Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA004357
PROPERTIES
| NPAID | NPA004357 |
|---|---|
| CLUSTER ID | 2271 |
| NODE ID | 1799 |
| NAME | Polyoxin C |
| FORMULA | C11H15N3O8 |
| MOLECULAR WEIGHT (Da) | 317.2540 |
| ACCURATE MASS (Da) | 317.0859 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Streptomyces |
| ORIGIN SPECIES | cacaoi |
| InChIKey | TZQKKPBFBDTCRN-AJDRIWCOSA-N |
| InChI | InChI=1S/C11H15N3O8/c12-4(10(19)20)7-5(16)6(17)9(22-7)14-1-3(2-15)8(18)13-11(14)21/h1,4-7,9,15-17H,2,12H2,(H,19,20)(H,13,18,21)/t4-,5-,6+,7+,9+/m0/s1 |
| SMILES | C1=C(C(=O)NC(=O)N1[C@H]2[C@@H]([C@@H]([C@H](O2)[C@@H](C(=O)O)N)O)O)CO |
ORIGINAL ISOLATION REFERENCE
| CITATION | Isono, Kiyoshi; Nagatsu, Junsaku; Kobinata, Kimie; Sasaki, Kazuya; Suzuki, Saburo Studies on polyoxins, antifungal antibiotics: Part V. Isolation and characterization of Polyoxins C, D, E, F, G, H and I Agricultural and Biological Chemistry 1967 31 (2) 190-199. | ||
|---|---|---|---|
| DOI | 10.1080/00021369.1967.10858788 | PMID | - |
SYNTHESES
| CITATION 1 | Zhang D; Miller MJ Total Synthesis of (+/-) Carbocyclic Polyoxin C and Its alpha-Epimer. Journal of Organic Chemistry 1998 63 (3) 755-759. DOI: 10.1021/jo971711r PMID: 11672070 | ||
|---|---|---|---|
| CITATION 2 | Merino P; Franco S; Merchan FL; Tejero T Stereodivergent approaches to the synthesis of isoxazolidine analogues of alpha-amino acid nucleosides. Total synthesis of isoxazolidinyl deoxypolyoxin C and uracil polyoxin C. Journal of Organic Chemistry 2000 65 (18) 5575-5589. DOI: 10.1021/jo0002689 PMID: 10970296 | ||
| CITATION 3 | Li F; Brogan JB; Gage JL; Zhang D; Miller MJ Chemoenzymatic synthesis and synthetic application of enantiopure aminocyclopentenols: total synthesis of carbocyclic (+)-uracil polyoxin C and its alpha-epimer. Journal of Organic Chemistry 2004 69 (13) 4538-4540. DOI: 10.1021/jo0496796 PMID: 15202916 | ||
