Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA016887
PROPERTIES
| NPAID | NPA016887 |
|---|---|
| CLUSTER ID | 5728 |
| NODE ID | 4049 |
| NAME | Guadinomic acid |
| FORMULA | C10H18N4O4 |
| MOLECULAR WEIGHT (Da) | 258.2780 |
| ACCURATE MASS (Da) | 258.1328 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Streptomyces |
| ORIGIN SPECIES | sp. K01-0509 |
| InChIKey | CXRAZENRYGPIMC-RNFRBKRXSA-N |
| InChI | InChI=1S/C10H18N4O4/c11-9-13-6(5-14(9)10(12)18)4-7(15)2-1-3-8(16)17/h6-7,15H,1-5H2,(H2,11,13)(H2,12,18)(H,16,17)/t6-,7-/m1/s1 |
| SMILES | C1[C@H](N=C(N1C(=O)N)N)C[C@@H](CCCC(=O)O)O |
ORIGINAL ISOLATION REFERENCE
| CITATION | Iwatsuki, Masato; Uchida, Ryuji; Yoshijima, Hitomi; Ui, Hideaki; Shiomi, Kazuro; Kim, Yong-Pil; Hirose, Tomoyasu; Sunazuka, Toshiaki; Abe, Akio; Tomoda, Hiroshi; Ōmura, Satoshi Guadinomines, Type III Secretion System Inhibitors, Produced by Streptomyces sp. K01-0509 Journal of Antibiotics 2008 61 (4) 230-236. | ||
|---|---|---|---|
| DOI | 10.1038/ja.2008.33 | PMID | 18503202 |
SYNTHESES
| CITATION 1 | Reid BT; Mailyan AK; Zakarian A Total Synthesis of (+)-Guadinomic Acid via Hydroxyl-Directed Guanidylation. Journal of Organic Chemistry 2018 83 (16) 9492-9496. DOI: 10.1021/acs.joc.8b01214 PMID: 29893133 | ||
|---|---|---|---|
