Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA003984
PROPERTIES
| NPAID | NPA003984 |
|---|---|
| CLUSTER ID | 2125 |
| NODE ID | 1697 |
| NAME | Terreusinone |
| FORMULA | C18H22N2O4 |
| MOLECULAR WEIGHT (Da) | 330.3840 |
| ACCURATE MASS (Da) | 330.1580 |
| ORIGIN ORGANISM TYPE | Fungus |
| ORIGIN GENUS | Aspergillus |
| ORIGIN SPECIES | terreus |
| InChIKey | LYYNFZYGNXMEQX-IYBDPMFKSA-N |
| InChI | InChI=1S/C18H22N2O4/c1-7(2)15(21)11-5-9-13(19-11)18(24)10-6-12(16(22)8(3)4)20-14(10)17(9)23/h5-8,15-16,19-22H,1-4H3/t15-,16+ |
| SMILES | CC(C)[C@H](O)C1=CC2=C(N1)C(=O)C1=C(NC([C@H](O)C(C)C)=C1)C2=O |
ORIGINAL ISOLATION REFERENCE
| CITATION | Lee, Sang Mi; Li, Xi Feng; Jiang, Hualiang; Cheng, Jia Gao; Seong, Seeyearl; Choi, Hong Dae; Son, Byeng Wha Terreusinone, a novel UV-A protecting dipyrroloquinone from the marine algicolous fungus Aspergillus terreus Tetrahedron Letters 2003 44 (42) 7707-7710. | ||
|---|---|---|---|
| DOI | 10.1016/j.tetlet.2003.08.101 | PMID | - |
SYNTHESES
| CITATION 1 | Wang C; Sperry J Total synthesis of the photoprotecting dipyrrolobenzoquinone (+)-terreusinone. Organic Letters 2011 13 (24) 6444-6447. DOI: 10.1021/ol2027398 PMID: 22082197 | ||
|---|---|---|---|
REVISIONS
| VERSION | SMILES | CITATION | ||
|---|---|---|---|---|
| Original Isolation | CC(C)[C@H](C1=CC2=C(N1)C(=O)C3=C(C2=O)NC(=C3)[C@@H](C(C)C)O)O | Lee, Sang Mi; Li, Xi Feng; Jiang, Hualiang; Cheng, Jia Gao; Seong, Seeyearl; Choi, Hong Dae; Son, Byeng Wha Terreusinone, a novel UV-A protecting dipyrroloquinone from the marine algicolous fungus Aspergillus terreus Tetrahedron Letters 2003 44 (42) 7707-7710. DOI: 10.1016/j.tetlet.2003.08.101 | ||
| 2 | CC(C)[C@H](O)C1=CC2=C(N1)C(=O)C1=C(NC([C@H](O)C(C)C)=C1)C2=O | Wang C; Sperry J Total synthesis of the photoprotecting dipyrrolobenzoquinone (+)-terreusinone. Organic Letters 2011 13 (24) 6444-6447. DOI: 10.1021/ol2027398 PMID: 22082197 | ||
