CHEBI:33568 - adrenaline

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ChEBI Name adrenaline
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
Monoisotopic Mass 183.08954
InChI InChI=1S/C9H13NO3/c1-10-5-9(13)6-2-3-7(11)8(12)4-6/h2-4,9-13H,5H2,1H3
SMILES CNCC(O)c1ccc(O)c(O)c1
Metabolite of Species Details
Homo sapiens (NCBI:txid9606) See: DOI
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
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)
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
Manual Xrefs Databases
4508 DrugCentral
View more database links
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 Europe PMC
24252294 PubMed citation Europe PMC
24719616 PubMed citation Europe PMC
Last Modified
22 February 2017