Escitalopram (CED0002175)

Record Information

Version

1.0

Creation Date

2009-07-21 20:28:32 UTC

Update Date

2026-05-14 16:58:29 UTC

SynCED ID

CED0002175

Secondary Accession Numbers

CHEM002365
T3D3007

Identification

Common Name

Escitalopram

Class

Small Molecule

Description

Escitalopram is an exogenous organic compound with the formula C20H21FN2O and an average molecular weight of 324.39 g/mol. It exists as a solid at room temperature. Escitalopram belongs to the phenylbutylamines, a subclass of benzene and substituted derivatives within the organic compounds. This compound acts as an antidepressant and a prolyl oligopeptidase (EC 3.4.21.26) inhibitor. Its antidepressant, antiobsessive-compulsive, and antibulimic actions are presumed to be linked to its inhibition of CNS neuronal uptake of serotonin. Escitalopram blocks the reuptake of serotonin at the serotonin reuptake pump of the neuronal membrane, which enhances the actions of serotonin on 5HT1A autoreceptors. It serves as an inhibitor of the sodium-dependent serotonin transporter (SLC6A4), as well as the sodium-dependent dopamine transporter (SLC6A3), the sodium-dependent noradrenaline transporter (SLC6A2), the alpha-1A adrenergic receptor (ADRA1A), the muscarinic acetylcholine receptor M1 (CHRM1), and 10 other proteins. Compared to tricyclic antidepressant drugs, SSRIs bind with significantly less affinity to norepinephrine, acetylcholine, and histamine receptors. Escitalopram is used as a treatment for depression (PMC4457595 ), although it is associated with weight gain (PMC11916920 ). It has been recorded in several sources, including antidepressants within healthcare, pharmaceuticals, and veterinary products; drinking water and water supply; fish processing within food and cookware; household cleaning and consumer products such as other smoking requisites and non-electric simulated smoking devices; and electrical and electronic equipment, including radio transmission systems and electric hearing aids. The recorded exposure route for this compound is oral.

Contaminant Type

Amine
Antidepressant, Second-Generation
Antidepressive Agent, Second-Generation
Drug
Ether
Food Toxin
Human Neurotoxin
Metabolite
Nitrile
Organic Compound
Organofluoride
Serotonin Uptake Inhibitor
Synthetic Compound

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(+)-Citalopram	ChEBI
(S)-Citalopram	ChEBI
Escitalopramum	ChEBI
Esertia	ChEBI
S(+)-Citalopram	ChEBI
S-(+)-Citalopram	ChEBI
Cipralex	HMDB
Lexapro	HMDB
Cytalopram	HMDB
Citalopram	HMDB
Celexa	HMDB
Citalopram hydrobromide	HMDB
Escitalopram oxalate	HMDB
Seropram	HMDB

Chemical Formula

C₂₀H₂₁FN₂O

Average Molecular Mass

324.392 g/mol

Monoisotopic Mass

324.164 g/mol

CAS Registry Number

128196-01-0

IUPAC Name

(1S)-1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile

Traditional Name

lexapro

SMILES

CN(C)CCC[C@]1(OCC2=C1C=CC(=C2)C#N)C1=CC=C(F)C=C1

InChI Identifier

InChI=1S/C20H21FN2O/c1-23(2)11-3-10-20(17-5-7-18(21)8-6-17)19-9-4-15(13-22)12-16(19)14-24-20/h4-9,12H,3,10-11,14H2,1-2H3/t20-/m0/s1

InChI Key

WSEQXVZVJXJVFP-FQEVSTJZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylbutylamines. Phenylbutylamines are compounds containing a phenylbutylamine moiety, which consists of a phenyl group substituted at the fourth carbon by an butan-1-amine.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenylbutylamines

Direct Parent

Phenylbutylamines

Alternative Parents

Substituents

Phenylbutylamine
Isocoumaran
Fluorobenzene
Halobenzene
Aralkylamine
Aryl halide
Aryl fluoride
Tertiary amine
Tertiary aliphatic amine
Oxacycle
Dialkyl ether
Ether
Carbonitrile
Nitrile
Organoheterocyclic compound
Organic oxygen compound
Organopnictogen compound
Amine
Organohalogen compound
Organofluoride
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-2-benzofuran-5-carbonitrile (CHEBI:36791 )

Biological Properties

Status

Detected and Not Quantified

Origin

Exogenous

Cellular Locations

Membrane

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

antidepressant

Biological Roles

Chemical Roles

EC 3.4.21.26 (prolyl oligopeptidase) inhibitor ?

