Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA000570
PROPERTIES
| NPAID | NPA000570 |
|---|---|
| CLUSTER ID | 31 |
| NODE ID | 30 |
| NAME | Hirsutellone B |
| FORMULA | C28H33NO4 |
| MOLECULAR WEIGHT (Da) | 447.5750 |
| ACCURATE MASS (Da) | 447.2410 |
| ORIGIN ORGANISM TYPE | Fungus |
| ORIGIN GENUS | Hirsutella |
| ORIGIN SPECIES | nivea BCC 2594 |
| InChIKey | VGNDUPFGVMMKPS-KOSFCWFBSA-N |
| InChI | InChI=1S/C28H33NO4/c1-3-17-7-11-19-21-12-15(2)4-10-20(21)26-24(19)23(17)25(30)22-14-28(32,29-27(22)31)13-16-5-8-18(33-26)9-6-16/h3,5-9,11,15,17,19-24,26,32H,1,4,10,12-14H2,2H3,(H,29,31)/t15-,17+,19+,20-,21+,22+,23+,24+,26+,28-/m1/s1 |
| SMILES | C[C@@H]1CC[C@@H]2[C@@H](C1)[C@@H]3C=C[C@@H]([C@H]4[C@H]3[C@H]2OC5=CC=C(C[C@]6(C[C@@H](C4=O)C(=O)N6)O)C=C5)C=C |
ORIGINAL ISOLATION REFERENCE
| CITATION | Isaka, Masahiko; Rugseree, Nuntawan; Maithip, Pacharee; Kongsaeree, Palangpon; Prabpai, Samran; Thebtaranonth, Yodhathai Hirsutellones A-E, antimycobacterial alkaloids from the insect pathogenic fungus Hirsutella nivea BCC 2594 Tetrahedron 2005 61 (23) 5577-5583. | ||
|---|---|---|---|
| DOI | 10.1016/j.tet.2005.03.099 | PMID | - |
SYNTHESES
| CITATION 1 | Uchiro H; Kato R; Arai Y; Hasegawa M; Kobayakawa Y Total synthesis of hirsutellone B via Ullmann-type direct 13-membered macrocyclization. Organic Letters 2011 13 (23) 6268-6271. DOI: 10.1021/ol202748e PMID: 22040033 | ||
|---|---|---|---|
| CITATION 2 | Nicolaou KC; Sarlah D; Wu TR; Zhan W Total synthesis of hirsutellone B. Angewandte Chemie International Edition 2009 48 (37) 6870-6874. DOI: 10.1002/anie.200903382 PMID: 19685548 | ||
