Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA001771
PROPERTIES
| NPAID | NPA001771 |
|---|---|
| CLUSTER ID | 1122 |
| NODE ID | 294 |
| NAME | Uncialamycin |
| FORMULA | C26H17NO6 |
| MOLECULAR WEIGHT (Da) | 439.4230 |
| ACCURATE MASS (Da) | 439.1056 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Streptomyces |
| ORIGIN SPECIES | uncialis |
| InChIKey | OBGWIHKWGGEOEV-YFRVKLFPSA-N |
| InChI | InChI=1S/C26H17NO6/c1-13(28)25-18-10-4-2-3-5-11-19(30)26(25,33-25)16-12-17(29)20-21(22(16)27-18)24(32)15-9-7-6-8-14(15)23(20)31/h2-3,6-9,12-13,18-19,27-30H,1H3/b3-2-/t13?,18-,19+,25-,26-/m0/s1 |
| SMILES | CC([C@]12[C@@H]3C#C/C=C\C#C[C@H]([C@@]1(O2)C4=CC(=C5C(=C4N3)C(=O)C6=CC=CC=C6C5=O)O)O)O |
ORIGINAL ISOLATION REFERENCE
| CITATION | Davies, Julian; Wang, Hao; Taylor, Terry; Warabi, Kaoru; Huang, Xin-Hui; Andersen, Raymond J Uncialamycin, a new enediyne antibiotic Organic Letters 2005 7 (23) 5233-5236. | ||
|---|---|---|---|
| DOI | 10.1021/ol052081f | PMID | 16268546 |
SYNTHESES
| CITATION 1 | Nicolaou KC; Zhang H; Chen JS; Crawford JJ; Pasunoori L Total synthesis and stereochemistry of uncialamycin. Angewandte Chemie International Edition 2007 46 (25) 4704-7. DOI: 10.1002/anie.200700917 PMID: 17497617 | ||
|---|---|---|---|
| CITATION 2 | Nicolaou KC; Wang Y; Lu M; Mandal D; Pattanayak MR; Yu R; Shah AA; Chen JS; Zhang H; Crawford JJ; Pasunoori L; Poudel YB; Chowdari NS; Pan C; Nazeer A; Gangwar S; Vite G; Pitsinos EN Streamlined Total Synthesis of Uncialamycin and Its Application to the Synthesis of Designed Analogues for Biological Investigations. Journal of the American Chemical Society 2016 138 (26) 8235-46. DOI: 10.1021/jacs.6b04339 PMID: 27266267 | ||
