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CHEBI:15949 - diphthamide

ChEBI IDCHEBI:15949
ChEBI Namediphthamide
Stars
DefinitionA quaternary ammonium ion that is the derivative of L-histidine having a 4-amino-4-oxo-3-(trimethylammonio)butyl group at the 2-position of the imidazole ring.
Secondary ChEBI IDsCHEBI:4643, CHEBI:14181, CHEBI:23840
Last Modified16 May 2024
DownloadsMolfile
FormulaC13H24N5O3
Net Charge+1
Average Mass298.367
Monoisotopic Mass298.18737
SMILESC[N+](C)(C)[C@@H](CCc1ncc(C[C@H](N)C(=O)O)n1)C(N)=O
InChIInChI=1S/C13H23N5O3/c1-18(2,3)10(12(15)19)4-5-11-16-7-8(17-11)6-9(14)13(20)21/h7,9-10H,4-6,14H2,1-3H3,(H3-,15,16,17,19,20,21)/p+1/t9-,10-/m0/s1
InChIKeyFOOBQHKMWYGHCE-UWVGGRQHSA-O
Wikipedia
ChEBI Ontology
Outgoing Relation(s)
diphthamide (CHEBI:15949) is a quaternary ammonium ion (CHEBI:35267)
diphthamide (CHEBI:15949) is tautomer of diphthamide zwitterion (CHEBI:57580)
Incoming Relation(s)
diphthamide residue (CHEBI:16692) is substituent group from diphthamide (CHEBI:15949)
diphthamide zwitterion (CHEBI:57580) is tautomer of diphthamide (CHEBI:15949)
IUPAC Name 
(2S)-1-amino-4-{4-[(2S)-2-amino-2-carboxyethyl]-1H-imidazol-2-yl}-N,N,N-trimethyl-1-oxobutan-2-aminium
Synonyms  Source
DiphthamideKEGG COMPOUND
2-(3-Carboxyamido-3-(trimethylammonio)propyl)histidineChemIDplus
2-[(3R)-3-carbamoyl-3-(trimethylammonio)propyl]-L-histidineChEBI
Manual XrefsDatabases
DiphthamideWikipedia
DB03223DrugBank
Registry NumbersSources
CAS:75645-22-6ChemIDplus