Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA006549
PROPERTIES
| NPAID | NPA006549 |
|---|---|
| CLUSTER ID | 3024 |
| NODE ID | 2315 |
| NAME | CJ-16,264 |
| FORMULA | C23H31NO5 |
| MOLECULAR WEIGHT (Da) | 401.5030 |
| ACCURATE MASS (Da) | 401.2202 |
| ORIGIN ORGANISM TYPE | Fungus |
| ORIGIN GENUS | Unknown-fungus |
| ORIGIN SPECIES | sp. cL39457 |
| InChIKey | CNKRTHWUJCSETL-ZWCLZPNRSA-N |
| InChI | InChI=1S/C23H31NO5/c1-11-5-6-14-16(13(3)12(2)10-22(14,4)9-11)18(25)17-19-23(28)15(21(27)29-19)7-8-24(23)20(17)26/h10-11,13-17,19,28H,5-9H2,1-4H3/t11-,13+,14+,15+,16-,17+,19+,22-,23-/m0/s1 |
| SMILES | CC1=C[C@]2(C)C[C@@H](C)CC[C@@H]2[C@@H](C(=O)[C@H]2C(=O)N3CC[C@@H]4C(=O)O[C@H]2[C@@]43O)[C@@H]1C |
ORIGINAL ISOLATION REFERENCE
| CITATION | Sugie; Hirai; Kachi-Tonai; Kim; Kojima; Shiomi; Sugiura; Suzuki; Yoshikawa; Brennan; Duignan; Huang; Sutcliffe New pyrrolizidinone antibiotics CJ-16,264 and CJ-16,367 Journal of Antibiotics 2001 54 (11) 917-925. | ||
|---|---|---|---|
| DOI | 10.7164/antibiotics.54.917 | PMID | 11827034 |
SYNTHESES
| CITATION 1 | Nicolaou KC; Pulukuri KK; Rigol S; Buchman M; Shah AA; Cen N; McCurry MD; Beabout K; Shamoo Y Enantioselective Total Synthesis of Antibiotic CJ-16,264, Synthesis and Biological Evaluation of Designed Analogues, and Discovery of Highly Potent and Simpler Antibacterial Agents. Journal of the American Chemical Society 2017 139 (44) 15868-15877. DOI: 10.1021/jacs.7b08749 PMID: 29064688 | ||
|---|---|---|---|
| CITATION 2 | Nicolaou KC; Shah AA; Korman H; Khan T; Shi L; Worawalai W; Theodorakis EA Total Synthesis and Structural Revision of Antibiotic CJ-16,264. Angewandte Chemie International Edition 2015 54 (32) 9203-9208. DOI: 10.1002/anie.201504337 PMID: 26096055 | ||
REVISIONS
| VERSION | SMILES | CITATION | ||
|---|---|---|---|---|
| Original Isolation | C[C@H]1CC[C@@H]2[C@@H]([C@@H](C(=C[C@@]2(C1)C)C)C)C(=O)[C@H]3[C@@H]4[C@]5([C@H](CCN5C3=O)C(=O)O4)O | Sugie; Hirai; Kachi-Tonai; Kim; Kojima; Shiomi; Sugiura; Suzuki; Yoshikawa; Brennan; Duignan; Huang; Sutcliffe New pyrrolizidinone antibiotics CJ-16,264 and CJ-16,367 Journal of Antibiotics 2001 54 (11) 917-925. DOI: 10.7164/antibiotics.54.917 PMID: 11827034 | ||
| 2 | CC1=C[C@]2(C)C[C@@H](C)CC[C@@H]2[C@@H](C(=O)[C@H]2C(=O)N3CC[C@@H]4C(=O)O[C@H]2[C@@]43O)[C@@H]1C | Nicolaou KC; Shah AA; Korman H; Khan T; Shi L; Worawalai W; Theodorakis EA Total Synthesis and Structural Revision of Antibiotic CJ-16,264. Angewandte Chemie International Edition 2015 54 (32) 9203-9208. DOI: 10.1002/anie.201504337 PMID: 26096055 | ||
