Compounds
| ID | Spectrum Quality | Annotated Name |
|---|---|---|
| CCMSLIB00000001623 | Gold | 1!CCMSLIB00000001624 |
COMPOUND NPA013913
PROPERTIES
| NPAID | NPA013913 |
|---|---|
| CLUSTER ID | 4630 |
| NODE ID | 3371 |
| NAME | Marineosin A |
| FORMULA | C25H35N3O2 |
| MOLECULAR WEIGHT (Da) | 409.5740 |
| ACCURATE MASS (Da) | 409.2729 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Streptomyces |
| ORIGIN SPECIES | sp. |
| InChIKey | JPTGQNMDWMSVSF-OJDBHETBSA-N |
| InChI | InChI=1S/C25H35N3O2/c1-17-15-18-9-6-4-3-5-7-10-19-12-13-21(27-19)24(18)25(30-17)23(29-2)16-22(28-25)20-11-8-14-26-20/h8,11-14,17-18,23-24,26-27H,3-7,9-10,15-16H2,1-2H3/t17-,18-,23-,24-,25-/m0/s1 |
| SMILES | CO[C@H]1CC(C2=CC=CN2)=N[C@]12O[C@@H](C)C[C@@H]1CCCCCCCC3=CC=C(N3)[C@H]12 |
ORIGINAL ISOLATION REFERENCE
| CITATION | Boonlarppradab, Chollaratt; Kauffman, Christopher A; Jensen, Paul R; Fenical, William Marineosins A and B, cytotoxic spiroaminals from a marine-derived actinomycete Organic Letters 2008 10 (24) 5505-5508. | ||
|---|---|---|---|
| DOI | 10.1021/ol8020644 | PMID | 19007176 |
SYNTHESES
| CITATION 1 | Xu B; Li G; Li J; Shi Y Total Synthesis of the Proposed Structure of Marineosin A. Organic Letters 2016 18 (9) 2028-2031. DOI: 10.1021/acs.orglett.6b00632 PMID: 27110647 | ||
|---|---|---|---|
REVISIONS
| VERSION | SMILES | CITATION | ||
|---|---|---|---|---|
| Original Isolation | C[C@H]1C[C@@H]2CCCCCCCC3=CC=C([C@H]2[C@@]4(O1)[C@@H](CC(=N4)C5=CC=CN5)OC)N3 | Boonlarppradab, Chollaratt; Kauffman, Christopher A; Jensen, Paul R; Fenical, William Marineosins A and B, cytotoxic spiroaminals from a marine-derived actinomycete Organic Letters 2008 10 (24) 5505-5508. DOI: 10.1021/ol8020644 PMID: 19007176 | ||
| 2 | CO[C@H]1CC(C2=CC=CN2)=N[C@]12O[C@@H](C)C[C@@H]1CCCCCCCC3=CC=C(N3)[C@H]12 | Feng, Zhengao; Allred, Tyler K; Hurlow, Evan E; Harran, Patrick G Anomalous Chromophore Disruption Enables an Eight-Step Synthesis and Stereochemical Reassignment of (+)-Marineosin A. Journal of the American Chemical Society 2019 141 (6) 2274-2278. DOI: 10.1021/jacs.9b00396 PMID: 30691264 | ||
