CHEBI:28300 - glutamine

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ChEBI Name glutamine ChEBI ID CHEBI:28300 Definition An α-amino acid that consists of butyric acid bearing an amino substituent at position 2 and a carbamoyl substituent at position 4. Stars This entity has been manually annotated by the ChEBI Team. Secondary ChEBI IDs CHEBI:5432, CHEBI:24316 Supplier Information ChemicalBook:CB3460085, eMolecules:493994, ZINC000003872132 Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Wikipedia License Demecolcine (INN; also known as colcemid) is a drug used in chemotherapy. It is closely related to the natural alkaloid colchicine with the replacement of the acetyl group on the amino moiety with methyl, but it is less toxic. It depolymerises microtubules and limits microtubule formation (inactivates spindle fibre formation), thus arresting cells in metaphase and allowing cell harvest and karyotyping to be performed. During cell division, demecolcine inhibits mitosis at metaphase by inhibiting spindle formation. Medically, demecolcine has been used to improve the results of cancer radiotherapy by synchronising tumour cells at metaphase, the radiosensitive stage of the cell cycle. In animal cloning procedures, demecolcine makes an ovum eject its nucleus, creating space for insertion of a new nucleus. Read full article at Wikipedia Formula C5H10N2O3 Net Charge 0 Average Mass 146.14458 Monoisotopic Mass 146.06914 InChI InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10) InChIKey ZDXPYRJPNDTMRX-UHFFFAOYSA-N SMILES NC(CCC(N)=O)C(O)=O Metabolite of Species Details Daphnia magna (NCBI:txid35525) See: PubMed Arabidopsis thaliana (NCBI:txid3702) See: PubMed Homo sapiens (NCBI:txid9606) See: PubMed 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 glutamine (CHEBI:28300) has part 3-amino-3-oxopropyl group (CHEBI:50331) glutamine (CHEBI:28300) has role fundamental metabolite (CHEBI:78675) glutamine (CHEBI:28300) is a α-amino acid (CHEBI:33704) glutamine (CHEBI:28300) is a polar amino acid (CHEBI:26167) glutamine (CHEBI:28300) is conjugate acid of glutaminate (CHEBI:32678) glutamine (CHEBI:28300) is conjugate base of glutaminium (CHEBI:32679) Incoming N2-phenylacetylglutamine (CHEBI:8087) has functional parent glutamine (CHEBI:28300) glutamine derivative (CHEBI:70813) has functional parent glutamine (CHEBI:28300) D-glutamine (CHEBI:17061) is a glutamine (CHEBI:28300) L-glutamine (CHEBI:18050) is a glutamine (CHEBI:28300) glutaminium (CHEBI:32679) is conjugate acid of glutamine (CHEBI:28300) glutaminate (CHEBI:32678) is conjugate base of glutamine (CHEBI:28300) N2-glutamino group (CHEBI:21816) is substituent group from glutamine (CHEBI:28300) N5-glutamino group (CHEBI:21847) is substituent group from glutamine (CHEBI:28300) glutamine residue (CHEBI:32677) is substituent group from glutamine (CHEBI:28300) glutaminyl group (CHEBI:24320) is substituent group from glutamine (CHEBI:28300) IUPAC Name glutamine Synonyms Sources 2,5-diamino-5-oxopentanoic acid IUPAC 2-amino-4-carbamoylbutanoic acid JCBN 2-Aminoglutaramic acid KEGG COMPOUND glutamic acid γ-amide ChEBI Glutamin ChEBI Glutamine KEGG COMPOUND Glutaminsäure-5-amid ChEBI Hgln IUPAC Manual Xrefs Databases C00001359 KNApSAcK C00303 KEGG COMPOUND Glutamine Wikipedia View more database links Registry Numbers Types Sources 1723795 Reaxys Registry Number Reaxys 27318 Gmelin Registry Number Gmelin 585-21-7 CAS Registry Number ChemIDplus 6899-04-3 CAS Registry Number ChemIDplus Last Modified 06 July 2021