Compounds
| ID | Spectrum Quality | Annotated Name |
|---|---|---|
| CCMSLIB00008851501 | Gold | 3 |
COMPOUND NPA000890
PROPERTIES
| NPAID | NPA000890 |
|---|---|
| CLUSTER ID | 623 |
| NODE ID | 554 |
| NAME | Negamycin |
| FORMULA | C9H20N4O4 |
| MOLECULAR WEIGHT (Da) | 248.2830 |
| ACCURATE MASS (Da) | 248.1485 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Streptomyces |
| ORIGIN SPECIES | sp. strain no. MA91-M1 |
| InChIKey | IKHFJPZQZVMLRH-RNFRBKRXSA-N |
| InChI | InChI=1S/C9H20N4O4/c1-13(5-9(16)17)12-8(15)3-6(11)2-7(14)4-10/h6-7,14H,2-5,10-11H2,1H3,(H,12,15)(H,16,17)/t6-,7-/m1/s1 |
| SMILES | CN(CC(=O)O)NC(=O)C[C@@H](C[C@H](CN)O)N |
ORIGINAL ISOLATION REFERENCE
| CITATION | Kondo, Shinichi; Shibahara, Seiji; Takahashi, Shuji; Maeda, Kenji; Umezawa, Hamao; Ohno, Masaji Negamycin, a novel hydrazide antibiotic Journal of the American Chemical Society 1971 93 (23) 6305-6306. | ||
|---|---|---|---|
| DOI | 10.1021/ja00752a072 | PMID | 5121145 |
SYNTHESES
| CITATION 1 | Streicher W; Reinshagen H; Turnowsky F Total synthesis of rac. negamycin and of negamycin analogs. Journal of Antibiotics 1978 31 (7) 725-8. DOI: 10.7164/antibiotics.31.725 PMID: 567637 | ||
|---|---|---|---|
| CITATION 2 | Hayashi Y; Regnier T; Nishiguchi S; Sydnes MO; Hashimoto D; Hasegawa J; Katoh T; Kajimoto T; Shiozuka M; Matsuda R; Node M; Kiso Y Efficient total synthesis of (+)-negamycin, a potential chemotherapeutic agent for genetic diseases. Chemical Communications 2008 (20) 2379-81. DOI: 10.1039/b801498a PMID: 18473076 | ||
| CITATION 3 | Bates RW; Khanizeman RN; Hirao H; Tay YS; Sae-Lao P A total synthesis of (+)-negamycin through isoxazolidine allylation. Organic & Biomolecular Chemistry 2014 12 (27) 4879-84. DOI: 10.1039/c4ob00537f PMID: 24875354 | ||
