(-)-adrenaline

Ligand id: 479

Name: (-)-adrenaline

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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
International Nonproprietary Names
INN number INN
2142 epinephrine
4553 racepinefrine
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
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
Search UniChem for chemical match using the InChIKey UCTWMZQNUQWSLP-VIFPVBQESA-N
Search UniChem for chemicals with the same backbone UCTWMZQNUQWSLP
SynPHARM 1862 (in complex with β2-adrenoceptor)
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.