(±)-adrenaline

Ligand id: 509

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 0.28
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Metabolite or derivative
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
Prodrug dipivefrine
IUPAC Name
4-(1-hydroxy-2-methylaminoethyl)benzene-1,2-diol
International Nonproprietary Names
INN number INN
4553 racepinefrine
Synonyms
adrenaline | epinephrine
Comments
The preparation of adrenaline/epinephrine assigned the INN racepinefrine is an racemic mixture of the enantiomers (+)-adrenaline and (-)-adrenaline. The structure shown here does not specify stereochemistry and represents the mixture.
Database Links
BindingDB Ligand 50019058
CAS Registry No. 329-65-7 (source: Scifinder)
ChEBI CHEBI:33568
ChEMBL Ligand CHEMBL1740
GtoPdb PubChem SID 135651547
PubChem CID 838
Search Google for chemical match using the InChIKey UCTWMZQNUQWSLP-UHFFFAOYSA-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-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone UCTWMZQNUQWSLP
Wikipedia Epinephrine