Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA020563
PROPERTIES
| NPAID | NPA020563 |
|---|---|
| CLUSTER ID | 6467 |
| NODE ID | 2315 |
| NAME | UCS1025A |
| FORMULA | C20H25NO5 |
| MOLECULAR WEIGHT (Da) | 359.4220 |
| ACCURATE MASS (Da) | 359.1733 |
| ORIGIN ORGANISM TYPE | Fungus |
| ORIGIN GENUS | Acremonium |
| ORIGIN SPECIES | sp. KY4917 |
| InChIKey | VUQSZZXQGQSRJA-TWKBTRLKSA-N |
| InChI | InChI=1S/C20H25NO5/c1-10-6-7-11-4-2-3-5-12(11)14(10)16(22)15-17-20(25)13(19(24)26-17)8-9-21(20)18(15)23/h6-7,10-15,17,25H,2-5,8-9H2,1H3/t10-,11+,12-,13-,14-,15-,17-,20+/m0/s1 |
| SMILES | C[C@H]1C=C[C@H]2CCCC[C@@H]2[C@H]1C(=O)[C@@H]1C(=O)N2CC[C@H]3C(=O)O[C@@H]1[C@]32O |
ORIGINAL ISOLATION REFERENCE
| CITATION | Nakai R; Ogawa H; Asai A; Ando K; Agatsuma T; Matsumiya S; Akinaga S; Yamashita Y; Mizukami T UCS1025A, a Novel Antibiotic Produced by Acremonium sp. Journal of Antibiotics 2000 53 (3) 294-296. | ||
|---|---|---|---|
| DOI | 10.7164/antibiotics.53.294 | PMID | 10819301 |
SYNTHESES
| CITATION 1 | Lambert TH; Danishefsky SJ Total synthesis of UCS1025A. Journal of the American Chemical Society 2006 128 (2) 426-7. DOI: 10.1021/ja0574567 PMID: 16402826 | ||
|---|---|---|---|
| CITATION 2 | Hoye TR; Dvornikovs V Comparative Diels-Alder reactivities within a family of valence bond isomers: a biomimetic total synthesis of (+/-)-UCS1025A. Journal of the American Chemical Society 2006 128 (8) 2550-1. DOI: 10.1021/ja0581999 PMID: 16492035 | ||
| CITATION 3 | Uchida K; Ogawa T; Yasuda Y; Mimura H; Fujimoto T; Fukuyama T; Wakimoto T; Asakawa T; Hamashima Y; Kan T Stereocontrolled total synthesis of (+)-UCS1025A. Angewandte Chemie International Edition 2012 51 (51) 12850-3. DOI: 10.1002/anie.201207800 PMID: 23143644 | ||
