Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA012746
PROPERTIES
| NPAID | NPA012746 |
|---|---|
| CLUSTER ID | 26 |
| NODE ID | 25 |
| NAME | Ardeemin |
| FORMULA | C26H26N4O2 |
| MOLECULAR WEIGHT (Da) | 426.5200 |
| ACCURATE MASS (Da) | 426.2056 |
| ORIGIN ORGANISM TYPE | Fungus |
| ORIGIN GENUS | Aspergillus |
| ORIGIN SPECIES | fischeri |
| InChIKey | DNOJISVGBFLJOQ-BXVKCURFSA-N |
| InChI | InChI=1S/C26H26N4O2/c1-5-25(3,4)26-14-20-21-27-18-12-8-6-10-16(18)23(32)29(21)15(2)22(31)30(20)24(26)28-19-13-9-7-11-17(19)26/h5-13,15,20,24,28H,1,14H2,2-4H3/t15-,20+,24+,26-/m1/s1 |
| SMILES | C[C@@H]1C(=O)N2[C@@H](C[C@@]3([C@H]2NC4=CC=CC=C43)C(C)(C)C=C)C5=NC6=CC=CC=C6C(=O)N15 |
ORIGINAL ISOLATION REFERENCE
| CITATION | HOCHLOWSKI, JILL E.; MULLALLY, MARK M.; SPANTON, STEPHEN G.; WHITTERN, DAVID N.; HILL, PRESTON; MCALPINE, JAMES B. 5-N-Acetylardeemin, a novel heterocyclic compound which reverses multiple drug resistance in tumor cells. II. Isolation and elucidation of the structure of 5-N-acetylardeemin and two congeners Journal of Antibiotics 1993 46 (3) 380-386. | ||
|---|---|---|---|
| DOI | 10.7164/antibiotics.46.380 | PMID | 8478256 |
SYNTHESES
| CITATION 1 | He B; Song H; Du Y; Qin Y Total synthesis of (-)-ardeemin. Journal of Organic Chemistry 2009 74 (1) 298-304. DOI: 10.1021/jo802216z PMID: 19007134 | ||
|---|---|---|---|
| CITATION 2 | Wang Y; Kong C; Du Y; Song H; Zhang D; Qin Y Silver-promoted Friedel-Crafts reaction: concise total synthesis of (-)-ardeemin, (-)-acetylardeemin and (-)-formylardeemin. Organic & Biomolecular Chemistry 2012 10 (14) 2793-7. DOI: 10.1039/c2ob00014h PMID: 22383065 | ||