Organoleptic Effects

Not Available

Physical Properties

State

Solid

Appearance

White powder.

Experimental Properties

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

Predicted Properties

Property	Value	Source
Water Solubility	0.0059 g/L	ALOGPS
logP	3.58	ALOGPS
logP	3.76	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Basic)	9.78	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	36.26 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	94.02 m³·mol⁻¹	ChemAxon
Polarizability	35.21 Å³	ChemAxon
Number of Rings	3	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	splash10-000i-6190000000-9c092c583199a2a486ef	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-004i-1497000000-a840cd3176ff240d74f6	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0bt9-0692000000-dbd03d31621a5efaba54	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004i-1029000000-b0f10b0f7897ca083ed5	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-003r-2294000000-5935fccdd160458bb836	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-9740000000-7a3a98de78c385feae56	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0019000000-84c6ddc8fad411d8541f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-1029000000-d4716f92fec4a098ef2c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0005-5290000000-45334fd57d41c1fadf1a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004i-0009000000-5baf9d241e4712801e87	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004i-3079000000-3efd9cf0f4fddbeed2c9	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-1950000000-69ba9b80f8bec9cbe874	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0009000000-23521c8b9dc4834c9328	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-0091000000-bdb51930294423bb3315	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-1590000000-b821092ee64991ad4390	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
234.0 Log mg/kg [130:420]	Rat	LD50	oral	predicted	Not Available	Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

The antidepressant, antiobsessive-compulsive, and antibulimic actions of escitalopram are presumed to be linked to its inhibition of CNS neuronal uptake of serotonin. Escitalopram blocks the reuptake of serotonin at the serotonin reuptake pump of the neuronal membrane, enhancing the actions of serotonin on 5HT_1A autoreceptors. SSRIs bind with significantly less affinity to histamine, acetylcholine, and norepinephrine receptors than tricyclic antidepressant drugs.

Carcinogenicity (IARC Classification)

No indication of carcinogenicity to humans (not listed by IARC).

Minimum Risk Level

Not Available

Symptoms

Signs of overdose include convulsions, coma, dizziness, hypotension, insomnia, nausea, vomiting, sinus tachycardia, somnolence, and ECG changes (including QT prolongation).

Treatment

Establish and maintain an airway to ensure adequate ventilation and oxygenation. Gastric evacuation by lavage and use of activated charcoal should be considered. Careful observation and cardiac and vital sign monitoring are recommended, along with general symptomatic and supportive care. Due to the large volume of distribution of escitalopram, forced diuresis, dialysis, hemoperfusion, and exchange transfusion are unlikely to be of benefit. There are no specific antidotes for Escitalopram. (7)

Health Effects

Health Effect	Relationship	Direction	Description	Reference
weight gain	Associated With?	Not Available	A finding characterized by an increase in overall body weight; for pediatrics, greater than the baseline growth curve. (NCI CTCAE)	PMC11916920
depression	Not Available	Not Available	Not Available	PMC4457595
major depressive disorder	Not Available	Not Available	An endogenous depression that is characterized by an all-encompassing low mood accompanied by low self-esteem, and by loss of interest or pleasure in normally enjoyable activities. (DO)	PMC6595891 , PMC6300990
agitation	Not Available	Not Available	A disorder characterized by a state of restlessness associated with unpleasant feelings of irritability and tension. (NCI CTCAE)	PMC11859965
anxiety disorder	Not Available	Not Available	Not Available	PMC11859965
depressive disorder	Not Available	Not Available	Not Available	PMC11859965 , PMC8566020
generalized anxiety disorder	Not Available	Not Available	Not Available	PMC9783879 , PMC8566020
Apathy	Not Available	Not Available	Not Available	PMC11859965

