Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA018451
PROPERTIES
| NPAID | NPA018451 |
|---|---|
| CLUSTER ID | 2127 |
| NODE ID | 1698 |
| NAME | Penitrem D |
| FORMULA | C37H45NO4 |
| MOLECULAR WEIGHT (Da) | 567.7700 |
| ACCURATE MASS (Da) | 567.3349 |
| ORIGIN ORGANISM TYPE | Fungus |
| ORIGIN GENUS | Penicillium |
| ORIGIN SPECIES | crustosum |
| InChIKey | XOASTWITKYDKAJ-PPQPEBMASA-N |
| InChI | InChI=1S/C37H45NO4/c1-17(2)31-25(39)16-22-26(41-31)11-12-35(6)36(7)21(10-13-37(22,35)40)32-30-29-24(38-33(30)36)9-8-19-14-18(3)20-15-23(28(20)27(19)29)34(4,5)42-32/h8-9,16,20-21,23,25-26,28,31-32,38-40H,1,3,10-15H2,2,4-7H3/t20-,21+,23+,25-,26+,28+,31-,32+,35-,36-,37-/m1/s1 |
| SMILES | CC(=C)[C@@H]1[C@@H](C=C2[C@@H](O1)CC[C@]3([C@]2(CC[C@@H]4[C@@]3(C5=C6[C@H]4OC([C@H]7C[C@H]8[C@@H]7C9=C(CC8=C)C=CC(=C96)N5)(C)C)C)O)C)O |
ORIGINAL ISOLATION REFERENCE
| CITATION | de Jesus, Amelia E.; Steyn, Pieter S.; van Heerden, Fanie R.; Vleggaar, Robert; Wessels, Philippus L.; Hull, William E. Tremorgenic mycotoxins from Penicillium crustosum. Structure elucidation and absolute configuration of penitrems B–F. Journal of the Chemical Society, Perkin Transactions 1 1983 (0) 1857-1861. | ||
|---|---|---|---|
| DOI | 10.1039/p19830001857 | PMID | - |
SYNTHESES
| CITATION 1 | Smith AB; Kanoh N; Ishiyama H; Minakawa N; Rainier JD; Hartz RA; Cho YS; Cui H; Moser WH Tremorgenic indole alkaloids. The total synthesis of (-)-penitrem D. Journal of the American Chemical Society 2003 125 (27) 8228-37. DOI: 10.1021/ja034842k PMID: 12837093 | ||
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