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(R)-adrenaline (CHEBI:28918)

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ChEBI Name (R)-adrenaline
ChEBI ID CHEBI:28918
ChEBI ASCII Name (R)-adrenaline
Definition The R-enantiomer of adrenaline.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:23928, CHEBI:1942
Supplier Information
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Formula Source
C9H13NO3 KEGG COMPOUND
Net Charge 0
Average Mass 183.20440
InChI
InChI=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
InChIKey
UCTWMZQNUQWSLP-VIFPVBQESA-N
SMILES
CNC[C@H](O)c1ccc(O)c(O)c1
Roles Classification
Biological Role(s): alpha-adrenergic agonist
An agent that selectively binds to and activates alpha-adrenergic receptors.
beta-adrenergic agonist
An agent that selectively binds to and activates beta-adrenergic receptors.
sympathomimetic agent
A drug that mimics the effects of stimulating postganglionic adrenergic sympathetic nerves. Included in this class are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters.
hormone
Originally referring to an endogenous compound that is formed in specialized organ or group of cells and carried to another organ or group of cells, in the same organism, upon which it has a specific regulatory function, the term is now commonly used to include non-endogenous, semi-synthetic and fully synthetic analogues of such compounds.
adrenergic agonist
An agent that selectively binds to and activates adrenergic receptors.
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
(via adrenaline )
molecular messenger

(via monoamine molecular messenger )
Application(s): mydriatic agent
Agent that dilates the pupil. Used in eye diseases and to facilitate eye examination. It may be either a sympathomimetic or parasympatholytic. The latter cause cycloplegia or paralysis of accommodation at high doses and may precipitate glaucoma.
bronchodilator agent
An agent that causes an increase in the expansion of a bronchus or bronchial tubes.
alpha-adrenergic agonist
An agent that selectively binds to and activates alpha-adrenergic receptors.
vasoconstrictor agent
Drug used to cause constriction of the blood vessels.
beta-adrenergic agonist
An agent that selectively binds to and activates beta-adrenergic receptors.
sympathomimetic agent
A drug that mimics the effects of stimulating postganglionic adrenergic sympathetic nerves. Included in this class are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters.
adrenergic agonist
An agent that selectively binds to and activates adrenergic receptors.
vasodilator agent
A drug used to cause dilation of the blood vessels.
View more on the ChEBI Ontology
ChEBI Ontology
Outgoing (R)-adrenaline (CHEBI:28918) has role α-adrenergic agonist (CHEBI:35569)
(R)-adrenaline (CHEBI:28918) has role β-adrenergic agonist (CHEBI:35522)
(R)-adrenaline (CHEBI:28918) has role adrenergic agonist (CHEBI:37886)
(R)-adrenaline (CHEBI:28918) has role bronchodilator agent (CHEBI:35523)
(R)-adrenaline (CHEBI:28918) has role hormone (CHEBI:24621)
(R)-adrenaline (CHEBI:28918) has role mydriatic agent (CHEBI:50513)
(R)-adrenaline (CHEBI:28918) has role sympathomimetic agent (CHEBI:35524)
(R)-adrenaline (CHEBI:28918) has role vasoconstrictor agent (CHEBI:50514)
(R)-adrenaline (CHEBI:28918) has role vasodilator agent (CHEBI:35620)
(R)-adrenaline (CHEBI:28918) is a adrenaline (CHEBI:33568)
(R)-adrenaline (CHEBI:28918) is conjugate base of (R)-adrenaline(1+) (CHEBI:71406)
(R)-adrenaline (CHEBI:28918) is enantiomer of (S)-adrenaline (CHEBI:40751)
Incoming (R)-adrenaline hydrochloride (CHEBI:6213) has part (R)-adrenaline (CHEBI:28918)
(R)-adrenaline(1+) (CHEBI:71406) is conjugate acid of (R)-adrenaline (CHEBI:28918)
(S)-adrenaline (CHEBI:40751) is enantiomer of (R)-adrenaline (CHEBI:28918)
IUPAC Name
4-[(1R)-1-hydroxy-2-(methylamino)ethyl]benzene-1,2-diol
INNs Sources
epinefrina ChemIDplus
épinéphrine ChEBI
epinephrine ChemIDplus
epinephrinum ChemIDplus
Synonyms Sources
(−)-(R)-epinephrine ChemIDplus
(−)-3,4-dihydroxy-α-((methylamino)methyl)benzyl alcohol NIST Chemistry WebBook
(−)-adrenaline IUPHAR
(R)-(−)-adrenaline ChEBI
(R)-(-)-Adnephrine KEGG COMPOUND
(R)-(-)-Adrenaline KEGG COMPOUND
(R)-(-)-Epinephrine KEGG COMPOUND
(R)-(-)-Epirenamine KEGG COMPOUND
4-[(1R)-1-Hydroxy-2-(methylamino)ethyl]-1,2-benzenediol KEGG COMPOUND
4-[(1R)-1-Hydroxy-2-(methylamino)ethyl]-1,2-benzenediol KEGG COMPOUND
Adrenalin NIST Chemistry WebBook
adrenaline NIST Chemistry WebBook
adrénaline ChEBI
Epinephrin ChEBI
L-Adrenaline KEGG COMPOUND
levoepinephrine IUPHAR
Brand Names Sources
Adrenalin KEGG DRUG
Epipen KEGG DRUG
Epipen DrugBank
Epipen JR DrugBank
Primatene DrugBank
Database Links Databases
C00029643 KNApSAcK
C00788 KEGG COMPOUND
D00095 KEGG DRUG
DB00668 DrugBank
Epinephrine Wikipedia
HMDB00068 HMDB
L-EPINEPHRINE MetaCyc
View more database links
Registry Numbers Types Sources
2368277 Reaxys Registry Number Reaxys
2368277 Beilstein Registry Number Beilstein
51-43-4 CAS Registry Number KEGG COMPOUND
51-43-4 CAS Registry Number NIST Chemistry WebBook
51-43-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
18325983 PubMed citation CiteXplore
21963816 PubMed citation CiteXplore
22115931 PubMed citation CiteXplore
22405854 PubMed citation CiteXplore
22405854 PubMed citation CiteXplore
22425731 PubMed citation CiteXplore
22429969 PubMed citation CiteXplore
22569014 PubMed citation CiteXplore
22623754 PubMed citation CiteXplore
22826982 PubMed citation CiteXplore
22895980 PubMed citation CiteXplore
22898765 PubMed citation CiteXplore
22905594 PubMed citation CiteXplore
22940899 PubMed citation CiteXplore
23066296 PubMed citation CiteXplore
23130169 PubMed citation CiteXplore
23164182 PubMed citation CiteXplore
23185846 PubMed citation CiteXplore
Last Modified
28 julio 2014

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