CHEBI:33568 - adrenaline

Main ChEBI Ontology Automatic Xrefs
ChEBI Name adrenaline
ChEBI ID CHEBI:33568
Definition A catecholamine in which the aminoethyl side-chain is hydroxy-substituted at C-1 and methylated on nitrogen.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C9H13NO3
Net Charge 0
Average Mass 183.20446
InChI InChI=1S/C9H13NO3/c1-10-5-9(13)6-2-3-7(11)8(12)4-6/h2-4,9-13H,5H2,1H3
InChIKey UCTWMZQNUQWSLP-UHFFFAOYSA-N
SMILES CNCC(O)c1ccc(O)c(O)c1
Metabolite of Species Details
Homo sapiens (NCBI:9606) See: DOI
Roles Classification
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
molecular messenger

(via monoamine molecular messenger )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing adrenaline (CHEBI:33568) has role human metabolite (CHEBI:77746)
adrenaline (CHEBI:33568) is a catecholamine (CHEBI:33567)
Incoming dipivefrin (CHEBI:4646) has functional parent adrenaline (CHEBI:33568)
(R)-adrenaline (CHEBI:28918) is a adrenaline (CHEBI:33568)
(S)-adrenaline (CHEBI:40751) is a adrenaline (CHEBI:33568)
IUPAC Name
4-[1-hydroxy-2-(methylamino)ethyl]benzene-1,2-diol
INNs Sources
racepinefrina ChemIDplus
racepinefrine ChemIDplus
racepinefrinum ChemIDplus
Synonyms Sources
(±)-adrenaline IUPHAR
(±)-epinephrine ChemIDplus
2-(methylamino)-1-(3,4-dihydroxyphenyl)ethanol ChemIDplus
dl-adrenaline ChemIDplus
epinephrine racemic ChemIDplus
Registry Numbers Types Sources
2212160 Beilstein Registry Number ChemIDplus
2212160 Reaxys Registry Number Reaxys
329-65-7 CAS Registry Number ChemIDplus
51559 Gmelin Registry Number Gmelin
Citations Waiting for Citations Types Sources
10052027 PubMed citation CiteXplore
24252294 PubMed citation CiteXplore
24719616 PubMed citation CiteXplore
Last Modified
29 April 2014