Antibiotic G-418
AlkaPlorer ID: AK043133
Synonym: 'Geneticin', 'Antibiotic G 418', 'G 418', 'Antibiotic G-418'
IUPAC Name: (2R,3R,4R,5R)-2-[(1S,2S,3R,4S,6R)-4,6-diamino-3-[(2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-[(1S)-1-hydroxyethyl]oxan-2-yl]oxy-2-hydroxycyclohexyl]oxy-5-methyl-4-(methylamino)oxane-3,5-diol
Structure
SMILES: CN[C@@H]1[C@@H](O)[C@@H](O[C@@H]2[C@@H](O)[C@H](O[C@H]3O[C@H]([C@H](C)O)[C@@H](O)[C@H](O)[C@H]3N)[C@@H](N)C[C@H]2N)OC[C@]1(C)O
InChI: InChI=1S/C20H40N4O10/c1-6(25)14-11(27)10(26)9(23)18(32-14)33-15-7(21)4-8(22)16(12(15)28)34-19-13(29)17(24-3)20(2,30)5-31-19/h6-19,24-30H,4-5,21-23H2,1-3H3/t6-,7-,8+,9+,10+,11-,12-,13+,14+,15+,16-,17+,18+,19+,20-/m0/s1
InChIKey: BRZYSWJRSDMWLG-KVXRWBJUSA-N
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Microbulbifer sp. | Microbulbifer | Microbulbiferaceae | Cellvibrionales | Gammaproteobacteria | Pseudomonadota | None | Bacteria |
Properties Information
Molecule Weight: 496.5580000000003
TPSA？: 248.39
MolLogP？: -5.613
Number of H-Donors: 10
Number of H-Acceptors: 14
RingCount: 3
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Bacillus subtilis | Bacillus subtilis | MIC | 1.25 | ug.mL-1 | 10.1021/acsmedchemlett.3c00089 |
| Bacteria | DNA | IC50 | 9.0 | nM | 10.1021/acsmedchemlett.3c00089 |
| Escherichia coli | Escherichia coli | MIC | 0.25 | ug.mL-1 | 10.1021/acs.jnatprod.9b00312 |
| Escherichia coli | Escherichia coli | MIC | 9.0 | ug.mL-1 | 10.1021/acsmedchemlett.3c00089 |
| Homo sapiens | Premature termination codon | EC2 | 8.5 | uM | 10.1016/j.bmcl.2022.128989 |
| None | Unchecked | Activity | nan | None | 10.1021/acsmedchemlett.8b00472 |
| None | Unchecked | EC50 | 980.0 | nM | 10.1021/acsmedchemlett.8b00472 |
| None | Unchecked | IC50 | 2000.0 | nM | 10.1021/acsmedchemlett.3c00089 |
| None | Unchecked | K | 1.0 | /min | 10.1021/acsmedchemlett.8b00472 |
| None | Unchecked | LC50 | 900000.0 | nM | 10.1021/acsmedchemlett.3c00089 |
| None | Unchecked | LC50 | 1700000.0 | nM | 10.1021/acsmedchemlett.3c00089 |
| None | Unchecked | Ratio | 0.1 | None | 10.1021/acsmedchemlett.8b00472 |
| None | Unchecked | Selectivity ratio | 222.0 | None | 10.1021/acsmedchemlett.3c00089 |