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Wybutosine

CAT: 0804-HY-142994Size: 1 EachDry Ice: NoHazardous: No
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CAT#:0804-HY-142994Size:1 Each
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Description
Wybutosine is a modified base adjacent to the anticodon of tRNA (Phe) [1].
CAS Number
55196-46-8
UNSPSC
12352200
Target
Biochemical Assay Reagents
Type
Biochemical Assay Reagents
Related Pathways
Others
Field of Research
Others
Assay Protocol
https://www.medchemexpress.com/wybutosine.html
Solubility
10 mM in DMSO
Smiles
CN1C2=C(C(N3C1=NC(C)=C3CC[C@@H](C(OC)=O)NC(OC)=O)=O)N=CN2[C@]4([H])O[C@@H]([C@H]([C@H]4O)O)CO
Molecular Formula
C21H28N6O9
Molecular Weight
508.48
References & Citations
[1] Ohira T, et al. Retrograde nuclear import of tRNA precursors is required for modified base biogenesis in yeast. Proc Natl Acad Sci U S A. 2011;108 (26) :10502-10507.
Shipping Conditions
Room temperature
Scientific Category
Biochemical Assay Reagents
Clinical Information
No Development Reported

Chemical Information

Wybutosine

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.

CAS Number55196-46-8
PubChem CID14135916
IUPAC Namemethyl (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
Molecular FormulaC21H28N6O9
Molecular Weight508.5
XLogP-0.5
Topological Polar Surface Area191
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count12
Rotatable Bond Count9
Heavy Atom Count36
Formal Charge0
Complexity851
SMILES
CC1=C(N2C(=O)C3=C(N(C2=N1)C)N(C=N3)[C@H]4[C@@H]([C@@H]([C@H](O4)CO)O)O)CC[C@@H](C(=O)OC)NC(=O)OC
InChI
InChI=1S/C21H28N6O9/c1-9-11(6-5-10(19(32)34-3)24-21(33)35-4)27-17(31)13-16(25(2)20(27)23-9)26(8-22-13)18-15(30)14(29)12(7-28)36-18/h8,10,12,14-15,18,28-30H,5-7H2,1-4H3,(H,24,33)/t10-,12+,14+,15+,18+/m0/s1
InChIKey
QAOHCFGKCWTBGC-QHOAOGIMSA-N
Chemical Structure
2D Structure
2D structure of Wybutosine
CAS: 55196-46-8
CID: 14135916
Formula: C21H28N6O9
MW: 508.5
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight508.5
XLogP3-0.5
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count12
Rotatable Bond Count9
Exact Mass508.19177649
Monoisotopic Mass508.19177649
Topological Polar Surface Area191 Ų
Heavy Atom Count36
Formal Charge0
Complexity851
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes