Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA012082
PROPERTIES
| NPAID | NPA012082 |
|---|---|
| CLUSTER ID | 4587 |
| NODE ID | 3349 |
| NAME | Muscoride A |
| FORMULA | C28H40N4O5 |
| MOLECULAR WEIGHT (Da) | 512.6510 |
| ACCURATE MASS (Da) | 512.2999 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Nostoc |
| ORIGIN SPECIES | muscorum |
| InChIKey | PFXJYHPNSWNJBP-SFTDATJTSA-N |
| InChI | InChI=1S/C28H40N4O5/c1-10-28(8,9)31-21(17(4)5)26(33)32-14-11-12-20(32)24-29-22(18(6)36-24)25-30-23(19(7)37-25)27(34)35-15-13-16(2)3/h10,13,17,20-21,31H,1,11-12,14-15H2,2-9H3/t20-,21-/m0/s1 |
| SMILES | C=CC(C)(C)N[C@H](C(=O)N1CCC[C@H]1C1=NC(C2=NC(C(=O)OCC=C(C)C)=C(C)O2)=C(C)O1)C(C)C |
ORIGINAL ISOLATION REFERENCE
| CITATION | Nagatsu, Akito; Kajitani, Hitoshi; Sakakibara, Jinsaku Muscoride A: A new oxazole peptide alkaloid from freshwater cyanobacterium Nostoc muscorum Tetrahedron Letters 1995 36 (23) 4097-4100. | ||
|---|---|---|---|
| DOI | 10.1016/0040-4039(95)00724-q | PMID | - |
SYNTHESES
| CITATION 1 | Wipf P; Venkatraman S Total Synthesis of (-)-Muscoride A. Journal of Organic Chemistry 1996 61 (19) 6517-6522. DOI: 10.1021/jo960891m PMID: 11667514 | ||
|---|---|---|---|
| CITATION 2 | Coqueron PY; Didier C; Ciufolini MA Iterative oxazole assembly via alpha-chloroglycinates: total synthesis of (-)-muscoride A. Angewandte Chemie International Edition 2003 42 (12) 1411-4. DOI: 10.1002/anie.200390363 PMID: 12671983 | ||
REVISIONS
| VERSION | SMILES | CITATION | ||
|---|---|---|---|---|
| Original Isolation | CC1=C(N=C(O1)C2CCCN2C(=O)C(C(C)C)NC(C)(C)C=C)C3=NC(=C(O3)C)C(=O)OCC=C(C)C | Nagatsu, Akito; Kajitani, Hitoshi; Sakakibara, Jinsaku Muscoride A: A new oxazole peptide alkaloid from freshwater cyanobacterium Nostoc muscorum Tetrahedron Letters 1995 36 (23) 4097-4100. DOI: 10.1016/0040-4039(95)00724-q | ||
| 2 | C=CC(C)(C)N[C@H](C(=O)N1CCC[C@H]1C1=NC(C2=NC(C(=O)OCC=C(C)C)=C(C)O2)=C(C)O1)C(C)C | Wipf P; Venkatraman S Total Synthesis of (-)-Muscoride A. Journal of Organic Chemistry 1996 61 (19) 6517-6522. DOI: 10.1021/jo960891m PMID: 11667514 | ||
