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CHEBI:18357 - (R)-noradrenaline

Default Structure
ChEBI IDCHEBI:18357
ChEBI Name(R)-noradrenaline
Stars
ASCII Name(R)-noradrenaline
DefinitionThe R-enantiomer of noradrenaline.
Secondary ChEBI IDsCHEBI:1, CHEBI:14668, CHEBI:25592, CHEBI:43725, CHEBI:258884
Last Modified20 November 2019
DownloadsMolfile
FormulaC8H11NO3
Net Charge0
Average Mass169.180
Monoisotopic Mass169.07389
SMILESNC[C@H](O)c1ccc(O)c(O)c1
InChIInChI=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
InChIKeySFLSHLFXELFNJZ-QMMMGPOBSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
neurotransmitter  An endogenous compound that is used to transmit information across the synapse between a neuron and another cell.
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 α-adrenergic receptors.
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
human xenobiotic metabolite  Any human metabolite produced by metabolism of a xenobiotic compound in humans.
Applications:
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.
vasoconstrictor agent  Drug used to cause constriction of the blood vessels.
alpha-adrenergic agonist  An agent that selectively binds to and activates α-adrenergic receptors.
ChEBI Ontology
Outgoing Relation(s)
(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) has role α-adrenergic agonist (CHEBI:35569)
(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 Relation(s)
N-[(2R)-2-(3,4-dihydroxyphenyl)-2-hydroxyethyl]-L-glutamine residue (CHEBI:167178) has functional parent (R)-noradrenaline (CHEBI:18357)
(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  Source
norepinefrinaChEBI
norepinephrineChemIDplus
norépinéphrineWHO MedNet
norepinephrinumChEBI
Synonyms  Source
4-[(1R)-2-Amino-1-hydroxyethyl]-1,2-benzenediolKEGG COMPOUND
(−)-arterenolChemIDplus
ArterenolKEGG COMPOUND
(R)-4-(2-amino-1-hydroxyethyl)-1,2-benzenediolChemIDplus
(R)-(−)-norepinephrineChemIDplus
(R)-norepinephrineChemIDplus
Manual XrefsDatabases
1960DrugCentral
C00001424KNApSAcK
C00547KEGG COMPOUND
C00547KEGG COMPOUND
D00076KEGG DRUG
DB00368DrugBank
HMDB0000216HMDB
LNRPDBeChem
NorepinephrineWikipedia
Registry NumbersSources
Reaxys:2804840Reaxys
Beilstein:4231961Beilstein
CAS:51-41-2KEGG COMPOUND
CAS:51-41-2ChemIDplus