Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA008415
PROPERTIES
| NPAID | NPA008415 |
|---|---|
| CLUSTER ID | 3608 |
| NODE ID | 2713 |
| NAME | Sinefungin |
| FORMULA | C15H23N7O5 |
| MOLECULAR WEIGHT (Da) | 381.3930 |
| ACCURATE MASS (Da) | 381.1761 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Streptomyces |
| ORIGIN SPECIES | griseolus |
| InChIKey | LMXOHSDXUQEUSF-YECHIGJVSA-N |
| InChI | InChI=1S/C15H23N7O5/c16-6(1-2-7(17)15(25)26)3-8-10(23)11(24)14(27-8)22-5-21-9-12(18)19-4-20-13(9)22/h4-8,10-11,14,23-24H,1-3,16-17H2,(H,25,26)(H2,18,19,20)/t6-,7-,8+,10+,11+,14+/m0/s1 |
| SMILES | C1=NC2=C(C(=N1)N)N=CN2[C@H]3[C@@H]([C@@H]([C@H](O3)C[C@H](CC[C@@H](C(=O)O)N)N)O)O |
ORIGINAL ISOLATION REFERENCE
| CITATION | Borchardt, Ronald T; Eiden, Lee E; Wu, BiShia; Rutledge, Charles O Sinefungin, a potent inhibitor of S-adenosylmethionine: Protein O-methyltransferase Biochemical and Biophysical Research Communications 1979 89 (3) 919-924. | ||
|---|---|---|---|
| DOI | 10.1016/0006-291x(79)91866-7 | PMID | - |
SYNTHESES
| CITATION 1 | Ghosh AK; Liu W Total Synthesis of (+)-Sinefungin. Journal of Organic Chemistry 1997 62 (7) 2299. DOI: 10.1021/jo964030p PMID: 11671549 | ||
|---|---|---|---|
| CITATION 2 | Ghosh AK; Liu W Total Synthesis of (+)-Sinefungin. Journal of Organic Chemistry 1996 61 (18) 6175-6182. DOI: 10.1021/jo960670g PMID: 11667452 | ||
| CITATION 3 | Mizuno Y; Tsuchida K; Tampo H Toward the total synthesis of Sinefungin. Nucleic Acids Symposium Series 1982 (11) 45-8. DOI: 10.5281/zenodo.3542056 PMID: 7183970 | ||
