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CHEBI:84912 - dapdiamide E zwitterion

ChEBI IDCHEBI:84912
ChEBI Namedapdiamide E zwitterion
Stars
DefinitionA peptide zwitterion obtained by transfer of a proton from the carboxy to the amino terminus of dapdiamide C; 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 Modified26 March 2015
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC12H20N4O6
Net Charge0
Average Mass316.314
Monoisotopic Mass316.13828
SMILESCC(C)[C@H](NC(=O)[C@H](C[NH3+])NC(=O)[C@@H]1O[C@H]1C(N)=O)C(=O)[O-]
InChIInChI=1S/C12H20N4O6/c1-4(2)6(12(20)21)16-10(18)5(3-13)15-11(19)8-7(22-8)9(14)17/h4-8H,3,13H2,1-2H3,(H2,14,17)(H,15,19)(H,16,18)(H,20,21)/t5-,6-,7+,8+/m0/s1
InChIKeyBQMJFERCSPVSGR-RULNZFCNSA-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)
dapdiamide E zwitterion (CHEBI:84912) has role bacterial metabolite (CHEBI:76969)
dapdiamide E zwitterion (CHEBI:84912) is a peptide zwitterion (CHEBI:60466)
dapdiamide E zwitterion (CHEBI:84912) is tautomer of dapdiamide E (CHEBI:85337)
Incoming Relation(s)
dapdiamide E (CHEBI:85337) is tautomer of dapdiamide E zwitterion (CHEBI:84912)
IUPAC Name 
(2S)-2-({3-azaniumyl-N-[(2R*,3R*)-3-carbamoyloxirane-2-carbonyl]-L-alanyl}amino)-3-methylbutanoate
Synonym  Source
3-[[[(2R*,3R*)-3-carboxyoxiran-2-yl]carbonyl]amino]-L-alanyl-L-valineSUBMITTER
UniProt Name  Source
dapdiamide EUniProt
Manual XrefsDatabases
CPD-17543MetaCyc
Citations