Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA020292
PROPERTIES
| NPAID | NPA020292 |
|---|---|
| CLUSTER ID | 6432 |
| NODE ID | 4446 |
| NAME | Saframycin A |
| FORMULA | C29H30N4O8 |
| MOLECULAR WEIGHT (Da) | 562.5790 |
| ACCURATE MASS (Da) | 562.2064 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Streptomyces |
| ORIGIN SPECIES | lavendulae No. 314 |
| InChIKey | JNEGMBHBUAJRSX-SHUHUVMISA-N |
| InChI | InChI=1S/C29H30N4O8/c1-11-23(35)14-8-17-22-21-15(24(36)12(2)28(41-6)26(21)38)7-16(32(22)4)18(9-30)33(17)19(10-31-29(39)13(3)34)20(14)25(37)27(11)40-5/h16-19,22H,7-8,10H2,1-6H3,(H,31,39)/t16-,17-,18-,19-,22-/m0/s1 |
| SMILES | CC1=C(C(=O)C2=C(C1=O)C[C@H]3[C@H]4C5=C(C[C@H](N4C)[C@@H](N3[C@H]2CNC(=O)C(=O)C)C#N)C(=O)C(=C(C5=O)OC)C)OC |
ORIGINAL ISOLATION REFERENCE
| CITATION | Arai T, Takahashi K, Kubo A New antibiotics saframycins A, B, C, D and E Journal of Antibiotics 1977 30 (11) 1015-1018. | ||
|---|---|---|---|
| DOI | 10.7164/antibiotics.30.1015 | PMID | 591455 |
SYNTHESES
| CITATION 1 | Martinez EJ; Corey EJ Enantioselective synthesis of saframycin A and evaluation of antitumor activity relative to ecteinascidin/saframycin hybrids. Organic Letters 1999 1 (1) 75-7. DOI: 10.1021/ol990553i PMID: 10822537 | ||
|---|---|---|---|
| CITATION 2 | Dong W; Liu W; Liao X; Guan B; Chen S; Liu Z Asymmetric total synthesis of (-)-saframycin A from L-tyrosine. Journal of Organic Chemistry 2011 76 (13) 5363-8. DOI: 10.1021/jo200758r PMID: 21612294 | ||
