Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA024348
PROPERTIES
| NPAID | NPA024348 |
|---|---|
| CLUSTER ID | 7447 |
| NODE ID | 721 |
| NAME | Spiroviolene |
| FORMULA | C20H32 |
| MOLECULAR WEIGHT (Da) | 272.4760 |
| ACCURATE MASS (Da) | 272.2504 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Streptomyces |
| ORIGIN SPECIES | violens NRRL ISP‚Äê5597 |
| InChIKey | RCIADIYJKCSKCC-WRRKAJKMSA-N |
| InChI | InChI=1S/C20H32/c1-13-6-7-14(2)20(13)9-8-15-16(20)12-19(5)11-10-18(3,4)17(15)19/h12-15,17H,6-11H2,1-5H3/t13-,14+,15-,17-,19-,20?/m1/s1 |
| SMILES | C[C@@H]1CC[C@H](C)C12CC[C@@H]1C2=C[C@@]2(C)CCC(C)(C)[C@@H]12 |
ORIGINAL ISOLATION REFERENCE
| CITATION | Rabe, Patrick; Rinkel, Jan; Dolja, Etilia; Schmitz, Thomas; Nubbemeyer, Britta; Luu, T. Hoang; Dickschat, Jeroen S. Mechanistic Investigations of Two Bacterial Diterpene Cyclases: Spiroviolene Synthase and Tsukubadiene Synthase Angewandte Chemie International Edition 2017 56 (10) 2776-2779. | ||
|---|---|---|---|
| DOI | 10.1002/anie.201612439 | PMID | 28146322 |
REVISIONS
| VERSION | SMILES | CITATION | ||
|---|---|---|---|---|
| Original Isolation | C[C@@H]1CC[C@H](C12CC[C@@H]3C2=C[C@@]4([C@H]3C(CC4)(C)C)C)C | Rabe, Patrick; Rinkel, Jan; Dolja, Etilia; Schmitz, Thomas; Nubbemeyer, Britta; Luu, T. Hoang; Dickschat, Jeroen S. Mechanistic Investigations of Two Bacterial Diterpene Cyclases: Spiroviolene Synthase and Tsukubadiene Synthase Angewandte Chemie International Edition 2017 56 (10) 2776-2779. DOI: 10.1002/anie.201612439 PMID: 28146322 | ||
| 2 | C[C@@H]1CC[C@H](C)C12CC[C@@H]1C2=C[C@@]2(C)CCC(C)(C)[C@@H]12 | Chi, Hyung Min; Cole, Charles J F; Hu, Pengfei; Taylor, Cooper A; Snyder, Scott A Total syntheses of spiroviolene and spirograterpene A: a structural reassignment with biosynthetic implications. Chemical Science 2020 11 (40) 10939-10944. DOI: 10.1039/d0sc04686h PMID: 34094343 | ||
