Products 929901-49-5

CAS 929901-49-5 appears in our catalog under these names: SGI–110, Guadecitabine, 98.0%. Offered by: GLPBio, MedChemExpress. Available pack sizes: 5mg, 10mg, 2mg, 500mg, Get quote.

SGI–110
GLPBio
  • size: 5mg, 10mg, 2mg, 500mg
  • Variants: 4
from 2403.71
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Guadecitabine, 98.0%
MedChemExpress
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  • Variants: 1
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Structural formula: {0} (CAS {1})

Guadecitabine is a dinucleotide antimetabolite composed of a decitabine linked via phosphodiester bond to a deoxyguanosine, with potential antineoplastic activity. Following metabolic activation via cleavage of the phosphodiester bond and incorporation of the decitabine moiety into DNA, guadecitabine inhibits DNA methyltransferase, thereby causing non-specific, genome-wide hypomethylation, and induction of cell cycle arrest at S-phase. This agent is resistant to cytidine deaminase, which may result in gradual release of decitabine both extra- and intra-cellularly, leading to prolonged exposure to decitabine.

Source: ChEBI

Identity
Molecular formulaC18H24N9O10P
Molecular weight557.4 g/mol
IUPAC name[(2R,3S,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3-hydroxyoxolan-2-yl]methyl [(2R,3S,5R)-5-(4-amino-2-oxo-1,3,5-triazin-1-yl)-2-(hydroxymethyl)oxolan-3-yl] hydrogen phosphate
InChIKeyGUWXKKAWLCENJA-WGWHJZDNSA-N
SMILESC1[C@@H]([C@H](O[C@H]1N2C=NC3=C2N=C(NC3=O)N)COP(=O)(O)O[C@H]4C[C@@H](O[C@@H]4CO)N5C=NC(=NC5=O)N)O

Computed by PubChem (NCBI)

Synonyms: Guadecitabine, Guadecitabina, Guanosine, 2'-deoxy-5-azacytidylyl-(3'-5')-2'-deoxy-, guadecitabinum, DNMT inhibitor SGI-110, Guadecitabine [USAN:INN], GuadecitabineSGI-110, GUADECITABINE [INN], Guadecitabine (USAN/INN), GUADECITABINE [USAN]