Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA010900
PROPERTIES
| NPAID | NPA010900 |
|---|---|
| CLUSTER ID | 3816 |
| NODE ID | 2860 |
| NAME | Vibralactone |
| FORMULA | C12H16O3 |
| MOLECULAR WEIGHT (Da) | 208.2570 |
| ACCURATE MASS (Da) | 208.1099 |
| ORIGIN ORGANISM TYPE | Fungus |
| ORIGIN GENUS | Boreostereum |
| ORIGIN SPECIES | vibrans |
| InChIKey | UGNVBODTSYDQPO-CMPLNLGQSA-N |
| InChI | InChI=1S/C12H16O3/c1-8(2)3-4-12-6-9(7-13)5-10(12)15-11(12)14/h3,6,10,13H,4-5,7H2,1-2H3/t10-,12+/m0/s1 |
| SMILES | CC(=CC[C@@]12C=C(C[C@@H]1OC2=O)CO)C |
ORIGINAL ISOLATION REFERENCE
| CITATION | Liu, Dong-Ze; Wang, Fei; Liao, Tou-Gen; Tang, Jian-Guo; Steglich, Wolfgang; Zhu, Hua-Jie; Liu, Ji-Kai Vibralactone: a lipase inhibitor with an unusual fused β-lactone produced by cultures of the basidiomycete Boreostereum vibrans Organic Letters 2006 8 (25) 5749-5752. | ||
|---|---|---|---|
| DOI | 10.1021/ol062307u | PMID | 17134263 |
SYNTHESES
| CITATION 1 | Leeder AJ; Heap RJ; Brown LJ; Franck X; Brown RC A Short Diastereoselective Total Synthesis of (±)-Vibralactone. Organic Letters 2016 18 (23) 5971-5973. DOI: 10.1021/acs.orglett.6b03007 PMID: 27797210 | ||
|---|---|---|---|
| CITATION 2 | Nistanaki SK; Boralsky LA; Pan RD; Nelson HM A Concise Total Synthesis of (±)-Vibralactone. Angewandte Chemie International Edition 2019 58 (6) 1724-1726. DOI: 10.1002/anie.201812711 PMID: 30548983 | ||
