Compounds
| ID | Spectrum Quality | Annotated Name |
|---|---|---|
| CCMSLIB00000001554 | Gold | 1!CCMSLIB00000001556 |
COMPOUND NPA020161
PROPERTIES
| NPAID | NPA020161 |
|---|---|
| CLUSTER ID | 4537 |
| NODE ID | 3318 |
| NAME | Cyclomarin A |
| FORMULA | C56H82N8O11 |
| MOLECULAR WEIGHT (Da) | 1043.3170 |
| ACCURATE MASS (Da) | 1042.6103 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Streptomyces |
| ORIGIN SPECIES | sp. CNB-382 |
| InChIKey | WCNJVJCYRBJSLC-BCJYPDSRSA-N |
| InChI | InChI=1S/C56H82N8O11/c1-30(2)24-34(8)44-52(70)60-45(47(66)38-27-64(56(10,11)42-29-75-42)39-23-19-18-22-37(38)39)55(73)63(13)41(26-33(7)28-65)50(68)57-35(9)49(67)61-46(48(74-14)36-20-16-15-17-21-36)53(71)58-43(32(5)6)54(72)62(12)40(25-31(3)4)51(69)59-44/h15-24,27,31-35,40-48,65-66H,25-26,28-29H2,1-14H3,(H,57,68)(H,58,71)(H,59,69)(H,60,70)(H,61,67)/t33-,34-,35+,40+,41+,42+,43+,44+,45+,46+,47-,48-/m1/s1 |
| SMILES | C[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N([C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N([C@H](C(=O)N1)C[C@@H](C)CO)C)[C@@H](C2=CN(C3=CC=CC=C32)C(C)(C)[C@@H]4CO4)O)[C@H](C)C=C(C)C)CC(C)C)C)C(C)C)[C@@H](C5=CC=CC=C5)OC |
ORIGINAL ISOLATION REFERENCE
| CITATION | Renner, Matthew K; Shen, Ya-Ching; Cheng, Xing-Chung; Jensen, Paul R; Frankmoelle, Walter; Kauffman, Christopher A; Fenical, William; Lobkovsky, Emil; Clardy, Jon Cyclomarins A- C, new antiinflammatory cyclic peptides produced by a marine bacterium (Streptomyces sp.) Journal of the American Chemical Society 1999 121 (49) 11273-11276. | ||
|---|---|---|---|
| DOI | 10.1021/ja992482o | PMID | - |
SYNTHESES
| CITATION 1 | Barbie P; Kazmaier U Total Synthesis of Cyclomarin A, a Marine Cycloheptapeptide with Anti-Tuberculosis and Anti-Malaria Activity. Organic Letters 2016 18 (2) 204-7. DOI: 10.1021/acs.orglett.5b03292 PMID: 26699807 | ||
|---|---|---|---|
