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G-418

CAT: 0931-T73687-01Size: 50 mgDry Ice: NoHazardous: No
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CAT#:0931-T73687-01Size:50 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
49863-47-0
Target
Parasite, Others, Antibiotic, Antibacterial
Related Pathways
Microbiology/Virology, Others
Bioactivity
G-418 (Geneticin), an aminoglycoside antibiotic resembling gentamicin in structure, demonstrates toxicity to both eukaryotic and prokaryotic cells by obstructing protein synthesis [1].
Smiles
[H][C@@]1(O[C@H](O[C@@H]2[C@@H](N)C[C@@H](N)[C@H](O[C@H]3OC[C@](C)(O)[C@H](NC)[C@H]3O)[C@H]2O)[C@H](N)[C@@H](O)[C@@H]1O)[C@@H](C)O
Molecular Formula
C20H40N4O10
Molecular Weight
496.55
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Geneticin

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 3‘-phosphotransferase, APH 3‘ II.

CAS Number49863-47-0
PubChem CID123865
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-[(1R)-1-hydroxyethyl]oxan-2-yl]oxy-2-hydroxycyclohexyl]oxy-5-methyl-4-(methylamino)oxane-3,5-diol
Molecular FormulaC20H40N4O10
Molecular Weight496.6
XLogP-5.8
Topological Polar Surface Area248
Hydrogen Bond Donor Count10
Hydrogen Bond Acceptor Count14
Rotatable Bond Count6
Heavy Atom Count34
Formal Charge0
Complexity681
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 Structure
2D Structure
2D structure of Geneticin
CAS: 49863-47-0
CID: 123865
Formula: C20H40N4O10
MW: 496.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight496.6
XLogP3-5.8
Hydrogen Bond Donor Count10
Hydrogen Bond Acceptor Count14
Rotatable Bond Count6
Exact Mass496.27444349
Monoisotopic Mass496.27444349
Topological Polar Surface Area248 Ų
Heavy Atom Count34
Formal Charge0
Complexity681
Isotope Atom Count0
Defined Atom Stereocenter Count15
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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Alternative Products

CatalogName
C04219G-418
GC301011-1gG-418 Sulfate
HY-17561-01G-418 (disulfate)
MBS3845437-01G-418 disulfate
BIG0175-01G-418 Disulphate
23986-84G 418 (solution)
16512-94G 418 Disulfate
CR007-005G-418. Sulfate Solid
HY-17561R-01G-418 (disulfate) (Standard)
BCJ958Geneticin G-418 sulfate

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