CHEBI:84912 - dapdiamide E zwitterion

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ChEBI Name dapdiamide E zwitterion
ChEBI ID CHEBI:84912
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
Supplier Information
Download Molfile XML SDF
Formula C12H20N4O6
Net Charge 0
Average Mass 316.31040
Monoisotopic Mass 316.13828
InChI InChI=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
InChIKey BQMJFERCSPVSGR-RULNZFCNSA-N
SMILES CC(C)[C@H](NC(=O)[C@H](C[NH3+])NC(=O)[C@@H]1O[C@H]1C(N)=O)C([O-])=O
Metabolite of Species Details
Pantoea agglomerans (NCBI:txid549) of strain CU0119 See: PubMed
Roles Classification
Biological Role(s): bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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
Synonyms Sources
3-[[[(2R*,3R*)-3-carboxyoxiran-2-yl]carbonyl]amino]-L-alanyl-L-valine SUBMITTER
dapdiamide E UniProt
Manual Xref Database
CPD-17543 MetaCyc
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Citations Waiting for Citations Types Sources
19807062 PubMed citation SUBMITTER
20041689 PubMed citation Europe PMC
Last Modified
26 March 2015