Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA006774
PROPERTIES
| NPAID | NPA006774 |
|---|---|
| CLUSTER ID | 3100 |
| NODE ID | 2367 |
| NAME | Curvicollide C |
| FORMULA | C26H40O4 |
| MOLECULAR WEIGHT (Da) | 416.6020 |
| ACCURATE MASS (Da) | 416.2927 |
| ORIGIN ORGANISM TYPE | Fungus |
| ORIGIN GENUS | Podospora |
| ORIGIN SPECIES | curvicolla |
| InChIKey | BRWLVJDGMFALOU-OTJHCNMISA-N |
| InChI | InChI=1S/C26H40O4/c1-8-9-11-17(2)12-10-13-19(4)25-21(6)23(26(29)30-25)16-18(3)14-15-24(28)20(5)22(7)27/h10,12-17,20-21,23-25,28H,8-9,11H2,1-7H3/b12-10+,15-14+,18-16+,19-13+/t17-,20-,21-,23-,24+,25+/m0/s1 |
| SMILES | CCCC[C@H](C)/C=C/C=C(\C)[C@H]1OC(=O)[C@@H](/C=C(C)/C=C/[C@@H](O)[C@@H](C)C(C)=O)[C@@H]1C |
ORIGINAL ISOLATION REFERENCE
| CITATION | Che, Yongsheng; Gloer, James B; Wicklow, Donald T Curvicollides A-C: new polyketide-derived lactones from a sclerotium-colonizing isolate of Podospora curvicolla (NRRL 25778) Organic Letters 2004 6 (8) 1249-1252. | ||
|---|---|---|---|
| DOI | 10.1021/ol0498186 | PMID | 15070309 |
SYNTHESES
| CITATION 1 | von Kiedrowski V; Quentin F; Hiersemann M Total Synthesis and Structural Assignment of Curvicollide C. Organic Letters 2017 19 (16) 4391-4394. DOI: 10.1021/acs.orglett.7b02126 PMID: 28763235 | ||
|---|---|---|---|
REVISIONS
| VERSION | SMILES | CITATION | ||
|---|---|---|---|---|
| Original Isolation | CCCCC(C)/C=C/C=C(\C)/[C@@H]1[C@H]([C@@H](C(=O)O1)/C=C(\C)/C=C/C(C(C)C(=O)C)O)C | Che, Yongsheng; Gloer, James B; Wicklow, Donald T Curvicollides A-C: new polyketide-derived lactones from a sclerotium-colonizing isolate of Podospora curvicolla (NRRL 25778) Organic Letters 2004 6 (8) 1249-1252. DOI: 10.1021/ol0498186 PMID: 15070309 | ||
| 2 | CCCC[C@H](C)/C=C/C=C(\C)[C@H]1OC(=O)[C@@H](/C=C(C)/C=C/[C@@H](O)[C@@H](C)C(C)=O)[C@@H]1C | von Kiedrowski V; Quentin F; Hiersemann M Total Synthesis and Structural Assignment of Curvicollide C. Organic Letters 2017 19 (16) 4391-4394. DOI: 10.1021/acs.orglett.7b02126 PMID: 28763235 | ||
