(R)-noradrenaline (CHEBI:18357)

ChEBI > Main

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

Download	Molfile XML SDF

Wikipedia	License

Read full article at Wikipedia

Formula

C8H11NO3

Net Charge

Average Mass

169.17780

Monoisotopic Mass

169.07389

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:txid10090)	Source: BioModels - MODEL1507180067 See: PubMed

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):	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.

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	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

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

Last Modified

20 November 2019