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G 418 disulfate salt - potency: ≥650 ug per mg, high purity , CAS No.108321-42-2
Aminoglycoside antibiotic agent
Basic Description
Synonyms
AC-32603 | G 418 disulfate salt | (2S,3S,4S,5S)-2-[(1S,2S,3R,4S,6R)-4,6-diamino-3-[(2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(1-hydroxyethyl)oxan-2-yl]oxy-2-hydroxycyclohexyl]oxy-5-methyl-4-(methylamino)oxane-3,5-diol;sulfuric acid | C20H40N4O10.2H2SO4 | G
Specifications & Purity
potency: ≥650 ug per mg
Biochemical and Physiological Mechanisms
Aminoglycoside antibiotic agent. Potent Delta7-SMN target sequence inducer. Inhibits amino acid incorporation into proteins. Shows cytotoxic effects. Inhibits the prokaryotic and eukaryotic elongation cycle. Shows antibacterial and antiprotozoal effects i
Storage Temp
Store at 2-8°C
Shipped In
Wet ice
This product requires cold chain shipping. Ground and other economy services are not available.
Note
Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Taxonomic Classification
Kingdom
Organic compounds
Superclass
Organic oxygen compounds
Class
Organooxygen compounds
Subclass
Carbohydrates and carbohydrate conjugates
Intermediate Tree Nodes
Aminosaccharides - Aminoglycosides
Direct Parent
Aminocyclitol glycosides
Alternative Parents
2-deoxystreptamine aminoglycosides O-glycosyl compounds Aminocyclitols and derivatives Cyclohexylamines Cyclohexanols Oxanes Organic sulfuric acids Monosaccharides Tertiary alcohols 1,2-aminoalcohols Oxacyclic compounds Dialkylamines Acetals Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives
Molecular Framework
Aliphatic heteromonocyclic compounds
Substituents
Amino cyclitol glycoside - 2-deoxystreptamine aminoglycoside - O-glycosyl compound - Glycosyl compound - Aminocyclitol or derivatives - Sulfuric acid - Cyclohexylamine - Cyclohexanol - Oxane - Monosaccharide - Cyclitol or derivatives - Tertiary alcohol - Organic sulfuric acid or derivatives - Cyclic alcohol - Secondary alcohol - 1,2-aminoalcohol - Oxacycle - Organoheterocyclic compound - Secondary amine - Secondary aliphatic amine - Acetal - Organic nitrogen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Primary amine - Organonitrogen compound - Primary aliphatic amine - Amine - Alcohol - Aliphatic heteromonocyclic compound
Description
This compound belongs to the class of organic compounds known as aminocyclitol glycosides. These are organic compounds containing an amicocyclitol moiety glycosidically linked to a carbohydrate moiety. There are two major classes of aminoglycosides containing a 2-streptamine core. They are called 4,5- and 4,6-disubstituted 2-deoxystreptamines.
External Descriptors
Not available
Data sources
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.
Names and Identifiers
Pubchem Sid
488199327
Pubchem Sid Url
https://pubchem.ncbi.nlm.nih.gov/substance/488199327
IUPAC Name
(2S,3S,4S,5S)-2-[(1S,2S,3R,4S,6R)-4,6-diamino-3-[(2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(1-hydroxyethyl)oxan-2-yl]oxy-2-hydroxycyclohexyl]oxy-5-methyl-4-(methylamino)oxane-3,5-diol;sulfuric acid
INCHI
InChI=1S/C20H40N4O10.2H2O4S/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;2*1-5(2,3)4/h6-19,24-30H,4-5,21-23H2,1-3H3;2*(H2,1,2,3,4)/t6?,7-,8+,9+,10+,11-,12-,13-,14+,15+,16-,17-,18+,19-,20+;;/m0../s1
InChIKey
UHEPSJJJMTWUCP-NKCAIAFTSA-N
Smiles
CC(C1C(C(C(C(O1)OC2C(CC(C(C2O)OC3C(C(C(CO3)(C)O)NC)O)N)N)N)O)O)O.OS(=O)(=O)O.OS(=O)(=O)O
Isomeric SMILES
CC([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.OS(=O)(=O)O.OS(=O)(=O)O
WGK Germany
3
PubChem CID
16218858
Molecular Weight
692.71
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Sensitivity
Heat sensitive
Specific Rotation[α]
111 ° (C=0.3, H2O)
Melt Point(°C)
138-144°C
Molecular Weight
692.700 g/mol
XLogP3
Hydrogen Bond Donor Count
14
Hydrogen Bond Acceptor Count
22
Rotatable Bond Count
6
Exact Mass
692.209 Da
Monoisotopic Mass
692.209 Da
Topological Polar Surface Area
414.000 Ų
Heavy Atom Count
44
Formal Charge
0
Complexity
763.000
Isotope Atom Count
0
Defined Atom Stereocenter Count
14
Undefined Atom Stereocenter Count
1
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
The total count of all stereochemical bonds
0
Covalently-Bonded Unit Count
3
Citations of This Product
1.
