viloxazine (CED0010201)

Record Information

Version

1.0

Creation Date

2016-06-03 10:24:21 UTC

Update Date

2026-08-19 01:51:53 UTC

SynCED ID

CED0010201

Secondary Accession Numbers

CHEM042898

Identification

Common Name

viloxazine

Class

Small Molecule

Description

Viloxazine is an organic compound with the formula C13H19NO3 and an average molecular weight of 237.30 g/mol. It is documented as being found in or released from five recorded sources. Within the category of healthcare, pharmaceuticals, and veterinary products, it is used as an antidepressant. It is also associated with household cleaning and consumer products, specifically perfumes within detergents and soaps, tobacco smoke filters, and non-electric simulated smoking devices. Additionally, it is linked to electrically stimulated smoking devices found in electrical and electronic equipment. The recorded route of exposure for this compound is oral. viloxazine belongs to the phenol ethers, a class of benzenoids within the organic compounds. It interacts with 13 recorded protein targets, acting as an agonist, antagonist, or inhibitor. These targets include the sodium-dependent noradrenaline transporter (SLC6A2), the alpha-1B adrenergic receptor (ADRA1B), 5-hydroxytryptamine receptor 2B (HTR2B), and 5-hydroxytryptamine receptor 2C (HTR2C), along with nine other proteins.

Contaminant Type

Human Neurotoxin

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Astra brand OF viloxazine hydrochloride	MeSH
AstraZeneca brand OF viloxazine hydrochloride	MeSH
Viloxazine hydrochloride, (R)-isomer	MeSH
Viloxazine, (R)-isomer	MeSH
Emovit	MeSH
Viloxazine, (+-)-isomer	MeSH
Viloxazine, (S)-isomer	MeSH
Vivalan	MeSH
Viloxazine hydrochloride	MeSH
Viloxazine hydrochloride, (S)-isomer	MeSH
Viloxazine oxalate (1:1)	MeSH

Chemical Formula

C₁₃H₁₉NO₃

Average Molecular Mass

237.299 g/mol

Monoisotopic Mass

237.136 g/mol

CAS Registry Number

46817-91-8

IUPAC Name

2-[(2-ethoxyphenoxy)methyl]morpholine

Traditional Name

viloxazine

SMILES

CCOC1=CC=CC=C1OCC1CNCCO1

InChI Identifier

InChI=1S/C13H19NO3/c1-2-15-12-5-3-4-6-13(12)17-10-11-9-14-7-8-16-11/h3-6,11,14H,2,7-10H2,1H3

InChI Key

YWPHCCPCQOJSGZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol ethers

Sub Class

Not Available

Direct Parent

Phenol ethers

Alternative Parents

Substituents

Phenoxy compound
Phenol ether
Alkyl aryl ether
Monocyclic benzene moiety
Morpholine
Oxazinane
Dialkyl ether
Secondary aliphatic amine
Ether
Oxacycle
Secondary amine
Organoheterocyclic compound
Azacycle
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Organic nitrogen compound
Amine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

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	1.24 g/L	ALOGPS
logP	1.71	ALOGPS
logP	1.49	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Basic)	8.19	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	39.72 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	65.2 m³·mol⁻¹	ChemAxon
Polarizability	26.32 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-052o-9630000000-de4a4c4b2490bdfb2e62	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-0490000000-38ade0ceea39340d8cf4	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0f9l-2920000000-41f5a6d5ec66b9e28825	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0k96-9500000000-7e39764250d87e838280	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-1690000000-3ac9495e347fdde90307	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-2910000000-f5f7505276f04063b959	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-4900000000-f1c02ad2cf31d248c444	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
1271.0 Log mg/kg [710:2300]	Rat	LD50	oral	predicted	Not Available	Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Health Effects

