Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA018274
PROPERTIES
| NPAID | NPA018274 |
|---|---|
| CLUSTER ID | 58 |
| NODE ID | 54 |
| NAME | Reblastatin |
| FORMULA | C29H44N2O8 |
| MOLECULAR WEIGHT (Da) | 548.6770 |
| ACCURATE MASS (Da) | 548.3098 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Streptomyces |
| ORIGIN SPECIES | hygoscopicus |
| InChIKey | VFJOOSVDHSUNKR-DQJDZTSCSA-N |
| InChI | InChI=1S/C29H44N2O8/c1-16-11-20-14-21(15-22(32)27(20)38-7)31-28(34)17(2)9-8-10-23(36-5)26(39-29(30)35)19(4)13-18(3)25(33)24(12-16)37-6/h9,13-16,18,23-26,32-33H,8,10-12H2,1-7H3,(H2,30,35)(H,31,34)/b17-9+,19-13+/t16-,18+,23+,24+,25-,26+/m1/s1 |
| SMILES | C[C@H]1C[C@@H]([C@@H]([C@H](/C=C(/[C@@H]([C@H](CC/C=C(/C(=O)NC2=CC(=C(C(=C2)C1)OC)O)\C)OC)OC(=O)N)\C)C)O)OC |
ORIGINAL ISOLATION REFERENCE
| CITATION | Takatsu, T; Ohtsuki, M; Muramatsu, A; Enokita, R; Kurakata, S I Reblastatin, a novel benzenoid ansamycin-type cell cycle inhibitor Journal of Antibiotics 2000 53 (11) 1310-1312. | ||
|---|---|---|---|
| DOI | 10.7164/antibiotics.53.1310 | PMID | 11213294 |
SYNTHESES
| CITATION 1 | Wrona IE; Gabarda AE; Evano G; Panek JS Total synthesis of reblastatin. Journal of the American Chemical Society 2005 127 (43) 15026-15027. DOI: 10.1021/ja055384d PMID: 16248632 | ||
|---|---|---|---|
| CITATION 2 | Wrona IE; Gozman A; Taldone T; Chiosis G; Panek JS Synthesis of reblastatin, autolytimycin, and non-benzoquinone analogues: potent inhibitors of heat shock protein 90. Journal of Organic Chemistry 2010 75 (9) 2820-2835. DOI: 10.1021/jo1000109 PMID: 20392070 | ||
