Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA007319
PROPERTIES
| NPAID | NPA007319 |
|---|---|
| CLUSTER ID | 193 |
| NODE ID | 181 |
| NAME | Malbrancheamide |
| FORMULA | C21H23Cl2N3O |
| MOLECULAR WEIGHT (Da) | 404.3410 |
| ACCURATE MASS (Da) | 403.1218 |
| ORIGIN ORGANISM TYPE | Fungus |
| ORIGIN GENUS | Malbranchea |
| ORIGIN SPECIES | aurantiaca |
| InChIKey | GZGGCZADGIBRHT-DQLDELGASA-N |
| InChI | InChI=1S/C21H23Cl2N3O/c1-19(2)16-9-21-4-3-5-26(21)10-20(16,25-18(21)27)8-12-11-6-13(22)14(23)7-15(11)24-17(12)19/h6-7,16,24H,3-5,8-10H2,1-2H3,(H,25,27)/t16-,20+,21-/m0/s1 |
| SMILES | CC1([C@@H]2C[C@]34CCCN3C[C@@]2(CC5=C1NC6=CC(=C(C=C56)Cl)Cl)NC4=O)C |
ORIGINAL ISOLATION REFERENCE
| CITATION | Martinez-Luis, Sergio; Rodriguez, Rogelio; Acevedo, Laura; Gonzalez, Maria C.; Lira-Rocha, Alfonso; Mata, Rachel Malbrancheamide, a new calmodulin inhibitor from the fungus Malbranchea aurantiaca Tetrahedron 2006 62 (8) 1817-1822. | ||
|---|---|---|---|
| DOI | 10.1016/j.tet.2005.11.047 | PMID | - |
SYNTHESES
| CITATION 1 | Miller KA; Welch TR; Greshock TJ; Ding Y; Sherman DH; Williams RM Biomimetic total synthesis of malbrancheamide and malbrancheamide B. Journal of Organic Chemistry 2008 73 (8) 3116-3119. DOI: 10.1021/jo800116y PMID: 18345688 | ||
|---|---|---|---|
| CITATION 2 | Laws SW; Scheerer JR Enantioselective synthesis of (+)-malbrancheamide B. Journal of Organic Chemistry 2013 78 (6) 2422-9. DOI: 10.1021/jo3026059 PMID: 23360221 | ||