Health Effect	Relationship	Direction	Description	Reference

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000377	Antidepressants?Antidepressants, a class of synthetic chemicals designed to alleviate symptoms of depression and anxiety, can enter the environment through various pathways, leading to contamination of water systems.	Healthcare, pharmaceuticals & veterinary products	Not Available
CEDs000518	Electrically Stimulated Smoking Devices?Electrically stimulated smoking devices, commonly known as e-cigarettes or vape pens, utilize electrical components to heat a liquid solution, often containing nicotine, flavorings, and other additives, to produce an aerosol for inhalation.	Electrical & Electronic Equipment	PubChem
CEDs000559	Non Electric Simulated Smoking Devices?Non-electric simulated smoking devices, often designed to mimic the experience of smoking without combustion, can be sources of synthetic chemical contamination due to the materials and chemicals used in their construction and operation.	Household cleaning & consumer products	PubChem
CEDs000561	Perfumes Within Detergents And Soaps?Perfumes within detergents and soaps are synthetic fragrance compounds added to enhance the sensory experience of cleaning products.	Household cleaning & consumer products	PubChem
CEDs000569	Tobacco Smoke Filters?Tobacco smoke filters are designed to reduce the inhalation of harmful substances in cigarette smoke, including tar and other particulate matter.	Household cleaning & consumer products	PubChem
CEDs000580	Manufacture Preparation Of Tobacco Products?The manufacture and preparation of tobacco products involve various processes that can result in the introduction of synthetic chemicals into the environment.	Industrial manufacturing & chemical processing	PubChem
CEDs000611	Anti Perspirants Or Body Deoderants?Antiperspirants and body deodorants commonly contain synthetic chemicals such as aluminum compounds, parabens, and synthetic fragrances.	Personal care & cosmetics	PubChem
CEDs000632	Apparel?Apparel production often involves the use of various synthetic chemicals, including dyes, finishing agents, and preservatives.	Textiles, leather & furnishings	PubChem
CEDs000685	Ceramics?Ceramics can be a source of synthetic chemical contamination through various additives and processing agents used in their production.	Building & Construction	PubChem
CEDs000696	Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.	Industrial manufacturing & chemical processing	PubChem
CEDs000735	Explosives?Explosives are chemical compounds or mixtures designed to undergo rapid decomposition, releasing energy in the form of gas and heat.	Defense & military infrastructure	PubChem
CEDs000739	Inks?Inks are complex mixtures composed of pigments or dyes, solvents, resins, and additives used primarily for printing and writing applications.	Paper, pulp & fiber products	PubChem
CEDs000741	Pigment Pastes?Pigment pastes are concentrated dispersions of pigments used to impart color and properties to materials.	Paper, pulp & fiber products	PubChem
CEDs01199	Honey Samples	Food, food processing & cookware	PMC13352592

