CHEBI:8499 - propranolol

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name propranolol
ChEBI ID CHEBI:8499
Definition A propanolamine that is propan-2-ol substituted by a propan-2-ylamino group at position 1 and a naphthalen-1-yloxy group at position 3.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C16H21NO2
Net Charge 0
Average Mass 259.34348
Monoisotopic Mass 259.157
InChI InChI=1S/C16H21NO2/c1-12(2)17-10-14(18)11-19-16-9-5-7-13-6-3-4-8-15(13)16/h3-9,12,14,17-18H,10-11H2,1-2H3
InChIKey AQHHHDLHHXJYJD-UHFFFAOYSA-N
SMILES CC(C)NCC(O)COc1cccc2ccccc12
Metabolite of Species Details
Homo sapiens (NCBI:9606) Found in blood serum (BTO:0000133). See: MetaboLights Study
Roles Classification
Chemical Role(s): environmental contaminant
Any minor or unwanted substance introduced into the environment that can have undesired effects.
Biological Role(s): human blood serum metabolite
Any metabolite (endogenous or exogenous) found in human blood serum samples.
xenobiotic
A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
beta-adrenergic antagonist
An agent that binds to but does not activate beta-adrenergic receptors thereby blocking the actions of endogenous or exogenous beta-adrenergic agonists. beta-Adrenergic antagonists are used for treatment of hypertension, cardiac arrhythmias, angina pectoris, glaucoma, migraine headaches and anxiety.
Application(s): antihypertensive agent
Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
beta-adrenergic antagonist
An agent that binds to but does not activate beta-adrenergic receptors thereby blocking the actions of endogenous or exogenous beta-adrenergic agonists. beta-Adrenergic antagonists are used for treatment of hypertension, cardiac arrhythmias, angina pectoris, glaucoma, migraine headaches and anxiety.
anxiolytic drug
Anxiolytic drugs are agents that alleviate anxiety, tension, and anxiety disorders, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions.
anti-arrhythmia drug
A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres.
vasodilator agent
A drug used to cause dilation of the blood vessels.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing propranolol (CHEBI:8499) has functional parent 1-naphthol (CHEBI:10319)
propranolol (CHEBI:8499) has role β-adrenergic antagonist (CHEBI:35530)
propranolol (CHEBI:8499) has role anti-arrhythmia drug (CHEBI:38070)
propranolol (CHEBI:8499) has role antihypertensive agent (CHEBI:35674)
propranolol (CHEBI:8499) has role anxiolytic drug (CHEBI:35474)
propranolol (CHEBI:8499) has role environmental contaminant (CHEBI:78298)
propranolol (CHEBI:8499) has role human blood serum metabolite (CHEBI:85234)
propranolol (CHEBI:8499) has role vasodilator agent (CHEBI:35620)
propranolol (CHEBI:8499) has role xenobiotic (CHEBI:35703)
propranolol (CHEBI:8499) is a naphthalenes (CHEBI:25477)
propranolol (CHEBI:8499) is a propanolamine (CHEBI:35533)
propranolol (CHEBI:8499) is a secondary amine (CHEBI:32863)
Incoming propranolol hydrochloride (CHEBI:8500) has part propranolol (CHEBI:8499)
(R)-(+)-propranolol (CHEBI:8736) is a propranolol (CHEBI:8499)
IUPAC Name
3-(naphthalen-1-yloxy)-1-(propan-2-ylamino)propan-2-ol
INNs Sources
propranolol ChemIDplus
propranolol WHO MedNet
propranolol WHO MedNet
propranololum WHO MedNet
Synonyms Sources
1-((1-Methylethyl)amino)-3-(1-naphthalenyloxy)-2-propanol ChemIDplus
1-(isopropylamino)-3-(1-naphthyloxy)propan-2-ol IUPAC
β-Propranolol NIST Chemistry WebBook
Propanalol NIST Chemistry WebBook
Propanolol NIST Chemistry WebBook
Propranolol KEGG COMPOUND
propranololo WHO MedNet
Database Links Databases
2303 DrugCentral
C07407 KEGG COMPOUND
D08443 KEGG DRUG
DB00571 DrugBank
HMDB0001849 HMDB
LSM-4329 LINCS
Propranolol Wikipedia
View more database links
Registry Numbers Types Sources
525-66-6 CAS Registry Number KEGG COMPOUND
525-66-6 CAS Registry Number ChemIDplus
525-66-6 CAS Registry Number NIST Chemistry WebBook
987417 Reaxys Registry Number Reaxys
987417 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
18259090 PubMed citation Europe PMC
24495884 PubMed citation Europe PMC
24504055 PubMed citation Europe PMC
Last Modified
22 February 2017