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000010	Insecticides?Insecticides are synthetic chemicals designed to control or eliminate insect pests that threaten crops and other agricultural products.	Agriculture & land management	PubChem
CEDs000115	Drinking water?Drinking water can be a medium for synthetic chemical contamination, often originating from various industrial processes and agricultural practices.	Drinking water & water supply	Not Available
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
CEDs000516	Electric Hearing Aids?Electric hearing aids are small electronic devices designed to amplify sound for individuals with hearing loss.	Electrical & Electronic Equipment	PubChem
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
CEDs000519	Electrodes?Electrodes, used in various electrical and electronic applications, can be a source of synthetic chemical contamination due to the materials from which they are constructed and the processes involved in their manufacturing.	Electrical & Electronic Equipment	PubChem
CEDs000530	Radio Transmission Systems?Radio transmission systems utilize a variety of synthetic chemicals in their manufacturing and maintenance processes.	Electrical & Electronic Equipment	PubChem
CEDs000545	Food Preservation?Food preservation often involves the use of synthetic chemicals, such as preservatives, flavor enhancers, and color additives, to extend shelf life and enhance the sensory qualities of food products.	Food, food processing & cookware	PubChem
CEDs000551	Processing Fish?Processing fish can lead to synthetic chemical contamination through various stages of production and preservation.	Food, food processing & cookware	PubChem
CEDs000556	Cigar Cigarettes?Cigar cigarettes are a source of synthetic chemical contamination due to the combustion of various tobacco blends and additives.	Household cleaning & consumer products	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
CEDs000560	Other 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 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
CEDs000563	Soap Detergents?Soap detergents are synthetic surfactants designed to enhance the cleaning efficacy of water by reducing surface tension, allowing for better interaction with dirt and grease.	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
CEDs000596	Acaricides?Acaricides are synthetic chemicals specifically designed to target and control mite populations that can damage crops and plants.	Agriculture & land management	PubChem
CEDs000602	Molluscicides?Molluscicides are synthetic chemicals specifically designed to control and eliminate mollusks, such as snails and slugs, which can be detrimental to crops and agricultural productivity.	Agriculture & land management	PubChem
CEDs000603	Nematocides?Nematocides are synthetic chemicals specifically designed to control nematodes, which are microscopic roundworms that can cause significant damage to crops and plants.	Agriculture & land management	PubChem
CEDs000605	Pest Repellants?Pest repellents, often formulated from synthetic chemicals, are widely used to protect crops from insect infestations and other pests.	Agriculture & land management	PubChem
CEDs000606	Plant Growth Regulators?Plant Growth Regulators (PGRs) are synthetic chemicals designed to influence the growth and development of plants.	Agriculture & land management	PubChem
CEDs000610	Aftersun Products?Aftersun products are designed to soothe and hydrate the skin after sun exposure, often containing various synthetic chemicals such as emollients, preservatives, and fragrances.	Personal care & cosmetics	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
CEDs000614	Essential Oils Or Perfumes?Essential oils and perfumes are complex mixtures of volatile compounds derived from natural or synthetic sources, commonly used for their aromatic properties.	Personal care & cosmetics	PubChem
CEDs000615	Eye 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 & cosmetics	PubChem
CEDs000618	Lip 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 & cosmetics	PubChem
CEDs000632	Apparel?Apparel production often involves the use of various synthetic chemicals, including dyes, finishing agents, and preservatives.	Textiles, leather & furnishings	PubChem
CEDs000671	Airplanes And Helicopters?Airplanes and helicopters are significant sources of synthetic chemical contamination primarily through the use of aviation fuels, lubricants, and de-icing agents.	Aviation & Aerospace	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
CEDs000743	Sludge Treatment?Sludge treatment involves the processing of waste materials generated from wastewater treatment plants, which often contain a variety of organic and inorganic substances.	Wastewater, sanitation & biosolids	PubChem
CEDs000744	Water, Wastewater, & Sewage Treatment?Water, wastewater, and sewage treatment processes are critical for managing and mitigating pollutants in water systems.	Wastewater, sanitation & biosolids	PubChem
CEDs01148	Milk	Food, food processing & cookware	PMC13318911
CEDs02255	Water	Aquatic systems & sediments	PMC8566020
CEDs02264	Sediment	Aquatic systems & sediments	PMC9696070 , PMC8566020
CEDs02269	Natural Waters	Aquatic systems & sediments	PMC8566020
CEDs02270	River	Aquatic systems & sediments	PMC8566020
CEDs02276	Aquatic Environment	Aquatic systems & sediments	PMC8566020
CEDs02286	Lake	Aquatic systems & sediments	PMC8566020
CEDs03020	Domestic Wastewater	Wastewater, sanitation & biosolids	PMC8566020

