Compounds
| ID | Spectrum Quality | Annotated Name |
|---|---|---|
| CCMSLIB00005727532 | Gold | 3 |
| CCMSLIB00005727217 | Gold | 3 |
| CCMSLIB00005727949 | Gold | 3 |
| CCMSLIB00005727066 | Gold | 3 |
| CCMSLIB00005727395 | Gold | 3 |
COMPOUND NPA020303
PROPERTIES
| NPAID | NPA020303 |
|---|---|
| CLUSTER ID | 193 |
| NODE ID | 181 |
| NAME | Brevianamide B |
| FORMULA | C21H23N3O3 |
| MOLECULAR WEIGHT (Da) | 365.4330 |
| ACCURATE MASS (Da) | 365.1739 |
| ORIGIN ORGANISM TYPE | Fungus |
| ORIGIN GENUS | Penicillium |
| ORIGIN SPECIES | brevi-compactum Dierckx |
| InChIKey | MWOFPQAPILIIPR-LYARXQMPSA-N |
| InChI | InChI=1S/C21H23N3O3/c1-18(2)14-10-19-8-5-9-24(19)17(27)20(14,23-16(19)26)11-21(18)15(25)12-6-3-4-7-13(12)22-21/h3-4,6-7,14,22H,5,8-11H2,1-2H3,(H,23,26)/t14-,19+,20+,21+/m1/s1 |
| SMILES | CC1([C@H]2C[C@]34CCCN3C(=O)[C@@]2(C[C@]15C(=O)C6=CC=CC=C6N5)NC4=O)C |
ORIGINAL ISOLATION REFERENCE
| CITATION | Birch, AJ; Russel, RA Studies in relation to biosynthesis—XLIV : Structural elucidations of brevianamides-B, -C, -D and -F Tetrahedron 1972 28 (11) 2999-3008. | ||
|---|---|---|---|
| DOI | 10.1016/0040-4020(72)80014-0 | PMID | - |
SYNTHESES
| CITATION 1 | Robins JG; Kim KJ; Chinn AJ; Woo JS; Scheerer JR Intermolecular Diels-Alder Cycloaddition for the Construction of Bicyclo[2.2.2]diazaoctane Structures: Formal Synthesis of Brevianamide B and Premalbrancheamide. Journal of Organic Chemistry 2016 81 (6) 2293-301. DOI: 10.1021/acs.joc.5b02744 PMID: 26916112 | ||
|---|---|---|---|
