Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA000569
PROPERTIES
| NPAID | NPA000569 |
|---|---|
| CLUSTER ID | 83 |
| NODE ID | 78 |
| NAME | Epicoccin G |
| FORMULA | C20H26N2O6S2 |
| MOLECULAR WEIGHT (Da) | 454.5700 |
| ACCURATE MASS (Da) | 454.1232 |
| ORIGIN ORGANISM TYPE | Fungus |
| ORIGIN GENUS | Epicoccum |
| ORIGIN SPECIES | nigrum |
| InChIKey | FZVZQZDYZWKKHU-RIJSRGPQSA-N |
| InChI | InChI=1S/C20H26N2O6S2/c1-29-19-7-9-11(23)3-5-13(25)15(9)21(19)18(28)20(30-2)8-10-12(24)4-6-14(26)16(10)22(20)17(19)27/h9-10,13-16,25-26H,3-8H2,1-2H3/t9-,10-,13-,14-,15-,16-,19+,20+/m0/s1 |
| SMILES | CS[C@@]12C[C@@H]3[C@H](N1C(=O)[C@@]4(C[C@@H]5[C@H](N4C2=O)[C@H](CCC5=O)O)SC)[C@H](CCC3=O)O |
ORIGINAL ISOLATION REFERENCE
| CITATION | Guo, Huijuan; Sun, Bingda; Gao, Hao; Chen, Xulin; Liu, Shuchun; Yao, Xinsheng; Liu, Xingzhong; Che, Yongsheng Diketopiperazines from the Cordyceps-colonizing fungus Epicoccum nigrum Journal of Natural Products 2009 72 (12) 2115-2119. | ||
|---|---|---|---|
| DOI | 10.1021/np900654a | PMID | 19919067 |
SYNTHESES
| CITATION 1 | Nicolaou KC; Lu M; Totokotsopoulos S; Heretsch P; Giguère D; Sun YP; Sarlah D; Nguyen TH; Wolf IC; Smee DF; Day CW; Bopp S; Winzeler EA Synthesis and biological evaluation of epidithio-, epitetrathio-, and bis-(methylthio)diketopiperazines: synthetic methodology, enantioselective total synthesis of epicoccin G, 8,8'-epi-ent-rostratin B, gliotoxin, gliotoxin G, emethallicin E, and haematocin and discovery of new antiviral and antimalarial agents. Journal of the American Chemical Society 2012 134 (41) 17320-17332. DOI: 10.1021/ja308429f PMID: 22978674 | ||
|---|---|---|---|
| CITATION 2 | Nicolaou KC; Totokotsopoulos S; Giguère D; Sun YP; Sarlah D Total synthesis of epicoccin G. Journal of the American Chemical Society 2011 133 (21) 8150-3. DOI: 10.1021/ja2032635 PMID: 21548595 | ||
