CHEBI:18054 - diphthine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name diphthine
ChEBI ID CHEBI:18054
Definition A quaternary ammonium ion consisting of L-histidine with a 3-(trimethylammonio)-3-carboxypropyl group at the 2-position of the the imidazole ring.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:14182, CHEBI:4644, CHEBI:23841
Supplier Information
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Formula C13H23N4O4
Net Charge +1
Average Mass 299.34560
Monoisotopic Mass 299.17138
InChI InChI=1S/C13H22N4O4/c1-17(2,3)10(13(20)21)4-5-11-15-7-8(16-11)6-9(14)12(18)19/h7,9-10H,4-6,14H2,1-3H3,(H2-,15,16,18,19,20,21)/p+1/t9-,10-/m0/s1
InChIKey CBQVLMCHMFGPMX-UWVGGRQHSA-O
SMILES C[N+](C)(C)[C@@H](CCc1nc(C[C@H](N)C(O)=O)c[nH]1)C(O)=O
ChEBI Ontology
Outgoing diphthine (CHEBI:18054) is a quaternary ammonium ion (CHEBI:35267)
diphthine (CHEBI:18054) is conjugate acid of diphthinate (CHEBI:58361)
Incoming diphthinate (CHEBI:58361) is conjugate base of diphthine (CHEBI:18054)
diphthine betaine residue (CHEBI:82696) is substituent group from diphthine (CHEBI:18054)
diphthine residue (CHEBI:48230) is substituent group from diphthine (CHEBI:18054)
IUPAC Name
(1S)-3-{4-[(2S)-2-amino-2-carboxyethyl]-1H-imidazol-2-yl}-1-carboxy-N,N,N-trimethylpropan-1-aminium
Synonyms Sources
2-[(3S)-3-carboxy-3-(trimethylammonio)propyl]-L-histidine ChEBI
Diphthine KEGG COMPOUND
Diphthine KEGG COMPOUND
EF-2 diphthine KEGG COMPOUND
Elongation factor 2 diphthine KEGG COMPOUND
Manual Xref Database
C01573 KEGG COMPOUND
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Registry Number Type Source
75645-23-7 CAS Registry Number ChemIDplus
Last Modified
07 January 2015