Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA018406
PROPERTIES
| NPAID | NPA018406 |
|---|---|
| CLUSTER ID | 752 |
| NODE ID | 655 |
| NAME | Bisvertinolone |
| FORMULA | C28H32O9 |
| MOLECULAR WEIGHT (Da) | 512.5550 |
| ACCURATE MASS (Da) | 512.2046 |
| ORIGIN ORGANISM TYPE | Fungus |
| ORIGIN GENUS | Acremonium |
| ORIGIN SPECIES | strictum |
| InChIKey | NWYGQCMFWAOARK-UEXNLJRRSA-N |
| InChI | InChI=1S/C28H32O9/c1-7-9-11-13-16(29)18-20(31)15(3)22(32)26(5)21(18)25(4)23(33)19(17(30)14-12-10-8-2)24(34)27(6,35)28(25,36)37-26/h7-14,21,29-31,35-36H,1-6H3/b9-7+,10-8+,13-11+,14-12+,18-16?,19-17-/t21-,25-,26+,27+,28+/m1/s1 |
| SMILES | C/C=C/C=C/C(O)=C1C(O)=C(C)C(=O)[C@@]2(C)O[C@]3(O)[C@@](C)(O)C(=O)/C(=C(O)/C=C/C=C/C)C(=O)[C@@]3(C)[C@@H]12 |
ORIGINAL ISOLATION REFERENCE
| CITATION | Kontani, Masanori; Sakagami, Youji; Marumo, Shingo First β-1,6-Glucan Biosynthesis Inhibitor, Bisvertinolone Isolated from Fungus, Acremonium strictum and Its Absolute Stereochemistry Tetrahedron Letters 1994 35 (16) 2577-2580. | ||
|---|---|---|---|
| DOI | 10.1016/s0040-4039(00)77175-9 | PMID | - |
SYNTHESES
| CITATION 1 | Sib A; Gulder TAM Chemo-enzymatic Total Synthesis of Oxosorbicillinol, Sorrentanone, Rezishanones B and C, Sorbicatechol A, Bisvertinolone, and (+)-Epoxysorbicillinol. Angewandte Chemie International Edition 2018 57 (44) 14650-14653. DOI: 10.1002/anie.201802176 PMID: 29790637 | ||
|---|---|---|---|
REVISIONS
| VERSION | SMILES | CITATION | ||
|---|---|---|---|---|
| Original Isolation | C/C=C/C=C/C(=C/1\[C@@H]2[C@@]3(C(=O)/C(=C(\C=C\C=C\C)/O)/C(=O)[C@]([C@]3(O[C@@]2(C(=O)C(=C1O)C)C)O)(C)O)C)/O | Kontani, Masanori; Sakagami, Youji; Marumo, Shingo First β-1,6-Glucan Biosynthesis Inhibitor, Bisvertinolone Isolated from Fungus, Acremonium strictum and Its Absolute Stereochemistry Tetrahedron Letters 1994 35 (16) 2577-2580. DOI: 10.1016/s0040-4039(00)77175-9 | ||
| 2 | C/C=C/C=C/C(O)=C1C(O)=C(C)C(=O)[C@@]2(C)O[C@]3(O)[C@@](C)(O)C(=O)/C(=C(O)/C=C/C=C/C)C(=O)[C@@]3(C)[C@@H]12 | Kontani, Masanori; Sakagami, Youji; Marumo, Shingo First β-1,6-Glucan Biosynthesis Inhibitor, Bisvertinolone Isolated from Fungus, Acremonium strictum and Its Absolute Stereochemistry Tetrahedron Letters 1994 35 (16) 2577-2580. DOI: 10.1016/s0040-4039(00)77175-9 | ||
