CHEBI:16449 - alanine

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ChEBI Name alanine ChEBI ID CHEBI:16449 Definition An α-amino acid that consists of propionic acid bearing an amino substituent at position 2. Stars This entity has been manually annotated by the ChEBI Team. Secondary ChEBI IDs CHEBI:2539, CHEBI:13748, CHEBI:22277 Supplier Information ChemicalBook:CB9143191, eMolecules:476064 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 C3H7NO2 Net Charge 0 Average Mass 89.09322 Monoisotopic Mass 89.04768 InChI InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6) InChIKey QNAYBMKLOCPYGJ-UHFFFAOYSA-N SMILES CC(N)C(O)=O Metabolite of Species Details Daphnia magna (NCBI:txid35525) See: Mixtures of similarly acting compounds in Daphnia magna: From gene to metabolite and beyondTine Vandenbrouck, Oliver A.H. Jones, Nathalie Dom, Julian L. Griffin, Wim De CoenEnvironment International 36 (2010) 254-268 Roles Classification Chemical Role(s): Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound ) Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid ) Biological Role(s): fundamental metabolite Any metabolite produced by all living cells. View more via ChEBI Ontology ChEBI Ontology Outgoing alanine (CHEBI:16449) has functional parent propionic acid (CHEBI:30768) alanine (CHEBI:16449) has role fundamental metabolite (CHEBI:78675) alanine (CHEBI:16449) is a α-amino acid (CHEBI:33704) alanine (CHEBI:16449) is conjugate acid of alaninate (CHEBI:32439) alanine (CHEBI:16449) is conjugate base of alaninium (CHEBI:32440) alanine (CHEBI:16449) is tautomer of alanine zwitterion (CHEBI:66916) Incoming alanine derivative (CHEBI:22278) has functional parent alanine (CHEBI:16449) alanylalanine (CHEBI:140570) has functional parent alanine (CHEBI:16449) D-alanine (CHEBI:15570) is a alanine (CHEBI:16449) L-alanine (CHEBI:16977) is a alanine (CHEBI:16449) L-alanine-2,3,3,3-d4 (CHEBI:76050) is a alanine (CHEBI:16449) alanine-2,3,3,3-d4 (CHEBI:143534) is a alanine (CHEBI:16449) alanine-d7 (CHEBI:132498) is a alanine (CHEBI:16449) alaninium (CHEBI:32440) is conjugate acid of alanine (CHEBI:16449) alaninate (CHEBI:32439) is conjugate base of alanine (CHEBI:16449) alanine residue (CHEBI:32441) is substituent group from alanine (CHEBI:16449) alanino group (CHEBI:22279) is substituent group from alanine (CHEBI:16449) alanyl group (CHEBI:22280) is substituent group from alanine (CHEBI:16449) alanine zwitterion (CHEBI:66916) is tautomer of alanine (CHEBI:16449) IUPAC Names 2-aminopropanoic acid alanine Synonyms Sources 2-Aminopropanoic acid KEGG COMPOUND 2-Aminopropionic acid KEGG COMPOUND A ChEBI ALA ChEBI Alanin ChEBI alanina ChEBI Alanine KEGG COMPOUND Manual Xrefs Databases 4306 DrugCentral Alanine Wikipedia C01401 KEGG COMPOUND View more database links Registry Numbers Types Sources 2449 Gmelin Registry Number Gmelin 302-72-7 CAS Registry Number NIST Chemistry WebBook 302-72-7 CAS Registry Number ChemIDplus 635807 Reaxys Registry Number Reaxys Citations Last Modified 08 August 2024