Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA014483
PROPERTIES
| NPAID | NPA014483 |
|---|---|
| CLUSTER ID | 352 |
| NODE ID | 317 |
| NAME | Yanucamide A |
| FORMULA | C33H47N3O7 |
| MOLECULAR WEIGHT (Da) | 597.7530 |
| ACCURATE MASS (Da) | 597.3414 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Lyngbya |
| ORIGIN SPECIES | majuscula and Schizothrix sp. |
| InChIKey | UJLAUQGSVXILEB-XEZODYMFSA-N |
| InChI | InChI=1S/C33H47N3O7/c1-9-10-12-17-25-33(6,7)32(41)35-27(21(2)3)31(40)43-28(22(4)5)30(39)36(8)24(20-23-15-13-11-14-16-23)29(38)34-19-18-26(37)42-25/h1,11,13-16,21-22,24-25,27-28H,10,12,17-20H2,2-8H3,(H,34,38)(H,35,41)/t24-,25-,27-,28-/m0/s1 |
| SMILES | C#CCCC[C@@H]1OC(=O)CCNC(=O)[C@H](CC2=CC=CC=C2)N(C)C(=O)[C@H](C(C)C)OC(=O)[C@H](C(C)C)NC(=O)C1(C)C |
ORIGINAL ISOLATION REFERENCE
| CITATION | Sitachitta, Namthip; Williamson, R. Thomas; Gerwick, William H. Yanucamides A and B, Two New Depsipeptides from an Assemblage of the Marine Cyanobacteria Lyngbya majuscula and Schizothrix Species Journal of Natural Products 2000 63 (2) 197-200. | ||
|---|---|---|---|
| DOI | 10.1021/np990466z | PMID | - |
SYNTHESES
| CITATION 1 | Xu Z; Peng Y; Ye T The total synthesis and stereochemical revision of yanucamide A. Organic Letters 2003 5 (16) 2821-4. DOI: 10.1021/ol034803d PMID: 12889883 | ||
|---|---|---|---|
REVISIONS
| VERSION | SMILES | CITATION | ||
|---|---|---|---|---|
| Original Isolation | CC(C)[C@H]1C(=O)O[C@H](C(=O)N([C@@H](C(=O)NCCC(=O)OC(C(C(=O)N1)(C)C)CCCC#C)CC2=CC=CC=C2)C)C(C)C | Sitachitta, Namthip; Williamson, R. Thomas; Gerwick, William H. Yanucamides A and B, Two New Depsipeptides from an Assemblage of the Marine Cyanobacteria Lyngbya majuscula and Schizothrix Species Journal of Natural Products 2000 63 (2) 197-200. DOI: 10.1021/np990466z | ||
| 2 | C#CCCC[C@@H]1OC(=O)CCNC(=O)[C@H](CC2=CC=CC=C2)N(C)C(=O)[C@H](C(C)C)OC(=O)[C@H](C(C)C)NC(=O)C1(C)C | Xu Z; Peng Y; Ye T The total synthesis and stereochemical revision of yanucamide A. Organic Letters 2003 5 (16) 2821-4. DOI: 10.1021/ol034803d PMID: 12889883 | ||
