Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA024661
PROPERTIES
| NPAID | NPA024661 |
|---|---|
| CLUSTER ID | 7535 |
| NODE ID | 141 |
| NAME | Malacidin A |
| FORMULA | C56H88N12O20 |
| MOLECULAR WEIGHT (Da) | 1249.3840 |
| ACCURATE MASS (Da) | 1248.6238 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | eDNA |
| ORIGIN SPECIES | sp. |
| InChIKey | USNOUEMKNKRWQT-PEEZDWAUSA-N |
| InChI | InChI=1S/C56H88N12O20/c1-25(2)17-13-11-12-14-19-35(69)62-40(29(8)54(83)84)50(79)66-42-31(10)59-47(76)34-21-28(7)24-68(34)53(82)39(27(5)6)65-49(78)41(30(9)55(85)86)63-36(70)23-58-45(74)33(22-37(71)72)61-52(81)43(44(73)56(87)88)67-46(75)32(18-15-16-20-57)60-48(77)38(26(3)4)64-51(42)80/h11-12,14,19,25-34,38-44,73H,13,15-18,20-24,57H2,1-10H3,(H,58,74)(H,59,76)(H,60,77)(H,61,81)(H,62,69)(H,63,70)(H,64,80)(H,65,78)(H,66,79)(H,67,75)(H,71,72)(H,83,84)(H,85,86)(H,87,88)/b12-11-,19-14+/t28-,29-,30+,31-,32+,33+,34+,38-,39+,40+,41-,42+,43+,44-/m1/s1 |
| SMILES | CC(C)CC/C=C\C=C\C(=O)N[C@H](C(=O)N[C@@H]1C(=O)N[C@H](C(C)C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H]([C@@H](O)C(=O)O)C(=O)N[C@@H](CC(=O)O)C(=O)NCC(=O)N[C@H]([C@H](C)C(=O)O)C(=O)N[C@@H](C(C)C)C(=O)N2C[C@H](C)C[C@H]2C(=O)N[C@@H]1C)[C@@H](C)C(=O)O |
ORIGINAL ISOLATION REFERENCE
| CITATION | Hover BM; Kim SH; Katz M; Charlop-Powers Z; Owen JG; Ternei MA; Maniko J; Estrela AB; Molina H; Park S; Perlin DS; Brady SF Culture-independent discovery of the malacidins as calcium-dependent antibiotics with activity against multidrug-resistant Gram-positive pathogens. Nature Microbiology 2018 3 (4) 415-422. | ||
|---|---|---|---|
| DOI | 10.1038/s41564-018-0110-1 | PMID | 29434326 |
REVISIONS
| VERSION | SMILES | CITATION | ||
|---|---|---|---|---|
| Original Isolation | C[C@@H]1C[C@H]2C(=O)NC([C@@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)N[C@@H](C(=O)N[C@H](C(=O)N2C1)C(C)C)C(C)C(=O)O)CC(=O)O)C(C(=O)O)O)CCCCN)C(C)C)NC(=O)[C@H](C(C)C(=O)O)NC(=O)/C=C/C=C\CCC(C)C)C | Hover BM; Kim SH; Katz M; Charlop-Powers Z; Owen JG; Ternei MA; Maniko J; Estrela AB; Molina H; Park S; Perlin DS; Brady SF Culture-independent discovery of the malacidins as calcium-dependent antibiotics with activity against multidrug-resistant Gram-positive pathogens. Nature Microbiology 2018 3 (4) 415-422. DOI: 10.1038/s41564-018-0110-1 PMID: 29434326 | ||
| 2 | CC(C)CC/C=C\C=C\C(=O)N[C@H](C(=O)N[C@@H]1C(=O)N[C@H](C(C)C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H]([C@@H](O)C(=O)O)C(=O)N[C@@H](CC(=O)O)C(=O)NCC(=O)N[C@H]([C@H](C)C(=O)O)C(=O)N[C@@H](C(C)C)C(=O)N2C[C@H](C)C[C@H]2C(=O)N[C@@H]1C)[C@@H](C)C(=O)O | Sun, Zhenquan; Shang, Zhuo; Forelli, Nicholas; Po, Kathy Hiu Laam; Chen, Sheng; Brady, Sean F; Li, Xuechen Total Synthesis of Malacidin A by β-Hydroxyaspartic Acid Ligation-Mediated Cyclization and Absolute Structure Establishment. Angewandte Chemie International Edition 2020 59 (45) 19868-19872. DOI: 10.1002/anie.202009092 PMID: 32725837 | ||
