Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA010394
PROPERTIES
| NPAID | NPA010394 |
|---|---|
| CLUSTER ID | 36 |
| NODE ID | 35 |
| NAME | Glisoprenin A |
| FORMULA | C45H82O5 |
| MOLECULAR WEIGHT (Da) | 703.1460 |
| ACCURATE MASS (Da) | 702.6162 |
| ORIGIN ORGANISM TYPE | Fungus |
| ORIGIN GENUS | Gliocladium |
| ORIGIN SPECIES | sp. FO-1513 |
| InChIKey | DVYSZUSSOIXHOF-UBMOTSMSSA-N |
| InChI | InChI=1S/C45H82O5/c1-37(2)19-14-28-42(7,47)30-16-32-44(9,49)34-18-35-45(10,50)33-17-31-43(8,48)29-15-26-40(5)24-12-22-38(3)20-11-21-39(4)23-13-25-41(6)27-36-46/h19-20,23-24,27,46-50H,11-18,21-22,25-26,28-36H2,1-10H3/t42-,43+,44-,45+/m1/s1 |
| SMILES | CC(C)=CCC[C@@](C)(O)CCC[C@@](C)(O)CCC[C@@](C)(O)CCC[C@@](C)(O)CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCO |
ORIGINAL ISOLATION REFERENCE
| CITATION | Nishida, H; Huang, X H; Tomoda, H; Omura, S Glisoprenins, new inhibitors of acyl-CoA: cholesterol acyltransferase produced by Gliocladium sp. FO-1513. II. Structure elucidation of glisoprenins A and B Journal of Antibiotics 1992 45 (10) 1669-1676. | ||
|---|---|---|---|
| DOI | 10.7164/antibiotics.45.1669 | PMID | 1473995 |
SYNTHESES
| CITATION 1 | Adams CM; Ghosh I; Kishi Y Validation of lanthanide chiral shift reagents for determination of absolute configuration: total synthesis of glisoprenin A. Organic Letters 2004 6 (25) 4723-6. DOI: 10.1021/ol048059o PMID: 15575670 | ||
|---|---|---|---|
REVISIONS
| VERSION | SMILES | CITATION | ||
|---|---|---|---|---|
| Original Isolation | CC(=CCCC(C)(CCCC(C)(CCCC(C)(CCCC(C)(CCCC(=CCCC(=CCCC(=CCCC(=CCO)C)C)C)C)O)O)O)O)C | Nishida, H; Huang, X H; Tomoda, H; Omura, S Glisoprenins, new inhibitors of acyl-CoA: cholesterol acyltransferase produced by Gliocladium sp. FO-1513. II. Structure elucidation of glisoprenins A and B Journal of Antibiotics 1992 45 (10) 1669-1676. DOI: 10.7164/antibiotics.45.1669 PMID: 1473995 | ||
| 2 | CC(C)=CCC[C@@](C)(O)CCC[C@@](C)(O)CCC[C@@](C)(O)CCC[C@@](C)(O)CCCC(C)=CCCC(C)=CCCC(C)=CCCC(C)=CCO | Adams CM; Ghosh I; Kishi Y Validation of lanthanide chiral shift reagents for determination of absolute configuration: total synthesis of glisoprenin A. Organic Letters 2004 6 (25) 4723-6. DOI: 10.1021/ol048059o PMID: 15575670 | ||
