Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA002004
PROPERTIES
| NPAID | NPA002004 |
|---|---|
| CLUSTER ID | 483 |
| NODE ID | 434 |
| NAME | Ammosamide B |
| FORMULA | C12H10ClN5O2 |
| MOLECULAR WEIGHT (Da) | 291.6980 |
| ACCURATE MASS (Da) | 291.0523 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Streptomyces |
| ORIGIN SPECIES | sp CNR-698 |
| InChIKey | HWRGTOQGZGTNID-UHFFFAOYSA-N |
| InChI | InChI=1S/C12H10ClN5O2/c1-18-10-5-3(12(18)20)2-4(11(16)19)17-9(5)7(14)6(13)8(10)15/h2H,14-15H2,1H3,(H2,16,19) |
| SMILES | CN1C2=C(C(=C(C3=C2C(=CC(=N3)C(=O)N)C1=O)N)Cl)N |
ORIGINAL ISOLATION REFERENCE
| CITATION | Hughes, Chambers C.; MacMillan, John B.; Gaudencio, Susana P.; Jensen, Paul R.; Fenical, William The ammosamides: Structures of cell cycle modulators from a marine-derived Streptomyces species Angewandte Chemie International Edition 2009 48 (4) 725-727. | ||
|---|---|---|---|
| DOI | 10.1002/anie.200804890 | PMID | 19090514 |
SYNTHESES
| CITATION 1 | Reddy PV; Banerjee B; Cushman M Efficient total synthesis of ammosamide B. Organic Letters 2010 12 (13) 3112-3114. DOI: 10.1021/ol101215x PMID: 20515072 | ||
|---|---|---|---|
| CITATION 2 | Takayama Y; Yamada T; Tatekabe S; Nagasawa K A tandem Friedel-Crafts based method for the construction of a tricyclic pyrroloquinoline skeleton and its application in the synthesis of ammosamide B. Chemical Communications 2013 49 (58) 6519-6521. DOI: 10.1039/c3cc42463d PMID: 23764772 | ||
