Compounds
| ID | Spectrum Quality | Annotated Name |
|---|---|---|
| CCMSLIB00000204783 | Bronze | Massbank:BML00097&Loline |
| CCMSLIB00000204793 | Bronze | Massbank:BML00109&Loline |
| CCMSLIB00000204803 | Bronze | Massbank:BML00121&Loline |
COMPOUND NPA005369
PROPERTIES
| NPAID | NPA005369 |
|---|---|
| CLUSTER ID | 2648 |
| NODE ID | 1534 |
| NAME | Loline |
| FORMULA | C8H14N2O |
| MOLECULAR WEIGHT (Da) | 154.2130 |
| ACCURATE MASS (Da) | 154.1106 |
| ORIGIN ORGANISM TYPE | Fungus |
| ORIGIN GENUS | Neotyphodium |
| ORIGIN SPECIES | uncinatum |
| InChIKey | OPMNROCQHKJDAQ-JAFIHTMFSA-N |
| InChI | InChI=1S/C8H14N2O/c1-9-7-6-4-10-3-2-5(11-6)8(7)10/h5-9H,2-4H2,1H3/t5-,6+,7?,8?/m0/s1 |
| SMILES | CNC1[C@H]2CN3C1[C@@H](O2)CC3 |
ORIGINAL ISOLATION REFERENCE
| CITATION | Jimmy D. Blankenship, Martin J. Spiering, Heather H. Wilkinson, Franklin F. Fannin, Lowell P. Bush, Christopher L. Schardl Production of loline alkaloids by the grass endophyte, Neotyphodium uncinatum, in defined media Phytochemistry 2001 58 (3) 395-401. | ||
|---|---|---|---|
| DOI | 10.1016/S0031-9422(01)00272-2 | PMID | - |
SYNTHESES
| CITATION 1 | Cakmak M; Mayer P; Trauner D An efficient synthesis of loline alkaloids. Nature Chemistry 2011 3 (7) 543-5. DOI: 10.1038/nchem.1072 PMID: 21697875 | ||
|---|---|---|---|
| CITATION 2 | Miller KE; Wright AJ; Olesen MK; Hovey MT; Scheerer JR Stereoselective synthesis of (+)-loline alkaloid skeleton. Journal of Organic Chemistry 2015 80 (3) 1569-76. DOI: 10.1021/jo502493e PMID: 25611615 | ||
