Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA007975
PROPERTIES
| NPAID | NPA007975 |
|---|---|
| CLUSTER ID | 3480 |
| NODE ID | 2622 |
| NAME | Merochlorin A |
| FORMULA | C25H29ClO4 |
| MOLECULAR WEIGHT (Da) | 428.9560 |
| ACCURATE MASS (Da) | 428.1754 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Streptomyces |
| ORIGIN SPECIES | sp. strain CNH-189 |
| InChIKey | HZPYWBLIVTTWQN-JYIDCXNYSA-N |
| InChI | InChI=1S/C25H29ClO4/c1-13(2)7-6-8-23(5)19-9-15(14(3)4)12-24(19)17-10-16(27)11-18(28)20(17)21(29)25(23,26)22(24)30/h7,10-11,19,27-28H,6,8-9,12H2,1-5H3/t19?,23?,24-,25+/m0/s1 |
| SMILES | CC(C)=CCCC1(C)C2CC(=C(C)C)C[C@@]23C(=O)[C@]1(Cl)C(=O)C1=C3C=C(O)C=C1O |
ORIGINAL ISOLATION REFERENCE
| CITATION | Kaysser, Leonard; Bernhardt, Peter; Nam, Sang-Jip; Loesgen, Sandra; Ruby, J. Graham; Skewes-Cox, Peter; Jensen, Paul R.; Fenical, William; Moore, Bradley S. Merochlorins A-D, cyclic meroterpenoid antibiotics biosynthesized in divergent pathways with vanadium-dependent chloroperoxidases Journal of the American Chemical Society 2012 134 (29) 11988-11991. | ||
|---|---|---|---|
| DOI | 10.1021/ja305665f | PMID | 22784372 |
SYNTHESES
| CITATION 1 | Pepper HP; George JH Biomimetic total synthesis of (±)-merochlorin A. Angewandte Chemie International Edition 2013 52 (46) 12170-3. DOI: 10.1002/anie.201307200 PMID: 24115251 | ||
|---|---|---|---|
REVISIONS
| VERSION | SMILES | CITATION | ||
|---|---|---|---|---|
| Original Isolation | CC(C)=CCC[C@@]1(C)[C@@H]2CC(=C(C)C)C[C@@]23C(=O)[C@]1(Cl)C(=O)C1=C(O)C=C(O)C=C13 | Kaysser, Leonard; Bernhardt, Peter; Nam, Sang-Jip; Loesgen, Sandra; Ruby, J. Graham; Skewes-Cox, Peter; Jensen, Paul R.; Fenical, William; Moore, Bradley S. Merochlorins A-D, cyclic meroterpenoid antibiotics biosynthesized in divergent pathways with vanadium-dependent chloroperoxidases Journal of the American Chemical Society 2012 134 (29) 11988-11991. DOI: 10.1021/ja305665f PMID: 22784372 | ||
| 2 | CC(C)=CCCC1(C)C2CC(=C(C)C)C[C@@]23C(=O)[C@]1(Cl)C(=O)C1=C3C=C(O)C=C1O | Brandstätter, Marco; Freis, Manuel; Huwyler, Nikolas; Carreira, Erick M Total Synthesis of (-)-Merochlorin A. Angewandte Chemie International Edition 2019 58 (8) 2490-2494. DOI: 10.1002/anie.201813090 PMID: 30575244 | ||
