Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA017346
PROPERTIES
| NPAID | NPA017346 |
|---|---|
| CLUSTER ID | 26 |
| NODE ID | 25 |
| NAME | Symplocamide A |
| FORMULA | C46H71BrN10O13 |
| MOLECULAR WEIGHT (Da) | 1052.0350 |
| ACCURATE MASS (Da) | 1050.4385 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Symploca |
| ORIGIN SPECIES | sp. |
| InChIKey | XFQCUAOQRAZAJB-PDIPYSFRSA-N |
| InChI | InChI=1S/C46H71BrN10O13/c1-9-12-34(59)51-29(15-18-33(48)58)40(62)55-37-25(6)70-45(67)36(23(3)4)54-41(63)31(22-26-14-17-32(69-8)27(47)21-26)56(7)44(66)38(24(5)10-2)57-35(60)19-16-30(43(57)65)53-39(61)28(52-42(37)64)13-11-20-50-46(49)68/h14,17,21,23-25,28-31,35-38,60H,9-13,15-16,18-20,22H2,1-8H3,(H2,48,58)(H,51,59)(H,52,64)(H,53,61)(H,54,63)(H,55,62)(H3,49,50,68)/t24-,25-,28+,29+,30+,31+,35-,36+,37+,38+/m1/s1 |
| SMILES | CCCC(=O)N[C@@H](CCC(=O)N)C(=O)N[C@H]1[C@H](OC(=O)[C@@H](NC(=O)[C@@H](N(C(=O)[C@@H](N2[C@@H](CC[C@@H](C2=O)NC(=O)[C@@H](NC1=O)CCCNC(=O)N)O)[C@H](C)CC)C)CC3=CC(=C(C=C3)OC)Br)C(C)C)C |
ORIGINAL ISOLATION REFERENCE
| CITATION | Linington, Roger G.; Edwards, Daniel J.; Shuman, Cynthia F.; McPhail, Kerry L.; Matainaho, Teatulohi; Gerwick, William H. Symplocamide A, a potent cytotoxin and chymotrypsin inhibitor from the marine cyanobacterium Symploca sp Journal of Natural Products 2008 71 (1) 22-27. | ||
|---|---|---|---|
| DOI | 10.1021/np070280x | PMID | 18163584 |
SYNTHESES
| CITATION 1 | Stolze SC; Meltzer M; Ehrmann M; Kaiser M Solid phase total synthesis of the 3-amino-6-hydroxy-2-piperidone (Ahp) cyclodepsipeptide and protease inhibitor Symplocamide A. Chemical Communications 2010 46 (46) 8857-8859. DOI: 10.1039/c0cc02889d PMID: 20967347 | ||
|---|---|---|---|
