Compounds
| ID | Spectrum Quality | Annotated Name |
|---|---|---|
| CCMSLIB00008851457 | Gold | 3 |
COMPOUND NPA008939
PROPERTIES
| NPAID | NPA008939 |
|---|---|
| CLUSTER ID | 3761 |
| NODE ID | 2823 |
| NAME | Aspergillin PZ |
| FORMULA | C24H35NO4 |
| MOLECULAR WEIGHT (Da) | 401.5470 |
| ACCURATE MASS (Da) | 401.2566 |
| ORIGIN ORGANISM TYPE | Fungus |
| ORIGIN GENUS | Aspergillus |
| ORIGIN SPECIES | awamori |
| InChIKey | AQZDMONQDXTWHN-SOUNXMBKSA-N |
| InChI | InChI=1S/C24H35NO4/c1-11(2)8-16-19-13(4)12(3)9-15-20-14(10-18(27)24(15,19)22(28)25-16)21-17(26)6-7-23(20,5)29-21/h9,11,13-17,19-21,26H,6-8,10H2,1-5H3,(H,25,28)/t13-,14+,15-,16+,17-,19+,20+,21+,23+,24-/m0/s1 |
| SMILES | C[C@@H]1[C@@H]2[C@H](NC(=O)[C@]23[C@@H](C=C1C)[C@H]4[C@@H](CC3=O)[C@@H]5[C@H](CC[C@]4(O5)C)O)CC(C)C |
ORIGINAL ISOLATION REFERENCE
| CITATION | Zhang, Yi; Wang, Tao; Pei, Yuehu; Hua, Huiming; Feng, Baomin Aspergillin PZ, a novel isoindole-alkaloid from Aspergillus awamori Journal of Antibiotics 2002 55 (8) 693-695. | ||
|---|---|---|---|
| DOI | 10.7164/antibiotics.55.693 | PMID | 12374381 |
SYNTHESES
| CITATION 1 | Canham SM; Overman LE; Tanis PS Identification of an Unexpected 2-Oxonia[3,3]sigmatropic Rearrangement/Aldol Pathway in the Formation of Oxacyclic Rings. Total Synthesis of (+)-Aspergillin PZ. Tetrahedron 2011 67 (51) 9837-9843. DOI: 10.1016/j.tet.2011.09.079 PMID: 22518066 | ||
|---|---|---|---|
| CITATION 2 | Reyes JR; Winter N; Spessert L; Trauner D Biomimetic Synthesis of (+)-Aspergillin PZ. Angewandte Chemie International Edition 2018 57 (47) 15587-15591. DOI: 10.1002/anie.201809703 PMID: 30239081 | ||
