26(22)38(27)31(44)25(16-20-6-2-1-3-7-20)37-30(43)28(41)17-21-8-11-23(39)12-9-21/h1-3,6-9,11-12,22,24-28,39-41H,4-5,10,13-19H2,(H,35,42)(H,37,43)(H4,33,34,36)/t22-,24+,25-,26-,27-,28-/m0/s1 |
| SMILES | C1C[C@H](C[C@H]2[C@@H]1C[C@H](N2C(=O)[C@H](CC3=CC=CC=C3)NC(=O)[C@H](CC4=CC=C(C=C4)O)O)C(=O)NCCCCN=C(N)N)O |
ORIGINAL ISOLATION REFERENCE
| CITATION | Banker, Ronny; Carmeli, Shmuel Inhibitors of serine proteases from a waterbloom of the cyanobacterium Microcystis sp Tetrahedron 1999 55 (35) 10835-10844. | ||
|---|---|---|---|
| DOI | 10.1016/s0040-4020(99)00597-9 | PMID | - |
SYNTHESES
| CITATION 1 | Diethelm S; Schindler CS; Carreira EM Access to the aeruginosin serine protease inhibitors through the nucleophilic opening of an oxabicyclo[2.2.1]heptane: total synthesis of microcin SF608. Chemistry - A European Journal 2014 20 (20) 6071-6080. DOI: 10.1002/chem.201400046 PMID: 24687726 | ||
|---|---|---|---|
| CITATION 2 | Diethelm S; Schindler CS; Carreira EM Synthesis of Microcin SF608 through nucleophilic opening of an oxabicyclo[2.2.1]heptane. Organic Letters 2010 12 (17) 3950-3953. DOI: 10.1021/ol1017189 PMID: 20704315 | ||
| CITATION 3 | Valls N; Vallribera M; López-Canet M; Bonjoch J Synthesis of microcin SF608. Journal of Organic Chemistry 2002 67 (14) 4945-4950. DOI: 10.1021/jo025709y PMID: 12098309 | ||
