Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA019168
PROPERTIES
| NPAID | NPA019168 |
|---|---|
| CLUSTER ID | 6192 |
| NODE ID | 3399 |
| NAME | Brevione E |
| FORMULA | C28H34O7 |
| MOLECULAR WEIGHT (Da) | 482.5730 |
| ACCURATE MASS (Da) | 482.2305 |
| ORIGIN ORGANISM TYPE | Fungus |
| ORIGIN GENUS | Penicillium |
| ORIGIN SPECIES | brevicompactum Dierckx |
| InChIKey | JNDQPDZQDHPEAE-LADVZOBOSA-N |
| InChI | InChI=1S/C28H34O7/c1-13-9-18(31)11-22-26(6)19(13)7-8-27-24(26)21(33-22)10-14(2)28(27)23(34-25(27)32-17(5)30)12-20(35-28)15(3)16(4)29/h9-10,19,21-25H,7-8,11-12H2,1-6H3/b20-15+/t19-,21+,22-,23-,24?,25+,26+,27-,28+/m0/s1 |
| SMILES | CC(=O)O[C@@H]1O[C@H]2C/C(=C(/C)C(C)=O)O[C@]23C(C)=C[C@H]2O[C@H]4CC(=O)C=C(C)[C@@H]5CC[C@]13C2[C@@]45C |
ORIGINAL ISOLATION REFERENCE
| CITATION | Macias; Varela; Simonet; Cutler; Dugan; Hill Novel bioactive breviane spiroditerpenoids from Penicillium brevicompactum Dierckx Journal of Organic Chemistry 2000 65 (26) 9039-9046. | ||
|---|---|---|---|
| DOI | 10.1021/jo0011078 | PMID | 11149849 |
REVISIONS
| VERSION | SMILES | CITATION | ||
|---|---|---|---|---|
| Original Isolation | CC1=C[C@H]2[C@H]3[C@]4([C@H](CC[C@]35[C@@]16[C@H](CC(=O)C(=C(O6)C)C)O[C@@H]5OC(=O)C)C(=CC(=O)C[C@H]4O2)C)C | Macias; Varela; Simonet; Cutler; Dugan; Hill Novel bioactive breviane spiroditerpenoids from Penicillium brevicompactum Dierckx Journal of Organic Chemistry 2000 65 (26) 9039-9046. DOI: 10.1021/jo0011078 PMID: 11149849 | ||
| 2 | CC(=O)O[C@@H]1O[C@H]2C/C(=C(/C)C(C)=O)O[C@]23C(C)=C[C@H]2O[C@H]4CC(=O)C=C(C)[C@@H]5CC[C@]13C2[C@@]45C | Yan, Dexiu; Matsuda, Yudai Biosynthetic Elucidation and Structural Revision of Brevione E: Characterization of the Key Dioxygenase for Pathway Branching from Setosusin Biosynthesis. Angewandte Chemie International Edition 2022 61 (48) e202210938. DOI: 10.1002/anie.202210938 PMID: 36196912 | ||