Pathways

1 pathwayPathway Source: PathBank

Viloxazine Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Sodium-dependent noradrenaline transporter	P23975	Humans	Predicted (SEA)	Prediction Confidence Score 0.617 Applicability Domain 1.0 Statistical Significance 2.50e-04 Supporting Reference Compounds 451 E-value 1.94623
Click to view 3D structure	Sodium-dependent dopamine transporter	Q01959	Humans	Predicted (SEA)	Prediction Confidence Score 0.61 Applicability Domain 1.0 Statistical Significance 4.70e-04 Supporting Reference Compounds 506 E-value 3.65891
Click to view 3D structure	Sodium-dependent serotonin transporter	P31645	Humans	Predicted (SEA)	Prediction Confidence Score 0.484 Applicability Domain 0.571 Statistical Significance 0.0032 Supporting Reference Compounds 593 E-value 24.8339
Click to view 3D structure	Norepinephrine transporter	Q9WTR4	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.474 Applicability Domain 1.0 Statistical Significance 0.0011 Supporting Reference Compounds 112 E-value 8.48557
Click to view 3D structure	Transporter	Q63380	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.428 Applicability Domain 0.571 Statistical Significance 3.90e-04 Supporting Reference Compounds 54 E-value 3.03612
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P19327	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.408 Applicability Domain 0.571 Statistical Significance 0.0115 Supporting Reference Compounds 541 E-value 89.6823
Click to view 3D structure	5-hydroxytryptamine receptor 2A	P14842	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.403 Applicability Domain 0.571 Statistical Significance 0.0081 Supporting Reference Compounds 380 E-value 63.4471
Click to view 3D structure	Sodium-dependent serotonin transporter	P31652	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.391 Applicability Domain 0.571 Statistical Significance 0.007 Supporting Reference Compounds 297 E-value 54.2609
Click to view 3D structure	Sodium-dependent dopamine transporter	P23977	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.371 Applicability Domain 0.571 Statistical Significance 0.0054 Supporting Reference Compounds 203 E-value 41.8829
Click to view 3D structure	Cytochrome P450 2D6	P10635	Humans	Predicted (SEA)	Prediction Confidence Score 0.344 Applicability Domain 0.571 Statistical Significance 0.0382 Supporting Reference Compounds 1130 E-value 297.384
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q9R0C9	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.339 Applicability Domain 0.483 Statistical Significance 0.0096 Supporting Reference Compounds 207 E-value 75.1245
Click to view 3D structure	D(2) dopamine receptor	P14416	Humans	Predicted (SEA)	Prediction Confidence Score 0.339 Applicability Domain 0.483 Statistical Significance 0.0457 Supporting Reference Compounds 1103 E-value 355.537
Click to view 3D structure	D(1A) dopamine receptor	P18901	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.332 Applicability Domain 0.483 Statistical Significance 0.0133 Supporting Reference Compounds 206 E-value 103.306
Click to view 3D structure	5-hydroxytryptamine receptor 1B	P28564	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.331 Applicability Domain 0.483 Statistical Significance 0.0087 Supporting Reference Compounds 154 E-value 67.651
Click to view 3D structure	Trace amine-associated receptor 7b	Q923X8	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.304 Applicability Domain 0.304 Statistical Significance 7.50e-04 Supporting Reference Compounds 1 E-value 5.83869
Click to view 3D structure	Serine/threonine-protein kinase Chk1	O14757	Humans	Predicted (SEA)	Prediction Confidence Score 0.303 Applicability Domain 0.4 Statistical Significance 0.0858 Supporting Reference Compounds 807 E-value 667.635
Click to view 3D structure	5-hydroxytryptamine receptor 2C	P08909	Rat	Predicted (SEA)	Prediction Confidence Score 0.298 Applicability Domain 0.483 Statistical Significance 0.0258 Supporting Reference Compounds 185 E-value 201.162
Click to view 3D structure	5-hydroxytryptamine receptor 7	P32305	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.297 Applicability Domain 0.455 Statistical Significance 0.0173 Supporting Reference Compounds 115 E-value 134.835
Click to view 3D structure	Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 2	Q9UL51	Humans	Predicted (SEA)	Prediction Confidence Score 0.297 Applicability Domain 0.297 Low confidence Statistical Significance 6.50e-04 Supporting Reference Compounds 1 E-value 5.0602
Click to view 3D structure	Histamine H1 receptor	P35367	Humans	Predicted (SEA)	Prediction Confidence Score 0.294 Applicability Domain 0.373 Statistical Significance 0.0566 Supporting Reference Compounds 507 E-value 440.627
Click to view 3D structure	5-hydroxytryptamine receptor 2B	Q02152	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.293 Applicability Domain 0.313 Statistical Significance 9.50e-04 Supporting Reference Compounds 20 E-value 7.39568
Click to view 3D structure	Voltage-gated inwardly rectifying potassium channel KCNH2	Q12809	Humans	Predicted (SEA)	Prediction Confidence Score 0.291 Applicability Domain 0.328 Statistical Significance 0.2021 Supporting Reference Compounds 1498 E-value 1573.02
Click to view 3D structure	5-hydroxytryptamine receptor 1A	Q64264	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.288 Applicability Domain 0.309 Statistical Significance 0.008 Supporting Reference Compounds 52 E-value 62.3572
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Predicted (SEA)	Prediction Confidence Score 0.282 Applicability Domain 0.303 Statistical Significance 0.2662 Supporting Reference Compounds 1538 E-value 2072.19
Click to view 3D structure	Cytochrome P450 2C9	P11712	Humans	Predicted (SEA)	Prediction Confidence Score 0.282 Applicability Domain 0.303 Statistical Significance 0.2189 Supporting Reference Compounds 1245 E-value 1703.81