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CHEBI:60075 - (S)-esmolol

ChEBI IDCHEBI:60075
ChEBI Name(S)-esmolol
Stars
ASCII Name(S)-esmolol
DefinitionA methyl 3-{4-[2-hydroxy-3-(propan-2-ylamino)propoxy]phenyl}propanoate that has S configuration. The drug esmolol is a racemate comprising equimolar amounts of (R)- and (S)-esmolol. While the S enantiomer possesses all of the heart rate control, both the R and the S enantiomer contribute to lowering blood pressure.
Last Modified13 October 2015
SubmitterGareth Owen
DownloadsMolfile
FormulaC16H25NO4
Net Charge0
Average Mass295.379
Monoisotopic Mass295.17836
SMILESCOC(=O)CCc1ccc(OC[C@@H](O)CNC(C)C)cc1
InChIInChI=1S/C16H25NO4/c1-12(2)17-10-14(18)11-21-15-7-4-13(5-8-15)6-9-16(19)20-3/h4-5,7-8,12,14,17-18H,6,9-11H2,1-3H3/t14-/m0/s1
InChIKeyAQNDDEOPVVGCPG-AWEZNQCLSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
ChEBI Ontology
Outgoing Relation(s)
(S)-esmolol (CHEBI:60075) is a methyl 3-{4-[2-hydroxy-3-(propan-2-ylamino)propoxy]phenyl}propanoate (CHEBI:88206)
(S)-esmolol (CHEBI:60075) is enantiomer of (R)-esmolol (CHEBI:60074)
Incoming Relation(s)
esmolol (CHEBI:4856) has part (S)-esmolol (CHEBI:60075)
(R)-esmolol (CHEBI:60074) is enantiomer of (S)-esmolol (CHEBI:60075)
IUPAC Name 
methyl 3-(4-{[(2S)-2-hydroxy-3-(propan-2-ylamino)propyl]oxy}phenyl)propanoate
Registry NumbersSources
Reaxys:21507231Reaxys
Citations