Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
WARNING - This compound is excluded from the NP Atlas. The information displayed is for reference only.
Reason: Reassigned to another compound
Citation: Benelkebir, Hanae; Donlevy, Alison M; Packham, Graham; Ganesan, A Total synthesis and stereochemical assignment of burkholdac B, a depsipeptide HDAC inhibitor. Organic Letters 2011 13 (24) 6334-7. DOI: 10.1021/ol202197q
Revised NPAID: NPA015955
COMPOUND NPA024810
PROPERTIES
| NPAID | NPA024810 |
|---|---|
| CLUSTER ID | None |
| NODE ID | None |
| NAME | Burkholdac B |
| FORMULA | C23H37N3O6S3 |
| MOLECULAR WEIGHT (Da) | 547.7650 |
| ACCURATE MASS (Da) | 547.1844 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Burkholderia |
| ORIGIN SPECIES | thailandensis |
| InChIKey | VJXBYUITQBTTQM-XMJNTTDOSA-N |
| InChI | InChI=1S/C23H37N3O6S3/c1-4-14(2)21-18(27)12-20(29)32-15-7-5-6-9-34-35-13-17(23(31)26-21)25-22(30)16(8-10-33-3)24-19(28)11-15/h5,7,14-18,21,27H,4,6,8-13H2,1-3H3,(H,24,28)(H,25,30)(H,26,31)/t14-,15+,16-,17-,18+,21-/m1/s1 |
| SMILES | CC[C@@H](C)[C@H]1NC(=O)[C@H]2CSSCCC=C[C@@H](CC(=O)N[C@H](CCSC)C(=O)N2)OC(=O)C[C@@H]1O |
ORIGINAL ISOLATION REFERENCE
| CITATION | Biggins JB; Gleber CD; Brady SF Acyldepsipeptide HDAC inhibitor production induced in Burkholderia thailandensis. Organic Letters 2011 13 (6) 1536-1539. | ||
|---|---|---|---|
| DOI | 10.1021/ol200225v | PMID | 21348454 |
REVISIONS
| VERSION | SMILES | CITATION | ||
|---|---|---|---|---|
| Original Isolation | CCC(C)C1C(CC(=O)OC\2CC(=O)NC(C(=O)NC(CSSCC/C=C2)C(=O)N1)CCSC)O | Biggins JB; Gleber CD; Brady SF Acyldepsipeptide HDAC inhibitor production induced in Burkholderia thailandensis. Organic Letters 2011 13 (6) 1536-1539. DOI: 10.1021/ol200225v PMID: 21348454 | ||
| 2 | CC[C@@H](C)[C@H]1NC(=O)[C@H]2CSSCCC=C[C@@H](CC(=O)N[C@H](CCSC)C(=O)N2)OC(=O)C[C@@H]1O | Benelkebir, Hanae; Donlevy, Alison M; Packham, Graham; Ganesan, A Total synthesis and stereochemical assignment of burkholdac B, a depsipeptide HDAC inhibitor. Organic Letters 2011 13 (24) 6334-7. DOI: 10.1021/ol202197q PMID: 22091906 | ||
