Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA013535
PROPERTIES
| NPAID | NPA013535 |
|---|---|
| CLUSTER ID | 46 |
| NODE ID | 11 |
| NAME | Rubiginone B2 |
| FORMULA | C20H16O4 |
| MOLECULAR WEIGHT (Da) | 320.3440 |
| ACCURATE MASS (Da) | 320.1049 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Streptomyces |
| ORIGIN SPECIES | griseorubiginosus |
| InChIKey | ZUCWNLVDTXGGSU-JTQLQIEISA-N |
| InChI | InChI=1S/C20H16O4/c1-10-8-11-6-7-13-18(16(11)14(21)9-10)20(23)12-4-3-5-15(24-2)17(12)19(13)22/h3-7,10H,8-9H2,1-2H3/t10-/m0/s1 |
| SMILES | C[C@H]1CC2=C(C(=O)C1)C3=C(C=C2)C(=O)C4=C(C3=O)C=CC=C4OC |
ORIGINAL ISOLATION REFERENCE
| CITATION | Oka; Kamei; Hamagishi; Tomita; Miyaki; Konishi; Oki Chemical and biological properties of rubiginone, a complex of new antibiotics with vincristine-cytotoxicity potentiating activity Journal of Antibiotics 1990 43 (8) 967-976. | ||
|---|---|---|---|
| DOI | 10.7164/antibiotics.43.967 | PMID | 2211364 |
SYNTHESES
| CITATION 1 | Kesenheimer C; Kalogerakis A; Meissner A; Groth U The cobalt way to angucyclinones: asymmetric total synthesis of the antibiotics (+)-rubiginone B2, (-)-tetrangomycin, and (-)-8-O-methyltetrangomycin. Chemistry - A European Journal 2010 16 (29) 8805-8821. DOI: 10.1002/chem.201000804 PMID: 20575121 | ||
|---|---|---|---|
| CITATION 2 | Sato K; Asao N; Yamamoto Y Efficient method for synthesis of angucyclinone antibiotics via gold-catalyzed intramolecular [4 + 2] benzannulation: enantioselective total synthesis of (+)-ochromycinone and (+)-rubiginone B2. Journal of Organic Chemistry 2005 70 (22) 8977-8981. DOI: 10.1021/jo051444m PMID: 16238336 | ||