Pathways

4 pathwaysPathway Source: PathBank

Escitalopram Action Pathway

Escitalopram Mechanism of Action Action Pathway New

Escitalopram Drug Metabolism Action Pathway

Escitalopram Predicted Metabolism Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Sodium-dependent serotonin transporter	P31645	Humans	Predicted (SEA)	Prediction Confidence Score 0.632 Applicability Domain 1.0 Statistical Significance 5.10e-04 Supporting Reference Compounds 593 E-value 3.97031
Click to view 3D structure	Sodium-dependent serotonin transporter	P31652	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.625 Applicability Domain 1.0 Statistical Significance 5.30e-04 Supporting Reference Compounds 297 E-value 4.12601
Click to view 3D structure	Sodium-dependent dopamine transporter	P23977	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.622 Applicability Domain 1.0 Statistical Significance 4.10e-04 Supporting Reference Compounds 203 E-value 3.19182
Click to view 3D structure	Transporter	Q63380	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.45 Applicability Domain 1.0 Statistical Significance 2.70e-04 Supporting Reference Compounds 54 E-value 2.10193
Click to view 3D structure	Voltage-gated inwardly rectifying potassium channel KCNH2	Q12809	Humans	Predicted (SEA)	Prediction Confidence Score 0.424 Applicability Domain 1.0 Statistical Significance 0.0199 Supporting Reference Compounds 1498 E-value 155.231
Click to view 3D structure	Histamine H1 receptor	P35367	Humans	Predicted (SEA)	Prediction Confidence Score 0.39 Applicability Domain 1.0 Statistical Significance 0.0105 Supporting Reference Compounds 507 E-value 82.0531
Click to view 3D structure	Sodium-dependent noradrenaline transporter	P23975	Humans	Predicted (SEA)	Prediction Confidence Score 0.386 Applicability Domain 1.0 Statistical Significance 0.0065 Supporting Reference Compounds 451 E-value 50.9912
Click to view 3D structure	5-hydroxytryptamine receptor 2C	P28335	Humans	Predicted (SEA)	Prediction Confidence Score 0.384 Applicability Domain 1.0 Statistical Significance 0.0155 Supporting Reference Compounds 823 E-value 120.355
Click to view 3D structure	5-hydroxytryptamine receptor 2B	P41595	Humans	Predicted (SEA)	Prediction Confidence Score 0.38 Applicability Domain 1.0 Statistical Significance 0.0113 Supporting Reference Compounds 686 E-value 87.8918
Click to view 3D structure	5-hydroxytryptamine receptor 6	P50406	Humans	Predicted (SEA)	Prediction Confidence Score 0.38 Applicability Domain 1.0 Statistical Significance 0.0117 Supporting Reference Compounds 536 E-value 90.7722
Click to view 3D structure	Alpha-1A adrenergic receptor	P43140	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.379 Applicability Domain 1.0 Statistical Significance 0.0063 Supporting Reference Compounds 208 E-value 48.9672
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q99720	Humans	Predicted (SEA)	Prediction Confidence Score 0.378 Applicability Domain 1.0 Statistical Significance 0.0169 Supporting Reference Compounds 562 E-value 131.487
Click to view 3D structure	Norepinephrine transporter	Q9WTR4	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.373 Applicability Domain 1.0 Statistical Significance 0.0031 Supporting Reference Compounds 112 E-value 23.8997
Click to view 3D structure	Alpha-1D adrenergic receptor	P25100	Humans	Predicted (SEA)	Prediction Confidence Score 0.373 Applicability Domain 1.0 Statistical Significance 0.0062 Supporting Reference Compounds 258 E-value 48.4222
Click to view 3D structure	Alpha-1B adrenergic receptor	P15823	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.37 Applicability Domain 1.0 Statistical Significance 0.0035 Supporting Reference Compounds 130 E-value 27.1694
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q9R0C9	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.367 Applicability Domain 1.0 Statistical Significance 0.0056 Supporting Reference Compounds 207 E-value 43.9848
Click to view 3D structure	Sigma intracellular receptor 2	Q5U3Y7	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.362 Applicability Domain 1.0 Statistical Significance 0.0059 Supporting Reference Compounds 110 E-value 46.0867
Click to view 3D structure	Sodium-dependent serotonin transporter	Q60857	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.357 Applicability Domain 1.0 Statistical Significance 4.20e-04 Supporting Reference Compounds 20 E-value 3.26967
Click to view 3D structure	Sodium-dependent noradrenaline transporter	O55192	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.356 Applicability Domain 1.0 Statistical Significance 1.80e-04 Supporting Reference Compounds 15 E-value 1.40129
Click to view 3D structure	Sodium-dependent dopamine transporter	Q61327	Mouse	Predicted (SEA)	Prediction Confidence Score 0.34 Applicability Domain 1.0 Statistical Significance 6.40e-04 Supporting Reference Compounds 18 E-value 4.98235
Click to view 3D structure	C-X-C chemokine receptor type 2	P35344	Oryctolagus cuniculus	Predicted (SEA)	Prediction Confidence Score 0.258 Applicability Domain 0.268 Low confidence Statistical Significance 0.0013 Supporting Reference Compounds 2 E-value 10.4318
Click to view 3D structure	D(3) dopamine receptor	P35462	Humans	Predicted (SEA)	Prediction Confidence Score 0.24 Applicability Domain 0.281 Low confidence Statistical Significance 0.3436 Supporting Reference Compounds 861 E-value 2675.05
Click to view 3D structure	Cytochrome P450 2D6	P10635	Humans	Predicted (SEA)	Prediction Confidence Score 0.239 Applicability Domain 0.268 Low confidence Statistical Significance 0.5852 Supporting Reference Compounds 1130 E-value 4555.5
Click to view 3D structure	5-hydroxytryptamine receptor 2C	P08909	Rat	Predicted (SEA)	Prediction Confidence Score 0.237 Applicability Domain 0.333 Statistical Significance 0.1287 Supporting Reference Compounds 185 E-value 1001.92
Click to view 3D structure	Sodium-dependent dopamine transporter	Q01959	Humans	Predicted (SEA)	Prediction Confidence Score 0.234 Applicability Domain 0.25 Low confidence Statistical Significance 0.3161 Supporting Reference Compounds 506 E-value 2460.97
Click to view 3D structure	Cytochrome P450 2C19	P33261	Humans	Known	Not Available
Click to view 3D structure	Sodium-dependent serotonin transporter	P31645	Humans	Known	The antidepressant, antiobsessive-compulsive, and antibulimic actions of escitalopram are presumed to be linked to its inhibition of CNS neuronal uptake of serotonin. Escitalopram blocks the reuptake of serotonin at the serotonin reuptake pump of the neuronal membrane, enhancing the actions of serotonin on 5HT_1A autoreceptors. SSRIs bind with significantly less affinity to histamine, acetylcholine, and norepinephrine receptors than tricyclic antidepressant drugs.
Click to view 3D structure	Alpha-1A adrenergic receptor	P35348	Humans	Known	Not Available
Click to view 3D structure	Histamine H1 receptor	P35367	Humans	Known	Not Available
Click to view 3D structure	Muscarinic acetylcholine receptor M1	P11229	Humans	Known	Not Available
Click to view 3D structure	Sodium-dependent dopamine transporter	Q01959	Humans	Known	Not Available
Click to view 3D structure	Sodium-dependent noradrenaline transporter	P23975	Humans	Known	Not Available

