Compounds
| ID | Spectrum Quality | Annotated Name |
|---|---|---|
| CCMSLIB00012139894 | Gold | 4 |
| CCMSLIB00009979691 | Gold | 4 |
COMPOUND NPA005338
PROPERTIES
| NPAID | NPA005338 |
|---|---|
| CLUSTER ID | 70 |
| NODE ID | 65 |
| NAME | Piericidin A1 |
| FORMULA | C25H37NO4 |
| MOLECULAR WEIGHT (Da) | 415.5740 |
| ACCURATE MASS (Da) | 415.2723 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Streptomyces |
| ORIGIN SPECIES | sp. 16-22 |
| InChIKey | BBLGCDSLCDDALX-LKGBESRRSA-N |
| InChI | InChI=1S/C25H37NO4/c1-9-18(4)22(27)19(5)15-17(3)12-10-11-16(2)13-14-21-20(6)23(28)24(29-7)25(26-21)30-8/h9-10,12-13,15,19,22,27H,11,14H2,1-8H3,(H,26,28)/b12-10+,16-13+,17-15+,18-9+/t19-,22+/m1/s1 |
| SMILES | C/C=C(\C)/[C@@H]([C@H](C)/C=C(\C)/C=C/C/C(=C/CC1=C(C(=O)C(=C(N1)OC)OC)C)/C)O |
ORIGINAL ISOLATION REFERENCE
| CITATION | Takahashi, Nobutaka; Suzuki, Akinori; Saburo, Tamura Chemical Structure of Piericidin A: Part III. Structures of Piericidin A and Octahydropiericidin A Part IV. Structural Confirmation for Pyridine Ring in Piericidin A through Synthesis Part V Mass Spectrometrical Confirmation for the Side Chain Structure of Piericidin A Agricultural and Biological Chemistry 1966 30 (1) 1-26. | ||
|---|---|---|---|
| DOI | 10.1080/00021369.1966.10858543 | PMID | - |
SYNTHESES
| CITATION 1 | Lipshutz BH; Amorelli B Total synthesis of piericidin A1. Application of a modified Negishi carboalumination-nickel-catalyzed cross-coupling. Journal of the American Chemical Society 2009 131 (4) 1396-1397. DOI: 10.1021/ja809542r PMID: 19138148 | ||
|---|---|---|---|
| CITATION 2 | Schnermann MJ; Romero FA; Hwang I; Nakamaru-Ogiso E; Yagi T; Boger DL Total synthesis of piericidin A1 and B1 and key analogues. Journal of the American Chemical Society 2006 128 (36) 11799-11807. DOI: 10.1021/ja0632862 PMID: 16953619 | ||
| CITATION 3 | Schnermann MJ; Boger DL Total synthesis of piericidin A1 and B1. Journal of the American Chemical Society 2005 127 (45) 15704-15705. DOI: 10.1021/ja055041f PMID: 16277503 | ||
