Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA021133
PROPERTIES
| NPAID | NPA021133 |
|---|---|
| CLUSTER ID | 6615 |
| NODE ID | 3805 |
| NAME | Amipurimycin |
| FORMULA | C20H29N7O8 |
| MOLECULAR WEIGHT (Da) | 495.4930 |
| ACCURATE MASS (Da) | 495.2078 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Streptomyces |
| ORIGIN SPECIES | novoguineensis sp. nov. T-36496 |
| InChIKey | BHAUQSKSOITMND-GNGDLIGJSA-N |
| InChI | InChI=1S/C20H29N7O8/c21-9-3-1-2-8(9)16(31)25-13(18(32)33)11-4-20(34,12(29)6-28)14(30)17(35-11)27-7-24-10-5-23-19(22)26-15(10)27/h5,7-9,11-14,17,28-30,34H,1-4,6,21H2,(H,25,31)(H,32,33)(H2,22,23,26)/t8-,9+,11-,12-,13+,14-,17-,20+/m1/s1 |
| SMILES | NC1=NC=C2N=CN([C@@H]3O[C@@H]([C@H](NC(=O)[C@@H]4CCC[C@@H]4N)C(=O)O)C[C@](O)([C@H](O)CO)[C@@H]3O)C2=N1 |
ORIGINAL ISOLATION REFERENCE
| CITATION | Iwasa T; Kishi T; Matsuura K; Wakae O STREPTOMYCES NOVOGUINEENSIS SP. NOV., AN AMIPURIMYCIN PRODUCER, AND ANTIMICROBIAL ACTIVITY OF AMIPURIMYCIN Journal of Antibiotics 1977 30 (1) 1-10. | ||
|---|---|---|---|
| DOI | 10.7164/antibiotics.30.1 | PMID | 557031 |
SYNTHESES
| CITATION 1 | Wang S; Sun J; Zhang Q; Cao X; Zhao Y; Tang G; Yu B Amipurimycin: Total Synthesis of the Proposed Structures and Diastereoisomers. Angewandte Chemie International Edition 2018 57 (11) 2884-2888. DOI: 10.1002/anie.201800169 PMID: 29356246 | ||
|---|---|---|---|
| CITATION 2 | Wang S; Zhang Q; Zhao Y; Sun J; Kang W; Wang F; Pan H; Tang G; Yu B The Miharamycins and Amipurimycin: their Structural Revision and the Total Synthesis of the Latter. Angewandte Chemie International Edition 2019 58 (31) 10558-10562. DOI: 10.1002/anie.201905723 PMID: 31190371 | ||
REVISIONS
| VERSION | SMILES | CITATION | ||
|---|---|---|---|---|
| Original Isolation | C1C[C@H]([C@H](C1)N)C(=O)N[C@H]([C@H]2C[C@]([C@@H]([C@@H](O2)N3C=NC4=CN=C(N=C43)N)O)([C@H](CO)O)O)C(=O)O | Iwasa T; Kishi T; Matsuura K; Wakae O STREPTOMYCES NOVOGUINEENSIS SP. NOV., AN AMIPURIMYCIN PRODUCER, AND ANTIMICROBIAL ACTIVITY OF AMIPURIMYCIN Journal of Antibiotics 1977 30 (1) 1-10. DOI: 10.7164/antibiotics.30.1 PMID: 557031 | ||
| 2 | NC1=NC=C2N=CN([C@@H]3O[C@@H]([C@H](NC(=O)[C@@H]4CCC[C@@H]4N)C(=O)O)C[C@](O)([C@H](O)CO)[C@@H]3O)C2=N1 | Wang S; Zhang Q; Zhao Y; Sun J; Kang W; Wang F; Pan H; Tang G; Yu B The Miharamycins and Amipurimycin: their Structural Revision and the Total Synthesis of the Latter. Angewandte Chemie International Edition 2019 58 (31) 10558-10562. DOI: 10.1002/anie.201905723 PMID: 31190371 | ||
