Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA014021
PROPERTIES
| NPAID | NPA014021 |
|---|---|
| CLUSTER ID | 26 |
| NODE ID | 25 |
| NAME | Asperazine |
| FORMULA | C40H36N6O4 |
| MOLECULAR WEIGHT (Da) | 664.7660 |
| ACCURATE MASS (Da) | 664.2798 |
| ORIGIN ORGANISM TYPE | Fungus |
| ORIGIN GENUS | Aspergillus |
| ORIGIN SPECIES | niger |
| InChIKey | AWMBNXCUMNOLQI-JQLKQZRRSA-N |
| InChI | InChI=1S/C40H36N6O4/c47-35-30(18-23-10-3-1-4-11-23)42-36(48)31(43-35)20-25-22-41-34-26(25)14-9-16-28(34)40-21-33-37(49)44-32(19-24-12-5-2-6-13-24)38(50)46(33)39(40)45-29-17-8-7-15-27(29)40/h1-17,22,30-33,39,41,45H,18-21H2,(H,42,48)(H,43,47)(H,44,49)/t30-,31+,32-,33+,39-,40-/m1/s1 |
| SMILES | C1[C@H]2C(=O)N[C@@H](C(=O)N2[C@@H]3[C@]1(C4=CC=CC=C4N3)C5=CC=CC6=C5NC=C6C[C@H]7C(=O)N[C@@H](C(=O)N7)CC8=CC=CC=C8)CC9=CC=CC=C9 |
ORIGINAL ISOLATION REFERENCE
| CITATION | Varoglu, Mustafa; Corbett, Thomas H.; Valeriote, Frederick A.; Crews, Phillip Asperazine, a Selective Cytotoxic Alkaloid from a Sponge-Derived Culture ofAspergillus niger Journal of Organic Chemistry 1997 62 (21) 7078-7079. | ||
|---|---|---|---|
| DOI | 10.1021/jo970568z | PMID | 11671801 |
SYNTHESES
| CITATION 1 | Govek SP; Overman LE Total synthesis of asperazine. Journal of the American Chemical Society 2001 123 (38) 9468-9. DOI: 10.1021/ja016616l PMID: 11562240 | ||
|---|---|---|---|
| CITATION 2 | Loach RP; Fenton OS; Movassaghi M Concise Total Synthesis of (+)-Asperazine, (+)-Pestalazine A, and (+)-iso-Pestalazine A. Structure Revision of (+)-Pestalazine A. Journal of the American Chemical Society 2016 138 (3) 1057-64. DOI: 10.1021/jacs.5b12392 PMID: 26726924 | ||
