Compounds
| ID | Spectrum Quality | Annotated Name |
|---|---|---|
| CCMSLIB00000577838 | Gold | 3 |
COMPOUND NPA002986
PROPERTIES
| NPAID | NPA002986 |
|---|---|
| CLUSTER ID | 415 |
| NODE ID | 374 |
| NAME | Brunsvicamide A |
| FORMULA | C45H64N8O8 |
| MOLECULAR WEIGHT (Da) | 845.0550 |
| ACCURATE MASS (Da) | 844.4847 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Tychonema |
| ORIGIN SPECIES | sp. |
| InChIKey | QOCMZEOVWQAOFT-YUVTWWCPSA-N |
| InChI | InChI=1S/C45H64N8O8/c1-8-28(6)38(44(59)60)52-45(61)50-33-20-14-15-21-46-39(54)34(23-29-16-10-9-11-17-29)48-41(56)36(24-30-25-47-32-19-13-12-18-31(30)32)53(7)43(58)35(22-26(2)3)49-42(57)37(27(4)5)51-40(33)55/h9-13,16-19,25-28,33-38,47H,8,14-15,20-24H2,1-7H3,(H,46,54)(H,48,56)(H,49,57)(H,51,55)(H,59,60)(H2,50,52,61)/t28-,33+,34-,35-,36-,37-,38-/m0/s1 |
| SMILES | CC[C@H](C)[C@H](NC(=O)N[C@@H]1CCCCNC(=O)[C@H](CC2=CC=CC=C2)NC(=O)[C@H](CC2=CNC3=CC=CC=C23)N(C)C(=O)[C@H](CC(C)C)NC(=O)[C@H](C(C)C)NC1=O)C(=O)O |
ORIGINAL ISOLATION REFERENCE
| CITATION | Müller, Daniela; Krick, Anja; Kehraus, Stefan; Mehner, Christian; Hart, Mark; Küpper, Frithjof C; Saxena, Krishna; Prinz, Heino; Schwalbe, Harald; Janning, Petra; Waldmann, Herbert; König, Gabriele M Brunsvicamides A-C: sponge-related cyanobacterial peptides with Mycobacterium tuberculosis protein tyrosine phosphatase inhibitory activity Journal of Medicinal Chemistry 2006 49 (16) 4871-4878. | ||
|---|---|---|---|
| DOI | 10.1021/jm060327w | PMID | 16884299 |
SYNTHESES
| CITATION 1 | Walther T; Arndt HD; Waldmann H Solid-support based total synthesis and stereochemical correction of brunsvicamide A. Organic Letters 2008 10 (15) 3199-3202. DOI: 10.1021/ol801064d PMID: 18590275 | ||
|---|---|---|---|
REVISIONS
| VERSION | SMILES | CITATION | ||
|---|---|---|---|---|
| Original Isolation | CC[C@H](C)[C@H](NC(=O)N[C@H]1CCCCNC(=O)[C@H](CC2=CC=CC=C2)NC(=O)[C@H](CC2=CNC3=CC=CC=C23)N(C)C(=O)[C@H](CC(C)C)NC(=O)[C@H](C(C)C)NC1=O)C(=O)O | Müller, Daniela; Krick, Anja; Kehraus, Stefan; Mehner, Christian; Hart, Mark; Küpper, Frithjof C; Saxena, Krishna; Prinz, Heino; Schwalbe, Harald; Janning, Petra; Waldmann, Herbert; König, Gabriele M Brunsvicamides A-C: sponge-related cyanobacterial peptides with Mycobacterium tuberculosis protein tyrosine phosphatase inhibitory activity Journal of Medicinal Chemistry 2006 49 (16) 4871-4878. DOI: 10.1021/jm060327w PMID: 16884299 | ||
| 2 | CC[C@H](C)[C@H](NC(=O)N[C@@H]1CCCCNC(=O)[C@H](CC2=CC=CC=C2)NC(=O)[C@H](CC2=CNC3=CC=CC=C23)N(C)C(=O)[C@H](CC(C)C)NC(=O)[C@H](C(C)C)NC1=O)C(=O)O | Walther T; Arndt HD; Waldmann H Solid-support based total synthesis and stereochemical correction of brunsvicamide A. Organic Letters 2008 10 (15) 3199-3202. DOI: 10.1021/ol801064d PMID: 18590275 | ||
