Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA004441
PROPERTIES
| NPAID | NPA004441 |
|---|---|
| CLUSTER ID | 188 |
| NODE ID | 176 |
| NAME | Luminacin D |
| FORMULA | C24H34O8 |
| MOLECULAR WEIGHT (Da) | 450.5280 |
| ACCURATE MASS (Da) | 450.2254 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Streptomyces |
| ORIGIN SPECIES | sp. |
| InChIKey | KJXVOXDWWAXZJY-QLYMQFIGSA-N |
| InChI | InChI=1S/C24H34O8/c1-6-12(5)13-8-14(21(28)15(10-25)20(13)27)22(29)19(11(3)4)16-9-17(26)24(23(30)31-16)18(7-2)32-24/h8,10-12,16-19,23,26-28,30H,6-7,9H2,1-5H3/t12?,16-,17-,18+,19?,23-,24+/m1/s1 |
| SMILES | CC[C@H]1[C@@]2(O1)[C@@H](C[C@@H](O[C@H]2O)C(C(C)C)C(=O)C3=CC(=C(C(=C3O)C=O)O)C(C)CC)O |
ORIGINAL ISOLATION REFERENCE
| CITATION | Naruse, Nobuaki; Kageyama-Kawase, Rena; Funahashi, Yasuhiro; Wakabayashi, Toshiaki; Watanabe, Yoshio; Sameshima, Tomohiro; Dobashi, Kazuyuki Luminacins: A family of capillary tube formation inhibitors from Streptomyces sp Journal of Antibiotics 2000 53 (6) 579-590. | ||
|---|---|---|---|
| DOI | 10.7164/antibiotics.53.579 | PMID | 10966073 |
SYNTHESES
| CITATION 1 | Shotwell JB; Krygowski ES; Hines J; Koh B; Huntsman EW; Choi HW; Schneekloth JS; Wood JL; Crews CM Total synthesis of luminacin D. Organic Letters 2002 4 (18) 3087-3089. DOI: 10.1021/ol026382q PMID: 12201723 | ||
|---|---|---|---|
| CITATION 2 | Malassis J; Bartlett N; Hands K; Selby MD; Linclau B Total Synthesis of (-)-Luminacin D. Journal of Organic Chemistry 2016 81 (9) 3818-3837. DOI: 10.1021/acs.joc.6b00489 PMID: 27054953 | ||
| CITATION 3 | Jogireddy R; Maier ME Synthesis of luminacin D. Journal of Organic Chemistry 2006 71 (18) 6999-7006. DOI: 10.1021/jo061104g PMID: 16930055 | ||
