Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA015910
PROPERTIES
| NPAID | NPA015910 |
|---|---|
| CLUSTER ID | 338 |
| NODE ID | 306 |
| NAME | Frenolicin B |
| FORMULA | C18H16O6 |
| MOLECULAR WEIGHT (Da) | 328.3200 |
| ACCURATE MASS (Da) | 328.0947 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Streptomyces |
| ORIGIN SPECIES | roseofulvus |
| InChIKey | AVCPRTNVVRPELB-YRUZYCQGSA-N |
| InChI | InChI=1S/C18H16O6/c1-2-4-10-14-15(18-11(23-10)7-12(20)24-18)16(21)8-5-3-6-9(19)13(8)17(14)22/h3,5-6,10-11,18-19H,2,4,7H2,1H3/t10-,11-,18+/m1/s1 |
| SMILES | CCC[C@@H]1C2=C([C@@H]3[C@H](O1)CC(=O)O3)C(=O)C4=C(C2=O)C(=CC=C4)O |
ORIGINAL ISOLATION REFERENCE
| CITATION | Iwai, Y; Kora, A; Takahashi, Y; Hayashi, T; Awaya, J; Masuma, R; Oiwa, R; Omura, S Production of deoxyfrenolicin and a new antibiotic, frenolicin B by Streptomyces roseofulvus strain AM-3867 Journal of Antibiotics 1978 31 (10) 959-965. | ||
|---|---|---|---|
| DOI | 10.7164/antibiotics.31.959 | PMID | 711620 |
SYNTHESES
| CITATION 1 | Fernandes RA; Chavan VP; Mulay SV; Manchoju A A chiron approach to the total synthesis of (-)-juglomycin A, (+)-kalafungin, (+)-frenolicin B, and (+)-deoxyfrenolicin. Journal of Organic Chemistry 2012 77 (22) 10455-10460. DOI: 10.1021/jo3019939 PMID: 23088749 | ||
|---|---|---|---|
| CITATION 2 | Zhang Y; Wang X; Sunkara M; Ye Q; Ponomereva LV; She QB; Morris AJ; Thorson JS A diastereoselective oxa-Pictet-Spengler-based strategy for (+)-frenolicin B and epi-(+)-frenolicin B synthesis. Organic Letters 2013 15 (21) 5566-5569. DOI: 10.1021/ol4027649 PMID: 24151973 | ||
