Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA007143
PROPERTIES
| NPAID | NPA007143 |
|---|---|
| CLUSTER ID | 2217 |
| NODE ID | 1763 |
| NAME | BE-43472B |
| FORMULA | C32H24O9 |
| MOLECULAR WEIGHT (Da) | 552.5350 |
| ACCURATE MASS (Da) | 552.1420 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Streptomyces |
| ORIGIN SPECIES | sp. |
| InChIKey | LESRGCZNXLXQQQ-CFFSJRCFSA-N |
| InChI | InChI=1S/C32H24O9/c1-12-9-15-21(19(34)10-12)26(37)22-14(25(15)36)7-8-17-28(22)41-32-16-5-4-6-18(33)23(16)27(38)24-20(35)11-30(3,39)29(13(2)40-32)31(17,24)32/h4-10,13,29,33-34,38-39H,11H2,1-3H3/t13-,29+,30+,31-,32+/m1/s1 |
| SMILES | CC1=CC2=C(C(=O)C3=C(C=CC4=C3O[C@@]35O[C@H](C)[C@H]6[C@@](C)(O)CC(=O)C(=C(O)C7=C3C=CC=C7O)[C@]465)C2=O)C(O)=C1 |
ORIGINAL ISOLATION REFERENCE
| CITATION | Socha, Aaron M; LaPlante, Kerry L; Rowley, David C New bisanthraquinone antibiotics and semi-synthetic derivatives with potent activity against clinical Staphylococcus aureus and Enterococcus faecium isolates Bioorganic and Medicinal Chemistry 2006 14 (24) 8446-8454. | ||
|---|---|---|---|
| DOI | 10.1016/j.bmc.2006.08.038 | PMID | 16979896 |
SYNTHESES
| CITATION 1 | Nicolaou KC; Lim YH; Becker J Total synthesis and absolute configuration of the bisanthraquinone antibiotic BE-43472B. Angewandte Chemie International Edition 2009 48 (19) 3444-8. DOI: 10.1002/anie.200900058 PMID: 19235819 | ||
|---|---|---|---|
| CITATION 2 | Nicolaou KC; Becker J; Lim YH; Lemire A; Neubauer T; Montero A Total synthesis and biological evaluation of (+)- and (-)-bisanthraquinone antibiotic BE-43472B and related compounds. Journal of the American Chemical Society 2009 131 (41) 14812-26. DOI: 10.1021/ja9073694 PMID: 19778008 | ||
| CITATION 3 | Yamashita Y; Hirano Y; Takada A; Takikawa H; Suzuki K Total synthesis of the antibiotic BE-43472B. Angewandte Chemie International Edition 2013 52 (26) 6658-61. DOI: 10.1002/anie.201301591 PMID: 23677772 | ||
REVISIONS
| VERSION | SMILES | CITATION | ||
|---|---|---|---|---|
| Original Isolation | C[C@H]1[C@@]2([C@](CC(=O)C3=C(C4=C(C=CC=C4O)[C@@]5([C@@]32C6=C(O5)C7=C(C=C6)C(=O)C8=CC(=CC(=C8C7=O)O)C)O1)O)(C)O)O | Socha, Aaron M; LaPlante, Kerry L; Rowley, David C New bisanthraquinone antibiotics and semi-synthetic derivatives with potent activity against clinical Staphylococcus aureus and Enterococcus faecium isolates Bioorganic and Medicinal Chemistry 2006 14 (24) 8446-8454. DOI: 10.1016/j.bmc.2006.08.038 PMID: 16979896 | ||
| 2 | CC1=CC2=C(C(=O)C3=C(C=CC4=C3O[C@@]35O[C@H](C)[C@H]6[C@@](C)(O)CC(=O)C(=C(O)C7=C3C=CC=C7O)[C@]465)C2=O)C(O)=C1 | Nicolaou KC; Becker J; Lim YH; Lemire A; Neubauer T; Montero A Total synthesis and biological evaluation of (+)- and (-)-bisanthraquinone antibiotic BE-43472B and related compounds. Journal of the American Chemical Society 2009 131 (41) 14812-26. DOI: 10.1021/ja9073694 PMID: 19778008 | ||