Han Sijia, Jin Xueying, Hu Tianyu, Chi Feng.
(2023)
ARHGAP25 suppresses the development of breast cancer by an ARHGAP25/Wnt/ASCL2 feedback loop. CARCINOGENESIS,
2.
Sijia Han, Xueying Jin, Tianyu Hu, Feng Chi.
(2023)
LAPTM5 regulated by FOXP3 promotes the malignant phenotypes of breast cancer through activating the Wnt/β‑catenin pathway. ONCOLOGY REPORTS,
49
(3):
(1-14).
3.
Jing Zhou, Tongyu Wu, Chun Li, Zhuozhou Hu, Liang Han, Xiangxiang Li, Jingjing Liu, Wenyang Zhao, Jia Kang, Xinping Chen.
(2023)
Alfuzosin ameliorates diabetes by boosting PGK1 activity in diabetic mice. LIFE SCIENCES,
317
(121491).
4.
Zhuozhou Hu, Jing Zhou, Liang Han, Xiangxiang Li, Chun Li, Tongyu Wu, Jingjing Liu, Wenyang Zhao, Jia Kang, Xinping Chen.
(2022)
Acyclovir alleviates insulin resistance via activating PKM1 in diabetic mice. LIFE SCIENCES,
304
(120725).
5.
Wu Liang, Wen Yongdi, Chen Wenying, Yan Tongshuai, Tian Xiaofei, Zhou Shishui.
(2021)
Simultaneously deleting ADH2 and THI3 genes of Saccharomyces cerevisiae for reducing the yield of acetaldehyde and fusel alcohols. FEMS MICROBIOLOGY LETTERS,
368
(15):
6.
Jie Zhu, Kun Yang, Aijie Liu, Xiaoxue Lu, Linsong Yang, Qinghuan Zhao.
(2020)
Highly secretory expression of recombinant cowpea chlorotic mottle virus capsid proteins in Pichia pastoris and in-vitro encapsulation of ruthenium nanoparticles for catalysis. PROTEIN EXPRESSION AND PURIFICATION,
174
(105679).
7.
Wang Shuai, He Ting, Luo Ya, Ren Kexin, Shen Huanming, Hou Lingfeng, Wei Yixin, Fu Tong, Xie Wenlong, Wang Peng, Hu Jie, Zhu Yu, Huang Zhengrong, Li Qiyuan, Li Weihua, Guo Huiling, Li Boan.
(2024)
SOX4 facilitates brown fat development and maintenance through EBF2-mediated thermogenic gene program in mice. Cell Death & Differentiation,
12
(9):
8.
Jiankun Zang, Yousheng Wu, Xuanlin Su, Kaiwei Cai, Man Ke, Niu He, Huili Zhu, Zefeng Tan, Jielin Zhu, Wensheng He, Min Peng, Shiqing Zhang, Hongcheng Mai, Anding Xu, Dan Lu.
(2024)
FUS Selectively Facilitates circRNAs Packing into Small Extracellular Vesicles within Hypoxia Neuron. Advanced Science,
(2404822).
9.
Jiaojiao He, Haoyang Zhou, Jine Liang, Kadireya Tuerxun, Zhuoling Ding, Shishui Zhou.
(2024)
HOM2 Deletion by CRISPR-Cas9 in Saccharomyces cerevisiae for Decreasing Higher Alcohols in Whiskey. Fermentation-Basel,
10
(11):
(589).
10.
Xinrui Meng, Jingjing Liu, Jia Kang, Menghan Wang, Zhanghui Guan, Dong Tian, Xinping Chen.
(2024)
Lamivudine protects mice from gastric ulcer by activating PGK1 to suppress ferroptosis. BIOCHEMICAL PHARMACOLOGY,
227
(116440).
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10 Citations
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