(-)-adrenaline

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Ligands
(-)-adrenaline

Ligand id: 479

Name: (-)-adrenaline

Structure and Physico-chemical Properties

2D Structure

Calculated Physico-chemical Properties
Hydrogen bond acceptors	2
Hydrogen bond donors	4
Rotatable bonds	3
Topological polar surface area	72.72
Molecular weight	183.09
XLogP	-0.07
No. Lipinski's rules broken	0

Molecular properties generated using the CDK

Classification
Compound class	Metabolite or derivative
Approved drug?	Yes (source: FDA (no history prior to 1951))

IUPAC Name
4-[(1R)-1-hydroxy-2-methylaminoethyl]benzene-1,2-diol

IUPAC Name

4-[(1R)-1-hydroxy-2-methylaminoethyl]benzene-1,2-diol

International Nonproprietary Names
INN number	INN
2142	epinephrine
4553	racepinefrine

Synonyms
adrenalin
Auvi-Q®
Epipen®
l-adrenaline
L-epinephrine
levoepinephrine

Synonyms

adrenalin

Auvi-Q®

Epipen®

l-adrenaline

L-epinephrine

levoepinephrine

Database Links
BindingDB Ligand	50029050
CAS Registry No.	51-43-4
ChEBI	CHEBI:28918
ChEMBL Ligand	CHEMBL679
DrugBank Ligand	DB00668
Human Metabolome Database	HMDB00068
PharmGKB Drug	PA449470
PubChem CID	5816
RCSB PDB Ligand	ALE
Search Google for chemical match using the InChIKey	UCTWMZQNUQWSLP-VIFPVBQESA-N
Search Google for chemicals with the same backbone	UCTWMZQNUQWSLP
Search PubMed clinical trials	racepinefrine
Search PubMed titles	racepinefrine
Search PubMed titles/abstracts	racepinefrine
Wikipedia	Epinephrine

Comments
Agonist at alpha and beta adrenoceptors. In addition to being assigned the INN epinephrine in its own right, (-)-adrenaline is also one of the enantiomers found in the INN-assigned compound (±)-adrenaline.

Comments

Agonist at alpha and beta adrenoceptors. In addition to being assigned the INN epinephrine in its own right, (-)-adrenaline is also one of the enantiomers found in the INN-assigned compound (±)-adrenaline.