Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA009844
PROPERTIES
| NPAID | NPA009844 |
|---|---|
| CLUSTER ID | 4029 |
| NODE ID | 2998 |
| NAME | Lucilactaene |
| FORMULA | C22H27NO6 |
| MOLECULAR WEIGHT (Da) | 401.4590 |
| ACCURATE MASS (Da) | 401.1838 |
| ORIGIN ORGANISM TYPE | Fungus |
| ORIGIN GENUS | Fusarium |
| ORIGIN SPECIES | sp. |
| InChIKey | XJKYTYUOGYTPSB-HZDMFNNQSA-N |
| InChI | InChI=1S/C22H27NO6/c1-5-16(21(26)28-4)13-14(2)9-7-6-8-10-15(3)18(24)17-19-22(27,11-12-29-19)23-20(17)25/h5-10,13,17,19,27H,11-12H2,1-4H3,(H,23,25)/b8-6+,9-7+,14-13+,15-10+,16-5+/t17-,19-,22+/m1/s1 |
| SMILES | C/C=C(\C=C(/C)\C=C\C=C\C=C(/C)\C(=O)[C@@H]1[C@@H]2[C@@](CCO2)(NC1=O)O)/C(=O)OC |
ORIGINAL ISOLATION REFERENCE
| CITATION | Kakeya, Hideaki; KAGEYAMA, SHUN-ICHIRO; Nie, Lin; Onose, Rie; Okada, Gen; Beppu, Teruhiko; Norbury, Christopher J; Osada, Hiroyuki Lucilactaene, a new cell cycle inhibitor in p53-transfected cancer cells, produced by a Fusarium sp Journal of Antibiotics 2001 54 (10) 850-854. | ||
|---|---|---|---|
| DOI | 10.7164/antibiotics.54.850 | PMID | 11776444 |
SYNTHESES
| CITATION 1 | Yamaguchi J; Kakeya H; Uno T; Shoji M; Osada H; Hayashi Y Determination by asymmetric total synthesis of the absolute configuration of lucilactaene, a cell-cycle inhibitor in p53-transfected cancer cells. Angewandte Chemie International Edition 2005 44 (20) 3110-5. DOI: 10.1002/anie.200500060 PMID: 15832392 | ||
|---|---|---|---|
| CITATION 2 | Coleman RS; Walczak MC; Campbell EL Total synthesis of lucilactaene, a cell cycle inhibitor active in p53-inactive cells. Journal of the American Chemical Society 2005 127 (46) 16038-9. DOI: 10.1021/ja056217g PMID: 16287286 | ||
