Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA000834
PROPERTIES
| NPAID | NPA000834 |
|---|---|
| CLUSTER ID | 591 |
| NODE ID | 527 |
| NAME | Scabronine G |
| FORMULA | C20H26O4 |
| MOLECULAR WEIGHT (Da) | 330.4240 |
| ACCURATE MASS (Da) | 330.1831 |
| ORIGIN ORGANISM TYPE | Fungus |
| ORIGIN GENUS | Sarcodon |
| ORIGIN SPECIES | scabrosus |
| InChIKey | PDFVQJPCHCWDIY-YSGRDPCXSA-N |
| InChI | InChI=1S/C20H26O4/c1-12(2)14-6-7-20(18(23)24)9-8-19(3)15(17(14)20)5-4-13(11-21)10-16(19)22/h4,11-12,15H,5-10H2,1-3H3,(H,23,24)/t15-,19-,20+/m1/s1 |
| SMILES | CC(C)C1=C2[C@H]3CC=C(CC(=O)[C@@]3(CC[C@]2(CC1)C(=O)O)C)C=O |
ORIGINAL ISOLATION REFERENCE
| CITATION | Shibata, Hisao; Tokunaga, Takashi; Den’ei, Karasawa; Hirota, Akira; Nakayama, Mitsuru; Nozaki, Hiroshi; Tada, Toshiji Isolation and characterization of new bitter diterpenoids from the fungus Sarcodon scabrosus Agricultural and Biological Chemistry 1989 53 (12) 3373-3375. | ||
|---|---|---|---|
| DOI | 10.1080/00021369.1989.10869820 | PMID | - |
SYNTHESES
| CITATION 1 | Waters SP; Tian Y; Li YM; Danishefsky SJ Total synthesis of (-)-scabronine G, an inducer of neurotrophic factor production. Journal of the American Chemical Society 2005 127 (39) 13514-5. DOI: 10.1021/ja055220x PMID: 16190712 | ||
|---|---|---|---|
| CITATION 2 | Kanoh N; Sakanishi K; Iimori E; Nishimura K; Iwabuchi Y Asymmetric total synthesis of (-)-scabronine G via intramolecular double Michael reaction and Prins cyclization. Organic Letters 2011 13 (11) 2864-7. DOI: 10.1021/ol200873y PMID: 21548644 | ||
