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キューイーン

Structure via PubChem · Public domain (PubChem)

EntityQ424797· pop 8· linked from 7 articles

キューイーン

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Also known as Base Q

Queuine () (Q) is a hypermodified nucleobase found in the first (or wobble) position of the anticodon of tRNAs specific for Asn, Asp, His, and Tyr, in most eukaryotes and prokaryotes. Because it is utilized by all eukaryotes but produced exclusively by bacteria, it is a putative vitamin.

Chemical data

Formula
C12H15N5O3
Molecular weight
277.28 g/mol
IUPAC name
2-amino-5-[[[(1S,4S,5R)-4,5-dihydroxycyclopent-2-en-1-yl]amino]methyl]-1,7-dihydropyrrolo[2,3-d]pyrimidin-4-one
SMILES
C1=C[C@@H]([C@@H]([C@H]1NCC2=CNC3=C2C(=O)N=C(N3)N)O)O
InChIKey
WYROLENTHWJFLR-ACLDMZEESA-N
XLogP
-2.4
Polar surface area
136 Ų
H-bond donors
6
H-bond acceptors
4
Formal charge
0

via PubChem

Wikidata facts

Mass
277.117
Show 4 more facts
chemical formula
C₁₂H₁₅N₅O₃
canonical SMILES
C1=CC(C(C1NCC2=CNC3=C2C(=O)N=C(N3)N)O)O
isomeric SMILES
C1=C[C@@H]([C@@H]([C@H]1NCC2=CNC3=C2C(=O)N=C(N3)N)O)O
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