Propranolol hydrochloride (CED0001415)

Record Information

Version

1.0

Creation Date

2016-05-22 03:30:28 UTC

Update Date

2026-04-05 16:03:48 UTC

Accession Number

CHEM016402

Identification

Common Name

Propranolol hydrochloride

Class

Small Molecule

Description

Propranolol hydrochloride is an organic compound with the chemical formula C16H22ClNO2 and an average molecular weight of 295.80 g/mol. Propranolol hydrochloride belongs to the naphthalenes, a class of benzenoids within the organic compounds. This substance has been identified in or released from nine recorded sources. Within the category of building and construction, it is associated with ceilings, fencing, ladders, roofs, and sunshades, awnings, or outside screens, as well as two additional sources. Additionally, it is found in electrical and electronic equipment, specifically in amplifiers and antennas.

Contaminant Type

Human Neurotoxin

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(+-)-1-(Isopropylamino)-3-(1-naphthyloxy)-2-propanol hydrochloride	ChEBI
1-(1-Naphthyloxy)-2-hydroxy-3-isopropylaminopropane hydrochloride	ChEBI
1-(Isopropylamino)-3-(1-naphthoxy)-propan-2-ol hydrochloride	ChEBI
1-(Isopropylamino)-3-(1-naphthyloxy)-2-propanol hydrochloride	ChEBI
1-Isopropylamino-3-(1-naphthoxy)-propan-2-ol-hydrochloride	ChEBI
Inderal	Kegg
Innopran XL	Kegg
Dociton	MeSH
Propranolol	MeSH
Anapriline	MeSH
Rexigen	MeSH
Anaprilin	MeSH
Obzidan	MeSH
Avlocardyl	MeSH
Dexpropranolol	MeSH
Propanolol	MeSH
Betadren	MeSH
Hydrochloride, propranolol	MeSH
Obsidan	MeSH

Chemical Formula

C₁₆H₂₂ClNO₂

Average Molecular Mass

295.804 g/mol

Monoisotopic Mass

295.134 g/mol

CAS Registry Number

318-98-9

IUPAC Name

1-(naphthalen-1-yloxy)-3-[(propan-2-yl)amino]propan-2-ol hydrochloride

Traditional Name

1-(isopropylamino)-3-(naphthalen-1-yloxy)propan-2-ol hydrochloride

SMILES

Cl.CC(C)NCC(O)COC1=CC=CC2=CC=CC=C12

InChI Identifier

InChI=1S/C16H21NO2.ClH/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;1H

InChI Key

ZMRUPTIKESYGQW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Not Available

Direct Parent

Naphthalenes

Alternative Parents

Substituents

Naphthalene
Alkyl aryl ether
1,2-aminoalcohol
Secondary alcohol
Secondary aliphatic amine
Ether
Secondary amine
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Hydrochloride
Hydrocarbon derivative
Organopnictogen compound
Amine
Organic oxygen compound
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

hydrochloride (CHEBI:8500 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.079 g/L	ALOGPS
logP	3.03	ALOGPS
logP	2.58	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	14.09	ChemAxon
pKa (Strongest Basic)	9.67	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	41.49 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	76.83 m³·mol⁻¹	ChemAxon
Polarizability	29.84 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
LC-MS/MS	LC-MS/MS Spectrum	splash10-03di-0490000000-0745e4f1e00d9576e88d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-0090000000-31154c9ae5db0c52274b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-0090000000-31154c9ae5db0c52274b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-0090000000-31154c9ae5db0c52274b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-0090000000-effd0d2a107da82e2c6e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-0090000000-effd0d2a107da82e2c6e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-0090000000-effd0d2a107da82e2c6e	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
626.0	Log mg/kg	[350:1100]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
495	Ceilings	Building & Construction	Not Available
496	Fencing	Building & Construction	Not Available
498	Ladders	Building & Construction	Not Available
499	Roofs	Building & Construction	Not Available
501	Sunshades Awnings Or Outside Screens	Building & Construction	Not Available
502	Sunshades Awnings Or Outside Screens	Building & Construction	Not Available
503	Tents Or Canopies	Building & Construction	Not Available
505	Amplifiers	Electrical & Electronic Equipment	Not Available
506	Antennas	Electrical & Electronic Equipment	Not Available

Pathways

0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Beta-2 adrenergic receptor	P07550	Humans	Predicted (SEA)	0.0778492
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q99720	Humans	Predicted (SEA)	0.155698
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P19327	Rattus norvegicus	Predicted (SEA)	0.233548
Click to view 3D structure	Beta-1 adrenergic receptor	P08588	Humans	Predicted (SEA)	0.0778492
Click to view 3D structure	5-hydroxytryptamine receptor 1B	P28564	Rattus norvegicus	Predicted (SEA)	0.0778492
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P08908	Humans	Predicted (SEA)	0.778492
Click to view 3D structure	Beta-3 adrenergic receptor	P13945	Humans	Predicted (SEA)	0.0778492
Click to view 3D structure	Sodium-dependent serotonin transporter	P31645	Humans	Predicted (SEA)	0.467095
Click to view 3D structure	Cytochrome P450 2D6	P10635	Humans	Predicted (SEA)	0.544945
Click to view 3D structure	5-hydroxytryptamine receptor 2A	P28223	Humans	Predicted (SEA)	0.467095
Click to view 3D structure	5-hydroxytryptamine receptor 6	P50406	Humans	Predicted (SEA)	0.389246
Click to view 3D structure	5-hydroxytryptamine receptor 2C	P28335	Humans	Predicted (SEA)	0.544945
Click to view 3D structure	5-hydroxytryptamine receptor 2B	P41595	Humans	Predicted (SEA)	0.389246
Click to view 3D structure	5-hydroxytryptamine receptor 1B	P28222	Humans	Predicted (SEA)	0.934191
Click to view 3D structure	Beta-2 adrenergic receptor	Q8K4Z4	Cavia porcellus	Predicted (SEA)	0.233548
Click to view 3D structure	Beta-1 adrenergic receptor	B0FL73	Cavia porcellus	Predicted (SEA)	0.778492
Click to view 3D structure	Beta-1 adrenergic receptor	P18090	Rattus norvegicus	Predicted (SEA)	0.778492
Click to view 3D structure	Beta-2 adrenergic receptor	Q28044	Bos taurus	Predicted (SEA)	0.155698
Click to view 3D structure	Beta-2 adrenergic receptor	P54833	Canis lupus familiaris	Predicted (SEA)	0.0778492
Click to view 3D structure	Voltage-gated inwardly rectifying potassium channel KCNH2	Q12809	Humans	Predicted (SEA)	41.4158
Click to view 3D structure	Beta-1 adrenergic receptor	P34971	Mus musculus	Predicted (SEA)	0.389246
Click to view 3D structure	Sigma intracellular receptor 2	Q5BJF2	Humans	Predicted (SEA)	5.29375
Click to view 3D structure	D(2) dopamine receptor	P14416	Humans	Predicted (SEA)	64.537
Click to view 3D structure	DNA (cytosine-5)-methyltransferase 1	P13864	Mus musculus	Predicted (SEA)	0.155698
Click to view 3D structure	Hepatic sodium/bile acid cotransporter	Q14973	Humans	Predicted (SEA)	0.0778492