Epinastine (CED0011031)

Record Information
Version1.0
Creation Date2016-05-25 18:22:45 UTC
Update Date2026-08-19 15:09:37 UTC
SynCED IDCED0011031
Secondary Accession Numbers
  • CHEM022176
Identification
Common NameEpinastine
ClassSmall Molecule
Description
Epinastine is an organic compound with the formula C16H15N3 and an average molecular weight of 249.31 g/mol. Epinastine belongs to the dibenzazepines, a subclass of benzazepines within the organic compounds. It is identified as an organoheterocyclic compound. This compound has been found in or released from six recorded sources, including pharmaceuticals and veterinary products such as antihistamines, decongestants, and antiallergics, as well as household cleaning and consumer products including cigarettes, other smoking requisites, and electrically stimulated smoking devices. It has also been detected in drinking water and water supply. Recorded exposure routes for the substance include oral and ophthalmic administration. In terms of biological activity, epinastine interacts with six recorded protein targets. It acts as an agonist, antagonist, or binder of the Histamine H1 receptor (HRH1), the Histamine H2 receptor (HRH2), the Alpha-1A adrenergic receptor (ADRA1A), and the Alpha-2A adrenergic receptor (ADRA2A), in addition to two other proteins. Regarding health effects, epinastine is used as a treatment for asthma (PMC8851177 ) and allergic rhinitis (PMC8851177 ).
Contaminant TypeNot Available
Chemical Structure
Synonyms
ValueSource
(+-)-EpinastineChEBI
3-Amino-9,13b-dihydro-1H-dibenz(c,F)imidazo(1,5-a)azepineChEBI
EpinastinaChEBI
EpinastinumChEBI
PurivistKegg
WAL 801 CLHMDB
FlurinolHMDB
WAL 801HMDB
3-Amino-9,13b-dihydro-1H-benz(c,F)imidazo(1,5a)azepineHMDB
WAL 80HMDB
WAL 801CLHMDB
WAL-80 CLHMDB
Epinastine hydrochlorideHMDB
Chemical FormulaC16H15N3
Average Molecular Mass249.310 g/mol
Monoisotopic Mass249.127 g/mol
CAS Registry Number80012-43-7
IUPAC Name2,4-diazatetracyclo[12.4.0.0²,⁶.0⁷,¹²]octadeca-1(18),3,7,9,11,14,16-heptaen-3-amine
Traditional Nameepinastine
SMILESNC1=NCC2N1C1=CC=CC=C1CC1=CC=CC=C21
InChI IdentifierInChI=1S/C16H15N3/c17-16-18-10-15-13-7-3-1-5-11(13)9-12-6-2-4-8-14(12)19(15)16/h1-8,15H,9-10H2,(H2,17,18)
InChI KeyWHWZLSFABNNENI-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as dibenzazepines. Dibenzazepines are compounds with two benzene rings connected by an azepine ring. Azepine is an unsaturated seven-member heterocycle with one nitrogen atom replacing a carbon atom.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzazepines
Sub ClassDibenzazepines
Direct ParentDibenzazepines
Alternative Parents
Substituents
  • Dibenzazepine
  • Azepine
  • Benzenoid
  • 2-imidazoline
  • Guanidine
  • Azacycle
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Carboximidamide
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.16 g/LALOGPS
logP2.53ALOGPS
logP3.07ChemAxon
logS-3.2ALOGPS
pKa (Strongest Basic)8.77ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area41.62 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity76.9 m³·mol⁻¹ChemAxon
Polarizability27.33 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-00di-0590000000-b39e6b7f0c2561681ad3Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-0190000000-55c54a74af25de5a147fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-0190000000-2580dd8e371096c1da4aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-1910000000-f127e2e859edf1b82bbdNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-0090000000-02a99c90b5e69ce7b084Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-1090000000-d764b0b1b1062388fef5Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-9000000000-a161a19c732b38bb4e05Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-0090000000-f0b3b54c94f5a6ad829dNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-0090000000-f0b3b54c94f5a6ad829dNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0kgo-1390000000-f843e3127e653c3dda62Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-0090000000-a6a269e69e0ce0f0732eNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-0090000000-e4df2bacabe4262b8e2eNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-9460000000-42957781cd670390aa21Not AvailableView Spectrum
Toxicity Profile
Toxicity Values
