Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA022172
PROPERTIES
| NPAID | NPA022172 |
|---|---|
| CLUSTER ID | 6835 |
| NODE ID | 4723 |
| NAME | Fistularin-3 |
| FORMULA | C31H30Br6N4O11 |
| MOLECULAR WEIGHT (Da) | 1114.0220 |
| ACCURATE MASS (Da) | 1107.7011 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Pseudovibrio |
| ORIGIN SPECIES | denitrificans Ab134 |
| InChIKey | TURTULDFIIAPTC-OSLCQHOLSA-N |
| InChI | InChI=1S/C31H30Br6N4O11/c1-48-24-16(34)5-30(26(44)21(24)36)7-18(40-51-30)28(46)38-9-13(42)11-50-23-14(32)3-12(4-15(23)33)20(43)10-39-29(47)19-8-31(52-41-19)6-17(35)25(49-2)22(37)27(31)45/h3-6,13,20,26-27,42-45H,7-11H2,1-2H3,(H,38,46)(H,39,47)/t13-,20?,26-,27-,30+,31+/m0/s1 |
| SMILES | COC1=C(Br)[C@H](O)[C@@]2(C=C1Br)CC(C(=O)NCC(O)C1=CC(Br)=C(OC[C@@H](O)CNC(=O)C3=NO[C@]4(C=C(Br)C(OC)=C(Br)[C@@H]4O)C3)C(Br)=C1)=NO2 |
ORIGINAL ISOLATION REFERENCE
| CITATION | Nicacio, Karen J.; Ióca, Laura P.; Fróes, Adriana M.; Leomil, Luciana; Appolinario, Luciana R.; Thompson, Christiane C.; Thompson, Fabiano L.; Ferreira, Antonio G.; Williams, David E.; Andersen, Raymond J.; Eustaquio, Alessandra S.; Berlinck, Roberto G. S. Cultures of the Marine Bacterium Pseudovibrio denitrificans Ab134 Produce Bromotyrosine-Derived Alkaloids Previously Only Isolated from Marine Sponges Journal of Natural Products 2017 80 (2) 235-240. | ||
|---|---|---|---|
| DOI | 10.1021/acs.jnatprod.6b00838 | PMID | 28191971 |
REVISIONS
| VERSION | SMILES | CITATION | ||
|---|---|---|---|---|
| Original Isolation | COC1=C([C@@H]([C@]2(CC(=NO2)C(=O)NCC(COC3=C(C=C(C=C3Br)C(CNC(=O)C4=NO[C@@]5(C4)C=C(C(=C([C@@H]5O)Br)OC)Br)O)Br)O)C=C1Br)O)Br | Nicacio, Karen J.; Ióca, Laura P.; Fróes, Adriana M.; Leomil, Luciana; Appolinario, Luciana R.; Thompson, Christiane C.; Thompson, Fabiano L.; Ferreira, Antonio G.; Williams, David E.; Andersen, Raymond J.; Eustaquio, Alessandra S.; Berlinck, Roberto G. S. Cultures of the Marine Bacterium Pseudovibrio denitrificans Ab134 Produce Bromotyrosine-Derived Alkaloids Previously Only Isolated from Marine Sponges Journal of Natural Products 2017 80 (2) 235-240. DOI: 10.1021/acs.jnatprod.6b00838 PMID: 28191971 | ||
| 2 | COC1=C(Br)[C@H](O)[C@@]2(C=C1Br)CC(C(=O)NCC(O)C1=CC(Br)=C(OC[C@@H](O)CNC(=O)C3=NO[C@]4(C=C(Br)C(OC)=C(Br)[C@@H]4O)C3)C(Br)=C1)=NO2 | Rogers, Evan W; de Oliveira, Maria Fernanda; Berlinck, Roberto G S; König, Gabriele M; Molinski, Tadeusz F Stereochemical heterogeneity in Verongid sponge metabolites. Absolute stereochemistry of (+)-fistularin-3 and (+)-11-epi-fistularin-3 by microscale LCMS-Marfey's analysis. Journal of Natural Products 2005 68 (6) 891-6. DOI: 10.1021/np050050n PMID: 15974614 | ||
