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CHEBI:60458 - 1-[(1R)-1-phenylethyl]-1H-imidazole-5-carboxylic acid

ChEBI IDCHEBI:60458
ChEBI Name1-[(1R)-1-phenylethyl]-1H-imidazole-5-carboxylic acid
Stars
ASCII Name1-[(1R)-1-phenylethyl]-1H-imidazole-5-carboxylic acid
DefinitionEthylbenzene in which the pro-R α-hydrogen is substituted by the nitrogen at the 1 position of 1H-imidazole-5-carboxylic acid. Its ethyl ester, etomidate, is used as an intravenous anaesthetic.
Last Modified26 March 2015
SubmitterGareth Owen
DownloadsMolfile
FormulaC12H12N2O2
Net Charge0
Average Mass216.240
Monoisotopic Mass216.08988
SMILESC[C@H](c1ccccc1)n1cncc1C(=O)O
InChIInChI=1S/C12H12N2O2/c1-9(10-5-3-2-4-6-10)14-8-13-7-11(14)12(15)16/h2-9H,1H3,(H,15,16)/t9-/m1/s1
InChIKeyRGYCCBLTSWHXIS-SECBINFHSA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
ChEBI Ontology
Outgoing Relation(s)
1-[(1R)-1-phenylethyl]-1H-imidazole-5-carboxylic acid (CHEBI:60458) is a imidazolyl carboxylic acid (CHEBI:38307)
Incoming Relation(s)
etomidate (CHEBI:4910) has functional parent 1-[(1R)-1-phenylethyl]-1H-imidazole-5-carboxylic acid (CHEBI:60458)
IUPAC Name 
1-[(1R)-1-phenylethyl]-1H-imidazole-5-carboxylic acid
Synonyms  Source
(R)-1-(1-phenylethyl)-1H-imidazole-5-carboxylic acidChEBI
(R)-1-(α-methylbenzyl)imidazole-5-carboxylic acidChEBI