Toxicity ValueOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalToxicity RatingReference
224.0 Log mg/kg [130:400]RatLD50oralpredictedNot AvailableNot Available
Toxicity / Toxin ClassNot Available
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Health Effects
Health EffectRelationshipDirectionDescriptionReference
asthmaNot AvailableNot AvailableA bronchial disease that is characterized by chronic inflammation and narrowing of the airways, which is caused by a combination of environmental and genetic factors. The disease has symptom recurring periods of wheezing (a whistling sound while breathing), has symptom chest tightness, has symptom shortness of breath, has symptom mucus production and has symptom coughing. The symptoms appear due to a variety of triggers such as allergens, irritants, respiratory infections, weather changes, exercise, stress, reflux disease, medications, foods and emotional anxiety. (DO)PMC8851177
coughNot AvailableNot AvailableA sudden, often repetitive, spasmodic contraction of the thoracic cavity, resulting in violent release of air from the lungs and usually accompanied by a distinctive sound. (NCI CTCAE)PMC8851177
Allergic rhinitisNot AvailableNot AvailableA rhinitis that is an allergic inflammation and irritation of the nasal airways involving sneezing, runny nose, nasal congestion, itching and tearing of the eyes caused by exposure to an allergen such as pollen, dust, mold, animal dander and droppings of cockroaches or house dust mites.PMC8851177
Rhinitis, Allergic, SeasonalNot AvailableNot AvailableNot AvailablePMC8851177
Exposure Sources
Source IDSourceSectorReference
CEDs000010Insecticides?Insecticides are synthetic chemicals designed to control or eliminate insect pests that threaten crops and other agricultural products.Agriculture & land managementPubChem
CEDs000115Drinking water?Drinking water can be a medium for synthetic chemical contamination, often originating from various industrial processes and agricultural practices.Drinking water & water supplyNot Available
CEDs000393Antihistamines?Antihistamines are a class of synthetic chemicals primarily used to alleviate allergic reactions by blocking the action of histamine in the body.Healthcare, pharmaceuticals & veterinary productsNot Available
CEDs000400Decongestants and antiallergics?Decongestants and antiallergics are synthetic chemicals commonly used in the treatment of nasal congestion and allergic reactions, respectively.Healthcare, pharmaceuticals & veterinary productsNot Available
CEDs000518Electrically 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 EquipmentPubChem
CEDs000556Cigar Cigarettes?Cigar cigarettes are a source of synthetic chemical contamination due to the combustion of various tobacco blends and additives.Household cleaning & consumer productsPubChem
CEDs000560Other Smoking Requisites?Other smoking requisites, including items such as lighters, matches, and rolling papers, can introduce synthetic chemical contamination through various components and additives.Household cleaning & consumer productsPubChem
CEDs000580Manufacture 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 processingPubChem
CEDs000596Acaricides?Acaricides are synthetic chemicals specifically designed to target and control mite populations that can damage crops and plants.Agriculture & land managementPubChem
CEDs000600Herbicides And Algicides?Herbicides and algicides are synthetic chemicals primarily used to control unwanted plants and algae in various environments.Agriculture & land managementPubChem
CEDs000606Plant Growth Regulators?Plant Growth Regulators (PGRs) are synthetic chemicals designed to influence the growth and development of plants.Agriculture & land managementPubChem
CEDs000611Anti Perspirants Or Body Deoderants?Antiperspirants and body deodorants commonly contain synthetic chemicals such as aluminum compounds, parabens, and synthetic fragrances.Personal care & cosmeticsPubChem
CEDs000615Eye Makeup Products?Eye makeup products, including mascaras, eyeliners, and eyeshadows, often contain a variety of synthetic chemicals such as pigments, preservatives, and film-forming agents.Personal care & cosmeticsPubChem
