Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA022212
PROPERTIES
| NPAID | NPA022212 |
|---|---|
| CLUSTER ID | 26 |
| NODE ID | 25 |
| NAME | Samoamide A |
| FORMULA | C50H70N8O8 |
| MOLECULAR WEIGHT (Da) | 911.1580 |
| ACCURATE MASS (Da) | 910.5317 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Symploca |
| ORIGIN SPECIES | sp. |
| InChIKey | HXZHQSBZXQKEMC-HBGYEDQKSA-N |
| InChI | InChI=1S/C50H70N8O8/c1-7-32(6)42-50(66)57-25-15-22-39(57)46(62)51-35(28-33-17-10-8-11-18-33)43(59)54-41(31(4)5)47(63)53-37(27-30(2)3)48(64)58-26-16-23-40(58)49(65)56-24-14-21-38(56)45(61)52-36(44(60)55-42)29-34-19-12-9-13-20-34/h8-13,17-20,30-32,35-42H,7,14-16,21-29H2,1-6H3,(H,51,62)(H,52,61)(H,53,63)(H,54,59)(H,55,60)/t32-,35-,36-,37-,38-,39-,40-,41-,42-/m0/s1 |
| SMILES | CC[C@H](C)[C@H]1C(=O)N2CCC[C@H]2C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N3CCC[C@H]3C(=O)N4CCC[C@H]4C(=O)N[C@H](C(=O)N1)CC5=CC=CC=C5)CC(C)C)C(C)C)CC6=CC=CC=C6 |
ORIGINAL ISOLATION REFERENCE
| CITATION | Naman, C. Benjamin; Rattan, Ramandeep; Nikoulina, Svetlana E.; Lee, John; Miller, Bailey W.; Moss, Nathan A.; Armstrong, Lorene; Boudreau, Paul D.; Debonsi, Hosana M.; Valeriote, Frederick A.; Dorrestein, Pieter C.; Gerwick, William H. Integrating Molecular Networking and Biological Assays To Target the Isolation of a Cytotoxic Cyclic Octapeptide, Samoamide A, from an American Samoan Marine Cyanobacterium Journal of Natural Products 2017 80 (3) 625-633. | ||
|---|---|---|---|
| DOI | 10.1021/acs.jnatprod.6b00907 | PMID | 28055219 |
SYNTHESES
| CITATION 1 | Chang Q; Li YL; Zhao X Total synthesis and cyclization strategy of samoamide A, a cytotoxic cyclic octapeptide rich in proline and phenlalanine isolated from marine cyanobacterium. Journal of Asian Natural Products Research 2019 21 (2) 171-177. DOI: 10.1080/10286020.2018.1450391 PMID: 29671350 | ||
|---|---|---|---|
