Compounds
| ID | Spectrum Quality | Annotated Name |
|---|---|---|
| CCMSLIB00000839187 | Bronze | Rakicidin&A |
COMPOUND NPA019491
PROPERTIES
| NPAID | NPA019491 |
|---|---|
| CLUSTER ID | 2179 |
| NODE ID | 1737 |
| NAME | Rakicidin A |
| FORMULA | C32H54N4O7 |
| MOLECULAR WEIGHT (Da) | 606.8050 |
| ACCURATE MASS (Da) | 606.3993 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Micromonospora |
| ORIGIN SPECIES | sp. |
| InChIKey | NODOLTRBPIFGCQ-FNXFNJECSA-N |
| InChI | InChI=1S/C32H54N4O7/c1-21(2)16-14-12-10-8-7-9-11-13-15-17-22(3)29-24(5)31(41)34-23(4)18-19-26(38)36(6)20-25(37)35-27(32(42)43-29)28(39)30(33)40/h18-19,21-22,24,27-29,39H,4,7-17,20H2,1-3,5-6H3,(H2,33,40)(H,34,41)(H,35,37)/b19-18-/t22-,24+,27+,28+,29+/m1/s1 |
| SMILES | C=C1/C=C\C(=O)N(C)CC(=O)N[C@@H]([C@H](O)C(N)=O)C(=O)O[C@@H]([C@H](C)CCCCCCCCCCCC(C)C)[C@H](C)C(=O)N1 |
ORIGINAL ISOLATION REFERENCE
| CITATION | MCBRIEN, KIMBERLY D.; BERRY, RONALD L.; LOWE, SUSAN E.; NEDDERMANN, KIM M.; BURSUKER, ISIA; HUANG, STELLA; KLOHR, STEVEN E.; LEET, JOHN E. Rakicidins, New Cytotoxic Lipopeptides from Micromonospora sp. Fermentation, Isolation and Characterization Journal of Antibiotics 1995 48 (12) 1446-1452. | ||
|---|---|---|---|
| DOI | 10.7164/antibiotics.48.1446 | PMID | 8557602 |
SYNTHESES
| CITATION 1 | Sang F; Li D; Sun X; Cao X; Wang L; Sun J; Sun B; Wu L; Yang G; Chu X; Wang J; Dong C; Geng Y; Jiang H; Long H; Chen S; Wang G; Zhang S; Zhang Q; Chen Y Total synthesis and determination of the absolute configuration of rakicidin A. Journal of the American Chemical Society 2014 136 (44) 15787-91. DOI: 10.1021/ja509379j PMID: 25286338 | ||
|---|---|---|---|
REVISIONS
| VERSION | SMILES | CITATION | ||
|---|---|---|---|---|
| Original Isolation | CC1C(OC(=O)C(NC(=O)CN(C(=O)/C=C\C(=C)NC1=O)C)C(C(=O)N)O)C(C)CCCCCCCCCCCC(C)C | MCBRIEN, KIMBERLY D.; BERRY, RONALD L.; LOWE, SUSAN E.; NEDDERMANN, KIM M.; BURSUKER, ISIA; HUANG, STELLA; KLOHR, STEVEN E.; LEET, JOHN E. Rakicidins, New Cytotoxic Lipopeptides from Micromonospora sp. Fermentation, Isolation and Characterization Journal of Antibiotics 1995 48 (12) 1446-1452. DOI: 10.7164/antibiotics.48.1446 PMID: 8557602 | ||
| 2 | C=C1/C=C\C(=O)N(C)CC(=O)N[C@@H]([C@H](O)C(N)=O)C(=O)O[C@@H]([C@H](C)CCCCCCCCCCCC(C)C)[C@H](C)C(=O)N1 | Sang F; Li D; Sun X; Cao X; Wang L; Sun J; Sun B; Wu L; Yang G; Chu X; Wang J; Dong C; Geng Y; Jiang H; Long H; Chen S; Wang G; Zhang S; Zhang Q; Chen Y Total synthesis and determination of the absolute configuration of rakicidin A. Journal of the American Chemical Society 2014 136 (44) 15787-91. DOI: 10.1021/ja509379j PMID: 25286338 | ||
