CHEBI:76792 - 5-(hydroxymethyl)cytosine

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ChEBI Name 5-(hydroxymethyl)cytosine ChEBI ID CHEBI:76792 Definition A nucleobase analogue that is cytosine in which the hydrogen at position 5 is replaced by a hydroxymethyl group. Stars This entity has been manually annotated by the ChEBI Team. Submitter Bruce May Supplier Information ChemicalBook:CB4350297, eMolecules:476060, ZINC000004658553 Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Wikipedia License Alanine (symbol Ala or A), or α-alanine, is an α-amino acid that is used in the biosynthesis of proteins. It contains an amine group and a carboxylic acid group, both attached to the central carbon atom which also carries a methyl group side chain. Consequently it is classified as a non-polar, aliphatic α-amino acid. Under biological conditions, it exists in its zwitterionic form with its amine group protonated (as −NH+3) and its carboxyl group deprotonated (as −CO−2). It is non-essential to humans as it can be synthesized metabolically and does not need to be present in the diet. It is encoded by all codons starting with GC (GCU, GCC, GCA, and GCG). The L-isomer of alanine (left-handed) is the one that is incorporated into proteins. L-alanine is second only to L-leucine in rate of occurrence, accounting for 7.8% of the primary structure in a sample of 1,150 proteins. The right-handed form, D-alanine, occurs in peptides in some bacterial cell walls: 131  (in peptidoglycan) and in some peptide antibiotics, and occurs in the tissues of many crustaceans and molluscs as an osmolyte. Read full article at Wikipedia Formula C5H7N3O2 Net Charge 0 Average Mass 141.12800 Monoisotopic Mass 141.05383 InChI InChI=1S/C5H7N3O2/c6-4-3(2-9)1-7-5(10)8-4/h1,9H,2H2,(H3,6,7,8,10) InChIKey RYVNIFSIEDRLSJ-UHFFFAOYSA-N SMILES Nc1nc(=O)[nH]cc1CO Roles Classification Chemical Role(s): Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound ) Biological Role(s): mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). View more via ChEBI Ontology ChEBI Ontology Outgoing 5-(hydroxymethyl)cytosine (CHEBI:76792) has functional parent cytosine (CHEBI:16040) 5-(hydroxymethyl)cytosine (CHEBI:76792) has role human metabolite (CHEBI:77746) 5-(hydroxymethyl)cytosine (CHEBI:76792) has role mouse metabolite (CHEBI:75771) 5-(hydroxymethyl)cytosine (CHEBI:76792) is a aminopyrimidine (CHEBI:38338) 5-(hydroxymethyl)cytosine (CHEBI:76792) is a aromatic primary alcohol (CHEBI:33857) 5-(hydroxymethyl)cytosine (CHEBI:76792) is a nucleobase analogue (CHEBI:67142) 5-(hydroxymethyl)cytosine (CHEBI:76792) is a pyrimidone (CHEBI:38337) Incoming 5-(β-D-glucosylmethyl)cytosine (CHEBI:131616) has functional parent 5-(hydroxymethyl)cytosine (CHEBI:76792) IUPAC Name 4-amino-5-(hydroxymethyl)pyrimidin-2(1H)-one Synonyms Sources 4-Amino-5-(hydroxymethyl)-2(1H)-pyrimidinone ChemIDplus 5-hydroxymethylcytosine ChEBI Manual Xrefs Databases 5-Hydroxymethylcytosine Wikipedia CPD-15531 MetaCyc View more database links Registry Numbers Types Sources 1123-95-1 CAS Registry Number ChemIDplus 125478 Reaxys Registry Number Reaxys Citations Types Sources 19372391 PubMed citation SUBMITTER 21151123 PubMed citation Europe PMC 21778364 PubMed citation SUBMITTER 24162071 PubMed citation Europe PMC 24162993 PubMed citation Europe PMC 24295785 PubMed citation Europe PMC 24315686 PubMed citation Europe PMC 24390216 PubMed citation Europe PMC 24400731 PubMed citation Europe PMC 26715454 PubMed citation Europe PMC 26753520 PubMed citation Europe PMC 26851753 PubMed citation Europe PMC 27001475 PubMed citation Europe PMC Last Modified 30 March 2016