Chemical Component Summary | |
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Name | GENETICIN |
Synonyms | G418 |
Identifiers | (2R,3S,4R,5R,6S)-5-amino-6-[(1R,2S,3S,4R,6S)-4,6-diamino-3-[(2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-methylamino-oxan-2-yl]oxy-2-hydroxy-cyclohexyl]oxy-2-(1-hydroxyethyl)oxane-3,4-diol |
Formula | C20 H40 N4 O10 |
Molecular Weight | 496.552 |
Type | NON-POLYMER |
Isomeric SMILES | C[C@H]([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@@H]2[C@H](C[C@H]([C@@H]([C@H]2O)O[C@@H]3[C@@H]([C@H]([C@@](CO3)(C)O)NC)O)N)N)N)O)O)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+/m1/s1 |
InChIKey | BRZYSWJRSDMWLG-DJWUNRQOSA-N |
Chemical Details | |
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Formal Charge | 0 |
Atom Count | 74 |
Chiral Atom Count | 15 |
Bond Count | 76 |
Aromatic Bond Count | 0 |
Drug Info: DrugBank
DrugBank ID | DB04263? |
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Name | Geneticin |
Groups | experimental |
Description | Geneticin (also known as G418) is an aminoglycoside antibiotic similar in structure to gentamicin B1, produced by Micromonospora rhodorangea. Geneticin blocks polypeptide synthesis by inhibiting the elongation step in both prokaryotic and eukaryotic cells and is commonly used in laboratory research to select genetically engineered cells. Resistance to Geneticin is conferred by the neo gene from Tn5 encoding an aminoglycoside 3бо-phosphotransferase, APH 3бо II. |
Synonyms | Geneticin |
Categories |
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CAS number | 49863-47-0 |
Drug Targets
Name | Target Sequence | Pharmacological Action | Actions |
---|---|---|---|
Ornithine decarboxylase | MNNFGNEEFDCHFLDEGFTAKDILDQKINEVSSSDDKDAFYVADLGDILK... | unknown |
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison
T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS.
Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682
Related Resource References
Resource Name | Reference |
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PubChem | 123865 |
ChEMBL | CHEMBL215226 |