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CHEBI:18357 - (R)-noradrenaline

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name (R)-noradrenaline
ChEBI ID CHEBI:18357
ChEBI ASCII Name (R)-noradrenaline
Definition The R-enantiomer of noradrenaline.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:1, CHEBI:25592, CHEBI:43725, CHEBI:14668, CHEBI:258884
Supplier Information
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Formula C8H11NO3
Net Charge 0
Average Mass 169.17780
Monoisotopic Mass 169.074
InChI InChI=1S/C8H11NO3/c9-4-8(12)5-1-2-6(10)7(11)3-5/h1-3,8,10-12H,4,9H2/t8-/m0/s1
InChIKey SFLSHLFXELFNJZ-QMMMGPOBSA-N
SMILES NC[C@H](O)c1ccc(O)c(O)c1
Metabolite of Species Details
Mus musculus (NCBI:10090) Source: BioModels - MODEL1507180067 See: PubMed
Roles Classification
Biological Role(s): 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.
alpha-adrenergic agonist
An agent that selectively binds to and activates alpha-adrenergic receptors.
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
neurotransmitter
An endogenous compound that is used to transmit information across the synapse between a neuron and another cell.
human xenobiotic metabolite
Any human metabolite produced by metabolism of a xenobiotic compound in humans.
(via noradrenaline )
molecular messenger

(via monoamine molecular messenger )
Application(s): vasoconstrictor agent
Drug used to cause constriction of the blood vessels.
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.
alpha-adrenergic agonist
An agent that selectively binds to and activates alpha-adrenergic receptors.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (R)-noradrenaline (CHEBI:18357) has role α-adrenergic agonist (CHEBI:35569)
(R)-noradrenaline (CHEBI:18357) has role mouse metabolite (CHEBI:75771)
(R)-noradrenaline (CHEBI:18357) has role neurotransmitter (CHEBI:25512)
(R)-noradrenaline (CHEBI:18357) has role sympathomimetic agent (CHEBI:35524)
(R)-noradrenaline (CHEBI:18357) has role vasoconstrictor agent (CHEBI:50514)
(R)-noradrenaline (CHEBI:18357) is a noradrenaline (CHEBI:33569)
(R)-noradrenaline (CHEBI:18357) is conjugate base of (R)-noradrenaline(1+) (CHEBI:72587)
(R)-noradrenaline (CHEBI:18357) is enantiomer of (S)-noradrenaline (CHEBI:33571)
Incoming (R)-noradrenaline(1+) (CHEBI:72587) is conjugate acid of (R)-noradrenaline (CHEBI:18357)
(S)-noradrenaline (CHEBI:33571) is enantiomer of (R)-noradrenaline (CHEBI:18357)
IUPAC Name
4-[(1R)-2-amino-1-hydroxyethyl]benzene-1,2-diol
INNs Sources
norepinefrina ChEBI
norépinéphrine WHO MedNet
norepinephrine ChemIDplus
norepinephrinum ChEBI
Synonyms Sources
(−)-arterenol ChemIDplus
(−)-noradrenaline IUPHAR
(−)-norepinephrine ChemIDplus
(R)-(−)-norepinephrine ChemIDplus
(R)-4-(2-amino-1-hydroxyethyl)-1,2-benzenediol ChemIDplus
(R)-norepinephrine ChemIDplus
4-[(1R)-2-Amino-1-hydroxyethyl]-1,2-benzenediol KEGG COMPOUND
Arterenol KEGG COMPOUND
L-Noradrenaline KEGG COMPOUND
L-NOREPINEPHRINE PDBeChem
Noradrenaline KEGG COMPOUND
Norepinephrine KEGG COMPOUND
Database Links Databases
C00001424 KNApSAcK
C00547 KEGG COMPOUND
D00076 KEGG DRUG
DB00368 DrugBank
HMDB00216 HMDB
LNR PDBeChem
LT4 PDBeChem
Norepinephrine Wikipedia
View more database links
Registry Numbers Types Sources
2804840 Beilstein Registry Number Beilstein
2804840 Reaxys Registry Number Reaxys
4231961 Beilstein Registry Number ChemIDplus
51-41-2 CAS Registry Number KEGG COMPOUND
51-41-2 CAS Registry Number ChemIDplus
Last Modified
27 January 2016