Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA013396
PROPERTIES
| NPAID | NPA013396 |
|---|---|
| CLUSTER ID | 4914 |
| NODE ID | 2500 |
| NAME | Cephalosporolide E |
| FORMULA | C10H14O4 |
| MOLECULAR WEIGHT (Da) | 198.2180 |
| ACCURATE MASS (Da) | 198.0892 |
| ORIGIN ORGANISM TYPE | Fungus |
| ORIGIN GENUS | Cephalosporium |
| ORIGIN SPECIES | aphidicola |
| InChIKey | XNJDUGALSDZUTA-OKJYPTKPSA-N |
| InChI | InChI=1S/C10H14O4/c1-6-2-3-10(13-6)5-8-7(14-10)4-9(11)12-8/h6-8H,2-5H2,1H3/t6-,7+,8+,10+/m0/s1 |
| SMILES | C[C@H]1CC[C@@]2(C[C@H]3OC(=O)C[C@H]3O2)O1 |
ORIGINAL ISOLATION REFERENCE
| CITATION | Ackland, Mark J; Hanson, James R; Hitchcock, Peter B; Ratcliffe, Arnold H Structures of the cephalosporolides B-F, a group of C 10 lactones from Cephalosporium aphidicola Journal of the Chemical Society, Perkin Transactions 1 1985 843-847. | ||
|---|---|---|---|
| DOI | 10.1039/p19850000843 | PMID | - |
SYNTHESES
| CITATION 1 | Ramana CV; Suryawanshi SB; Gonnade RG Pd(II)-mediated alkynediol spiroketalization: first total synthesis of (-)-cephalosporolide E and (+)-cephalosporolide F. Journal of Organic Chemistry 2009 74 (7) 2842-5. DOI: 10.1021/jo802539z PMID: 19256465 | ||
|---|---|---|---|
| CITATION 2 | Cortezano-Arellano O; Quintero L; Sartillo-Piscil F Total synthesis of cephalosporolide E via a tandem radical/polar crossover reaction. The use of the radical cations under nonoxidative conditions in total synthesis. Journal of Organic Chemistry 2015 80 (5) 2601-8. DOI: 10.1021/jo502757c PMID: 25642728 | ||
REVISIONS
| VERSION | SMILES | CITATION | ||
|---|---|---|---|---|
| Original Isolation | C[C@@H]1CC[C@]2(O1)C[C@H]3[C@@H](O2)CC(=O)O3 | Ackland, Mark J; Hanson, James R; Hitchcock, Peter B; Ratcliffe, Arnold H Structures of the cephalosporolides B-F, a group of C 10 lactones from Cephalosporium aphidicola Journal of the Chemical Society, Perkin Transactions 1 1985 843-847. DOI: 10.1039/p19850000843 | ||
| 2 | C[C@H]1CC[C@@]2(C[C@H]3OC(=O)C[C@H]3O2)O1 | Ramana CV; Suryawanshi SB; Gonnade RG Pd(II)-mediated alkynediol spiroketalization: first total synthesis of (-)-cephalosporolide E and (+)-cephalosporolide F. Journal of Organic Chemistry 2009 74 (7) 2842-5. DOI: 10.1021/jo802539z PMID: 19256465 | ||
