Compound: WYBUTOSINE
SMILES: O=c1n2c(nc(c2CC[C@H](NC(=O)OC)C(=O)OC)C)n(C)c3c1ncn3[C@@H]4O[C@H](CO)[C@H]([C@H]4O)O
InChIKey: QAOHCFGKCWTBGC-QHOAOGIMSA-N
Synonyms: WYBUTOSINE, 55196-46-8, 5PCY5AS87Q, CHEBI:46574, DTXSID401030490, 7-{(3S)-4-methoxy-3-[(methoxycarbonyl)amino]-4-oxobutyl}-4,6-dimethyl-3-(beta-D-ribofuranosyl)-3,4-dihydro-9H-imidazo[1,2-a]purin-9-one, 7-((3S)-4-methoxy-3-((methoxycarbonyl)amino)-4-oxobutyl)-4,6-dimethyl-3-(beta-D-ribofuranosyl)-3,4-dihydro-9H-imidazo(1,2-a)purin-9-one, RefChem:195078, DTXCID601515575, Nucleoside Y, Nucleoside Y, from saccharomycescerevisiae, (S)-Methyl 4-(3-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-4,6-dimethyl-9-oxo-4,9-dihydro-3H-imidazo[1,2-a]purin-7-yl)-2-((methoxycarbonyl)amino)butanoate, (Alphas)-alpha-((methoxycarbonyl)amino)-4,6-dimethyl-9-oxo-3-beta-D-ribofuranosyl-4,9-dihydro-3H-imidazo(1,2-alpha)purine-7-butanoic acid methyl ester, (alphaS)-alpha-[(methoxycarbonyl)amino]-4,6-dimethyl-9-oxo-3-beta-D-ribofuranosyl-4,9-dihydro-3H-imidazo[1,2-alpha]purine-7-butanoic acid methyl ester, starbld0005718, UNII-5PCY5AS87Q, orb2944080, SCHEMBL29352836, GLXC-22398, DA-59163, ND157877, HY-142994, CS-0374738, (S)-4,9-Dihydro-a-[(methoxycarbonyl)amino]-4,6-dimethyl-9-oxo-3-b-D-ribofuranosyl-3H-Imidazo[1,2-a]purine-7-butanoic ac id methyl esters, 3H-IMIDAZO(1,2-A)PURINE-7-BUTANOIC ACID, 4,9-DIHYDRO-.ALPHA.-((METHOXYCARBONYL)AMINO)-4,6-DIMETHYL-9-OXO-3-.BETA.-D-RIBOFURANOSYL-, METHYL ESTER, (.ALPHA.S)-, 3H-Imidazo(1,2-a)purine-7-butanoic acid, 4,9-dihydro-alpha-((methoxycarbonyl)amino)-4,6-dimethyl-9-oxo-3-beta-D-ribofuranosyl-, methyl ester, (alphaS)-, methyl (2S)-4-[3-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4,6-dimethyl-9-oxoimidazo[1,2-a]purin-7-yl]-2-(methoxycarbonylamino)butanoate, Methyl (S)-4-(3-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-4,6-dimethyl-9-oxo-4,9-dihydro-3H-imidazo[1,2-a]purin-7-yl)-2-((methoxycarbonyl)amino)butanoate
Theoretical properties:
molecular_formula: C21H28N6O9
molecular_weight: 508.5 g/mol
exact_mass: 508.19177649 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 12
rotatable_bond_count: 9
heavy_atom_count: 36
topological_polar_surface_area: 191 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Wybutosine is a nucleoside analogue having methyl (2S)-4-(4,6-dimethyl-9-oxo-4,9-dihydro-3H-imidazo[1,2-a]purin-7-yl)-2-[(methoxycarbonyl)amino]butanoate as the modified nucleobase. It is a carbamate ester, a methyl ester and a nucleoside analogue. It is functionally related to a guanosine.
chebi: A nucleoside analogue having methyl (2<i>S</i>)-4-(4,6-dimethyl-9-oxo-4,9-dihydro-3<em>H</em>-imidazo[1,2-<em>a</em>]purin-7-yl)-2-[(methoxycarbonyl)amino]butanoate as the modified nucleobase.
wikipedia: In biochemistry, wybutosine (yW) is a heavily modified nucleoside of phenylalanine transfer RNA that stabilizes interactions between the codons and anti-codons during protein synthesis. Ensuring accurate synthesis of protein is essential in maintaining health as defects in tRNA modifications are able to cause disease. In eukaryotic organisms, it is found only in position 37, 3'-adjacent to the anticodon, of phenylalanine tRNA. Wybutosine enables correct translation through the stabilization of the codon-anticodon base pairing during the decoding process.