Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA001755
PROPERTIES
| NPAID | NPA001755 |
|---|---|
| CLUSTER ID | 1114 |
| NODE ID | 954 |
| NAME | Awajanomycin |
| FORMULA | C17H27NO5 |
| MOLECULAR WEIGHT (Da) | 325.4050 |
| ACCURATE MASS (Da) | 325.1889 |
| ORIGIN ORGANISM TYPE | Fungus |
| ORIGIN GENUS | Acremonium |
| ORIGIN SPECIES | sp. AWA16-1 |
| InChIKey | XDVNOKOPZHBIMT-KUSFZDPBSA-N |
| InChI | InChI=1S/C17H27NO5/c1-3-4-5-6-7-8-12(19)9-10-13-14-11(2)18-15(20)17(13,22)16(21)23-14/h9-14,19,22H,3-8H2,1-2H3,(H,18,20)/b10-9+/t11-,12-,13-,14-,17+/m0/s1 |
| SMILES | CCCCCCC[C@@H](/C=C/[C@H]1[C@@H]2[C@@H](NC(=O)[C@]1(C(=O)O2)O)C)O |
ORIGINAL ISOLATION REFERENCE
| CITATION | Jang, Jae-Hyuk; Kanoh, Kaneo; Adachi, Kyoko; Shizuri, Yoshikazu Awajanomycin, a Cytotoxic γ-Lactone-δ-lactam Metabolite from Marine-Derived Acremonium sp. AWA16-1 Journal of Natural Products 2006 69 (9) 1358-1360. | ||
|---|---|---|---|
| DOI | 10.1021/np060170a | PMID | 16989535 |
SYNTHESES
| CITATION 1 | Fu R; Chen J; Guo LC; Ye JL; Ruan YP; Huang PQ Asymmetric total synthesis of (-)-awajanomycin. Organic Letters 2009 11 (22) 5242-5. DOI: 10.1021/ol902180t PMID: 19842705 | ||
|---|---|---|---|
| CITATION 2 | Wohlfahrt M; Harms K; Koert U Asymmetric allylboration of vic-tricarbonyl compounds: total synthesis of (+)-awajanomycin. Angewandte Chemie International Edition 2011 50 (36) 8404-6. DOI: 10.1002/anie.201103679 PMID: 21761540 | ||
