Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA017414
PROPERTIES
| NPAID | NPA017414 |
|---|---|
| CLUSTER ID | 1210 |
| NODE ID | 1029 |
| NAME | Thalassospiramide C |
| FORMULA | C44H61N5O9 |
| MOLECULAR WEIGHT (Da) | 803.9980 |
| ACCURATE MASS (Da) | 803.4469 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Thalassospira |
| ORIGIN SPECIES | sp. CNJ-328 |
| InChIKey | JAHUYDGVSJVDKF-OHHXILGESA-N |
| InChI | InChI=1S/C44H61N5O9/c1-7-8-9-10-11-12-13-14-37(52)46-35(25-30-15-20-33(50)21-16-30)41(54)48-39(28(2)3)42(55)45-32-19-24-38(53)47-40(29(4)5)43(56)49(6)36(44(57)58-27-32)26-31-17-22-34(51)23-18-31/h12-13,15-24,28-29,32,35-36,39-40,50-51H,7-11,14,25-27H2,1-6H3,(H,45,55)(H,46,52)(H,47,53)(H,48,54)/b13-12-,24-19?/t32-,35+,36+,39+,40+/m1/s1 |
| SMILES | CCCCCC/C=C\CC(=O)N[C@@H](CC1=CC=C(C=C1)O)C(=O)N[C@@H](C(C)C)C(=O)N[C@H]2COC(=O)[C@@H](N(C(=O)[C@@H](NC(=O)C=C2)C(C)C)C)CC3=CC=C(C=C3)O |
ORIGINAL ISOLATION REFERENCE
| CITATION | Ross, Avena C.; Xu, Ying; Lu, Liang; Kersten, Roland D.; Shao, Zongze; Al-Suwailem, Abdulaziz M.; Dorrestein, Pieter C.; Qian, Pei-Yuan; Moore, Bradley S. Biosynthetic multitasking facilitates thalassospiramide structural diversity in marine bacteria Journal of the American Chemical Society 2013 135 (3) 1155-1162. | ||
|---|---|---|---|
| DOI | 10.1021/ja3119674 | PMID | 23270364 |
SYNTHESES
| CITATION 1 | Fournier J; Chen K; Mailyan AK; Jackson JJ; Buckman BO; Emayan K; Yuan S; Rajagopalan R; Misialek S; Adler M; Blaesse M; Griessner A; Zakarian A Total Synthesis of Covalent Cysteine Protease Inhibitor N-Desmethyl Thalassospiramide C and Crystallographic Evidence for Its Mode of Action. Organic Letters 2019 21 (2) 508-512. DOI: 10.1021/acs.orglett.8b03821 PMID: 30628449 | ||
|---|---|---|---|