CEDs000617Lip Care Products?Lip care products, including lipsticks, balms, and glosses, often contain a variety of synthetic chemicals such as parabens, phthalates, and synthetic fragrances.Personal care & cosmeticsPubChem
CEDs000618Lip Makeup Products?Lip makeup products, such as lipsticks, lip glosses, and lip liners, often contain a variety of synthetic chemicals, including pigments, preservatives, and emollients.Personal care & cosmeticsPubChem
CEDs000632Apparel?Apparel production often involves the use of various synthetic chemicals, including dyes, finishing agents, and preservatives.Textiles, leather & furnishingsPubChem
CEDs000650Purses Luggage Hand Bags?Purses, luggage, and handbags are often manufactured using synthetic materials such as polyvinyl chloride (PVC), polyurethane, and various types of nylon.Textiles, leather & furnishingsPubChem
CEDs000662Yarns Or Threads?Yarns or threads used in textiles can be a source of synthetic chemical contamination due to the production processes and treatments they undergo.Textiles, leather & furnishingsPubChem
CEDs000685Ceramics?Ceramics can be a source of synthetic chemical contamination through various additives and processing agents used in their production.Building & ConstructionPubChem
CEDs000688Glass Coatings?Glass coatings are synthetic chemical formulations applied to glass surfaces to enhance properties such as durability, UV resistance, and aesthetic appeal.Building & ConstructionPubChem
CEDs000696Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.Industrial manufacturing & chemical processingPubChem
CEDs000730Contact Lens Cases?Contact lens cases are small containers designed to store contact lenses in a sterile environment, typically made from various synthetic materials including plastics such as polypropylene or polycarbonate.Healthcare, pharmaceuticals & veterinary productsPubChem
Pathways
5 pathwaysPathway Source: PathBank
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Histamine H1 receptor structureClick to view 3D structureHistamine H1 receptorP35367HumansPredicted (SEA)
Prediction Confidence Score
0.405
Applicability Domain
0.435
Statistical Significance
0.0082
Supporting Reference Compounds
507
E-value
63.525
5-hydroxytryptamine receptor 2C structureClick to view 3D structure5-hydroxytryptamine receptor 2CP28335HumansPredicted (SEA)
Prediction Confidence Score
0.405
Applicability Domain
0.435
Statistical Significance
0.0116
Supporting Reference Compounds
823
E-value
90.3829
5-hydroxytryptamine receptor 2A structureClick to view 3D structure5-hydroxytryptamine receptor 2AP28223HumansPredicted (SEA)
Prediction Confidence Score
0.405
Applicability Domain
0.435
Statistical Significance
0.0169
Supporting Reference Compounds
955
E-value
131.799
D(2) dopamine receptor structureClick to view 3D structureD(2) dopamine receptorP14416HumansPredicted (SEA)
Prediction Confidence Score
0.395
Applicability Domain
0.435
Statistical Significance
0.0223
Supporting Reference Compounds
1103
E-value
173.682
Click to view 3D structureHistamine H1 receptorP31389Cavia porcellusPredicted (SEA)
Prediction Confidence Score
0.39
Applicability Domain
1.0
Statistical Significance
0.0026
Supporting Reference Compounds
101
E-value
20.0851
D(3) dopamine receptor structureClick to view 3D structureD(3) dopamine receptorP35462HumansPredicted (SEA)
Prediction Confidence Score
0.389
Applicability Domain
0.435
Statistical Significance
0.0176
Supporting Reference Compounds
861
E-value
137.092
5-hydroxytryptamine receptor 1A structureClick to view 3D structure5-hydroxytryptamine receptor 1AP08908HumansPredicted (SEA)
Prediction Confidence Score
0.389
Applicability Domain
0.435
Statistical Significance
0.0193
Supporting Reference Compounds
953
E-value
150.483
Alpha-2A adrenergic receptor structureClick to view 3D structureAlpha-2A adrenergic receptorP08913HumansPredicted (SEA)
Prediction Confidence Score
0.389
Applicability Domain
0.435
Statistical Significance
0.0068
Supporting Reference Compounds
487
E-value
53.3267
Alpha-1A adrenergic receptor structureClick to view 3D structureAlpha-1A adrenergic receptorP35348HumansPredicted (SEA)
Prediction Confidence Score
0.389
Applicability Domain
0.435
Statistical Significance
0.0086
Supporting Reference Compounds
376
E-value
67.106
5-hydroxytryptamine receptor 1D structureClick to view 3D structure5-hydroxytryptamine receptor 1DP28221HumansPredicted (SEA)