Concentrations

Not Available

External Links

DrugBank ID

DB01175

HMDB ID

HMDB0005028

FooDB ID

FDB023596

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Chemspider ID

ChEBI ID

PubChem Compound ID

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Robert Dancer, “Escitalopram hydrobromide and a method for the preparation thereof.” U.S. Patent US20040167209, issued August 26, 2004.

MSDS

Not Available

General References

Bielski RJ, Ventura D, Chang CC: A double-blind comparison of escitalopram and venlafaxine extended release in the treatment of major depressive disorder. J Clin Psychiatry. 2004 Sep;65(9):1190-6. [PubMed: 15367045]
Chen F, Larsen MB, Sanchez C, Wiborg O: The S-enantiomer of R,S-citalopram, increases inhibitor binding to the human serotonin transporter by an allosteric mechanism. Comparison with other serotonin transporter inhibitors. Eur Neuropsychopharmacol. 2005 Mar;15(2):193-8. [PubMed: 15695064]
Moore N, Verdoux H, Fantino B: Prospective, multicentre, randomized, double-blind study of the efficacy of escitalopram versus citalopram in outpatient treatment of major depressive disorder. Int Clin Psychopharmacol. 2005 May;20(3):131-7. [PubMed: 15812262]
Boulenger JP, Huusom AK, Florea I, Baekdal T, Sarchiapone M: A comparative study of the efficacy of long-term treatment with escitalopram and paroxetine in severely depressed patients. Curr Med Res Opin. 2006 Jul;22(7):1331-41. [PubMed: 16834832]
Nierenberg AA, Greist JH, Mallinckrodt CH, Prakash A, Sambunaris A, Tollefson GD, Wohlreich MM: Duloxetine versus escitalopram and placebo in the treatment of patients with major depressive disorder: onset of antidepressant action, a non-inferiority study. Curr Med Res Opin. 2007 Feb;23(2):401-16. [PubMed: 17288694]
Drugs.com - http://www.drugs.com/cons/Escitalopram.html
RxList: The Internet Drug Index (2009). - http://www.rxlist.com/

Escitalopram (CED0002175)

Structure for CHEM002365: Escitalopram

Structure