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CHEBI:28918 - (R)-adrenaline

ChEBI IDCHEBI:28918
ChEBI Name(R)-adrenaline
Stars
ASCII Name(R)-adrenaline
DefinitionThe R-enantiomer of adrenaline. It is a hormone secreted by the adrenal glands resulting in the 'fight-or-flight' response.
Secondary ChEBI IDsCHEBI:1942, CHEBI:23928
Last Modified5 April 2023
DownloadsMolfile

FormulaC9H13NO3
Net Charge0
Average Mass183.207
Monoisotopic Mass183.08954
SMILESCNC[C@H](O)c1ccc(O)c(O)c1
InChIInChI=1S/C9H13NO3/c1-10-5-9(13)6-2-3-7(11)8(12)4-6/h2-4,9-13H,5H2,1H3/t9-/m0/s1
InChIKeyUCTWMZQNUQWSLP-VIFPVBQESA-N

Wikipedia
Species of MetaboliteComponentSourceComments
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Roles Classification

ChEBI Ontology
IUPAC Name 
4-[(1R)-1-hydroxy-2-(methylamino)ethyl]benzene-1,2-diol
INNs  Source
epinephrineChemIDplus
epinephrinum  laChemIDplus
épinéphrine  frChEBI
epinefrina  esChemIDplus
Synonyms  Source
4-[(1R)-1-Hydroxy-2-(methylamino)ethyl]-1,2-benzenediolKEGG COMPOUND
(R)-(-)-AdrenalineKEGG COMPOUND
(R)-(-)-EpinephrineKEGG COMPOUND
(R)-(-)-EpirenamineKEGG COMPOUND
(R)-(-)-AdnephrineKEGG COMPOUND
L-AdrenalineKEGG COMPOUND
Brand Names  Source
AdrenalinKEGG DRUG
EpipenKEGG DRUG
EpipenDrugBank
Epipen JRDrugBank
PrimateneDrugBank
Manual XrefsDatabases
C00788KEGG COMPOUND
D00095KEGG DRUG
DB00668DrugBank
EpinephrineWikipedia
HMDB0000068HMDB
L-EPINEPHRINEMetaCyc
C00029643KNApSAcK
1028DrugCentral
Registry NumbersSources
Reaxys:2368277Reaxys
CAS:51-43-4KEGG COMPOUND
CAS:51-43-4ChemIDplus
CAS:51-43-4NIST Chemistry WebBook
Citations