Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA016262
PROPERTIES
| NPAID | NPA016262 |
|---|---|
| CLUSTER ID | 687 |
| NODE ID | 606 |
| NAME | Benzastatin E |
| FORMULA | C19H28N2O3 |
| MOLECULAR WEIGHT (Da) | 332.4440 |
| ACCURATE MASS (Da) | 332.2100 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Streptomyces |
| ORIGIN SPECIES | nitrosporeus |
| InChIKey | OTZRBYNNRWOBRT-HKUYNNGSSA-N |
| InChI | InChI=1S/C19H28N2O3/c1-12(2)13(3)7-8-19(23,11-24-4)17-10-15-9-14(18(20)22)5-6-16(15)21-17/h5-6,9,17,21,23H,7-8,10-11H2,1-4H3,(H2,20,22)/t17-,19-/m0/s1 |
| SMILES | COC[C@@](O)(CCC(C)=C(C)C)[C@@H]1CC2=C(C=CC(C(N)=O)=C2)N1 |
ORIGINAL ISOLATION REFERENCE
| CITATION | Kim, Won-Gon; Kim, Jong-Pyung; Koshino, Hiroyuki; Shin-Ya, Kazuo; Seto, Haruo; Yoo, Ick-Dong Benzastatins E, F, and G: new indoline alkaloids with neuronal cell protecting activity from Streptomyces nitrosporeus Tetrahedron 1997 53 (12) 4309-4316. | ||
|---|---|---|---|
| DOI | 10.1016/s0040-4020(97)00157-9 | PMID | - |
SYNTHESES
| CITATION 1 | Toda N; Ori M; Takami K; Tago K; Kogen H Total synthesis of (+)-benzastatin E via diastereoselective Grignard addition to 2-acylindoline. Organic Letters 2003 5 (3) 269-71. DOI: 10.1021/ol027215t PMID: 12556169 | ||
|---|---|---|---|
REVISIONS
| VERSION | SMILES | CITATION | ||
|---|---|---|---|---|
| Original Isolation | CC(=C(C)CCC(COC)([C@H]1CC2=C(N1)C=CC(=C2)C(=O)N)O)C | Kim, Won-Gon; Kim, Jong-Pyung; Koshino, Hiroyuki; Shin-Ya, Kazuo; Seto, Haruo; Yoo, Ick-Dong Benzastatins E, F, and G: new indoline alkaloids with neuronal cell protecting activity from Streptomyces nitrosporeus Tetrahedron 1997 53 (12) 4309-4316. DOI: 10.1016/s0040-4020(97)00157-9 | ||
| 2 | COC[C@@](O)(CCC(C)=C(C)C)[C@@H]1CC2=C(C=CC(C(N)=O)=C2)N1 | Toda N; Ori M; Takami K; Tago K; Kogen H Total synthesis of (+)-benzastatin E via diastereoselective Grignard addition to 2-acylindoline. Organic Letters 2003 5 (3) 269-71. DOI: 10.1021/ol027215t PMID: 12556169 | ||
