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CHEBI:84913 - 3-amino-N-(trans-3-carbamoyloxirane-2-carbonyl)-L-alanine zwitterion

ChEBI IDCHEBI:84913
ChEBI Name3-amino-N-(trans-3-carbamoyloxirane-2-carbonyl)-L-alanine zwitterion
Stars
ASCII Name3-amino-N-(trans-3-carbamoyloxirane-2-carbonyl)-L-alanine zwitterion
DefinitionAn amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of 3-amino-N-(trans-3-carbamoyloxirane-2-carbonyl)-L-alanine; major species at pH 7.3. NB Although the relative configuration of the epoxide moiety has been assigned as trans, it has not yet been established whether the absolute configuration is R,R (as drawn) or S,S.
Last Modified21 April 2015
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC7H11N3O5
Net Charge0
Average Mass217.181
Monoisotopic Mass217.06987
SMILESNC(=O)[C@@H]1O[C@H]1C(=O)N[C@@H](C[NH3+])C(=O)[O-]
InChIInChI=1S/C7H11N3O5/c8-1-2(7(13)14)10-6(12)4-3(15-4)5(9)11/h2-4H,1,8H2,(H2,9,11)(H,10,12)(H,13,14)/t2-,3+,4+/m0/s1
InChIKeyNEROFFUGAIRXGM-PZGQECOJSA-N
Species of MetaboliteComponentSourceComments
Pantoea agglomerans (ncbitaxon:549) - PubMed (20041689) Strain: CU0119
Roles Classification
Biological Role:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
ChEBI Ontology
Outgoing Relation(s)
3-amino-N-(trans-3-carbamoyloxirane-2-carbonyl)-L-alanine zwitterion (CHEBI:84913) has role bacterial metabolite (CHEBI:76969)
3-amino-N-(trans-3-carbamoyloxirane-2-carbonyl)-L-alanine zwitterion (CHEBI:84913) is a amino-acid zwitterion (CHEBI:35238)
3-amino-N-(trans-3-carbamoyloxirane-2-carbonyl)-L-alanine zwitterion (CHEBI:84913) is tautomer of 3-amino-N-(trans-3-carbamoyloxirane-2-carbonyl)-L-alanine (CHEBI:85509)
Incoming Relation(s)
3-amino-N-(trans-3-carbamoyloxirane-2-carbonyl)-L-alanine (CHEBI:85509) is tautomer of 3-amino-N-(trans-3-carbamoyloxirane-2-carbonyl)-L-alanine zwitterion (CHEBI:84913)
IUPAC Name 
(2S)-3-azaniumyl-2-{[(2R*,3R*)-3-carbamoyloxirane-2-carbonyl]amino}propanoate
UniProt Name  Source
3-[[[(2R,3R)-3-carboxyoxiran-2-yl]carbonyl]amino]-L-alanineUniProt
Manual XrefsDatabases
CPD-17545MetaCyc
Citations