Prediction Confidence Score
0.389
Applicability Domain
0.435
Statistical Significance
0.0053
Supporting Reference Compounds
365
E-value
41.4158
Alpha-2C adrenergic receptor structureClick to view 3D structureAlpha-2C adrenergic receptorP18825HumansPredicted (SEA)
Prediction Confidence Score
0.384
Applicability Domain
0.435
Statistical Significance
0.0059
Supporting Reference Compounds
386
E-value
45.931
D(4) dopamine receptor structureClick to view 3D structureD(4) dopamine receptorP21917HumansPredicted (SEA)
Prediction Confidence Score
0.377
Applicability Domain
0.435
Statistical Significance
0.0149
Supporting Reference Compounds
524
E-value
116.073
Click to view 3D structureD(2) dopamine receptorP61169RatPredicted (SEA)
Prediction Confidence Score
0.374
Applicability Domain
0.435
Statistical Significance
0.0189
Supporting Reference Compounds
528
E-value
146.901
5-hydroxytryptamine receptor 2A structureClick to view 3D structure5-hydroxytryptamine receptor 2AP14842Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.351
Applicability Domain
0.435
Statistical Significance
0.0165
Supporting Reference Compounds
380
E-value
128.14
Click to view 3D structureMultidrug and toxin extrusion protein 1Q96FL8HumansPredicted (SEA)
Prediction Confidence Score
0.339
Applicability Domain
1.0
Statistical Significance
5.00e-05
Supporting Reference Compounds
35
E-value
0.389246
Solute carrier family 22 member 2 structureClick to view 3D structureSolute carrier family 22 member 2O15244HumansPredicted (SEA)
Prediction Confidence Score
0.337
Applicability Domain
1.0
Statistical Significance
5.00e-05
Supporting Reference Compounds
32
E-value
0.389246
5-hydroxytryptamine receptor 7 structureClick to view 3D structure5-hydroxytryptamine receptor 7P34969HumansPredicted (SEA)
Prediction Confidence Score
0.336
Applicability Domain
0.435
Statistical Significance
0.0261
Supporting Reference Compounds
565
E-value
203.109
Click to view 3D structureSodium-dependent serotonin transporterP31652Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.325
Applicability Domain
0.435
Statistical Significance
0.0191
Supporting Reference Compounds
297
E-value
148.536
Click to view 3D structureNorepinephrine transporterQ9WTR4Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.325
Applicability Domain
0.435
Statistical Significance
0.0069
Supporting Reference Compounds
112
E-value
53.8717
5-hydroxytryptamine receptor 2C structureClick to view 3D structure5-hydroxytryptamine receptor 2CP08909RatPredicted (SEA)
Prediction Confidence Score
0.316
Applicability Domain
0.435
Statistical Significance
0.0181
Supporting Reference Compounds
185
E-value
141.063
Sodium-dependent serotonin transporter structureClick to view 3D structureSodium-dependent serotonin transporterP31645HumansPredicted (SEA)
Prediction Confidence Score
0.314
Applicability Domain
0.435
Statistical Significance
0.0381
Supporting Reference Compounds
593
E-value
296.761
Sodium-dependent noradrenaline transporter structureClick to view 3D structureSodium-dependent noradrenaline transporterP23975HumansPredicted (SEA)
Prediction Confidence Score
0.314
Applicability Domain
0.435
Statistical Significance
0.0267
Supporting Reference Compounds
451
E-value
208.247
Click to view 3D structureSodium-dependent dopamine transporterP23977Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.295
Applicability Domain
0.435
Statistical Significance
0.0219
Supporting Reference Compounds
203
E-value
170.256
Alpha-2B adrenergic receptor structureClick to view 3D structureAlpha-2B adrenergic receptorP18089HumansPredicted (SEA)
Prediction Confidence Score
0.292
Applicability Domain
0.435
Statistical Significance
0.0345
Supporting Reference Compounds
340
E-value
268.502
Click to view 3D structure5-hydroxytryptamine receptor 1AP19327Rattus norvegicusPredicted (SEA)
Prediction Confidence Score
0.29
Applicability Domain
0.435
Statistical Significance
0.0666
Supporting Reference Compounds
541
E-value
518.32
Concentrations
Not Available
External Links
DrugBank IDDB00751
HMDB IDHMDB0014889
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkEpinastine
Chemspider ID3128
ChEBI ID51032
PubChem Compound ID3241
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available