Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA015949
PROPERTIES
| NPAID | NPA015949 |
|---|---|
| CLUSTER ID | 2420 |
| NODE ID | 1903 |
| NAME | Epolactaene |
| FORMULA | C21H27NO6 |
| MOLECULAR WEIGHT (Da) | 389.4480 |
| ACCURATE MASS (Da) | 389.1838 |
| ORIGIN ORGANISM TYPE | Fungus |
| ORIGIN GENUS | Penicillium |
| ORIGIN SPECIES | sp. 1689-P |
| InChIKey | GFRNQYUCUNYIEN-ZLXMTJSISA-N |
| InChI | InChI=1S/C21H27NO6/c1-6-15(17(24)27-5)12-13(2)10-8-7-9-11-14(3)16(23)21-18(28-21)20(4,26)22-19(21)25/h6,8,10-12,18,26H,7,9H2,1-5H3,(H,22,25)/b10-8+,13-12+,14-11+,15-6+/t18-,20?,21-/m0/s1 |
| SMILES | C/C=C(\C=C(C)\C=C\CC/C=C(\C)C(=O)[C@]12O[C@H]1C(C)(O)NC2=O)C(=O)OC |
ORIGINAL ISOLATION REFERENCE
| CITATION | Nakai, Junko; Kawada, Kentaro; Nagata, Seigo; Kuramochi, Kouji; Uchiro, Hiromi; Kobayashi, Susumu; Ikekita, Masahiko A novel lipid compound, epolactaene, induces apoptosis: its action is modulated by its side chain structure Biochimica et Biophysica Acta 2002 1581 (1-2) 1. | ||
|---|---|---|---|
| DOI | 10.1016/s1388-1981(01)00169-x | PMID | 11960746 |
SYNTHESES
| CITATION 1 | Hayashi Y; Kanayama J; Yamaguchi J; Shoji M Diastereoselective total synthesis of both enantiomers of epolactaene. Journal of Organic Chemistry 2002 67 (26) 9443-8. DOI: 10.1021/jo025641m PMID: 12492351 | ||
|---|---|---|---|
REVISIONS
| VERSION | SMILES | CITATION | ||
|---|---|---|---|---|
| Original Isolation | C/C=C(\C=C(/C)\C=C\CC/C=C(\C)/C(=O)C12C(O1)C(NC2=O)(C)O)/C(=O)OC | Nakai, Junko; Kawada, Kentaro; Nagata, Seigo; Kuramochi, Kouji; Uchiro, Hiromi; Kobayashi, Susumu; Ikekita, Masahiko A novel lipid compound, epolactaene, induces apoptosis: its action is modulated by its side chain structure Biochimica et Biophysica Acta 2002 1581 (1-2) 1. DOI: 10.1016/s1388-1981(01)00169-x PMID: 11960746 | ||
| 2 | C/C=C(\C=C(C)\C=C\CC/C=C(\C)C(=O)[C@]12O[C@H]1C(C)(O)NC2=O)C(=O)OC | Hayashi Y; Kanayama J; Yamaguchi J; Shoji M Diastereoselective total synthesis of both enantiomers of epolactaene. Journal of Organic Chemistry 2002 67 (26) 9443-8. DOI: 10.1021/jo025641m PMID: 12492351 | ||
