Eletriptan (CED0008837)

Record Information

Version

1.0

Creation Date

2016-05-22 06:00:27 UTC

Update Date

2026-08-21 22:27:03 UTC

SynCED ID

CED0008837

Secondary Accession Numbers

CHEM019310

Identification

Common Name

Eletriptan

Class

Small Molecule

Description

Eletriptan is an organic compound with the chemical formula C22H26N2O2S and an average molecular weight of 382.52 g/mol. Eletriptan belongs to the indoles, a subclass of indoles and derivatives within the organic compounds. The compound is found in or released from five recorded sources. These include healthcare, pharmaceuticals, and veterinary products specifically as analgesics, as well as electrical and electronic equipment such as electric hearing aids. Additionally, it is associated with household cleaning and consumer products, including other smoking requisites, non-electric simulated smoking devices, and tobacco product cases. The recorded route of exposure for this substance is oral. In terms of biological activity, eletriptan interacts with seven recorded protein targets. It acts as an agonist, modulator, or partial agonist of the 5-hydroxytryptamine receptor 1A (HTR1A), 5-hydroxytryptamine receptor 1B (HTR1B), 5-hydroxytryptamine receptor 1D (HTR1D), and 5-hydroxytryptamine receptor 1F (HTR1F). It is also associated with three other proteins.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Eletriptanum	ChEBI
3-(1-Methyl-2-pyrrolidinylmethyl)-5-(2-(phenylsulfonyl)ethyl)-1H-indole hydrobromide	HMDB
Eletriptan hydrobromide	HMDB
Relpax	HMDB
(R)-3-((1-Methyl-2-pyrrolidinyl)methyl)-5-(2-(phenylsulfonyl)ethyl)-1H-indole	HMDB
(R)-3-((1-Methyl-2-pyrrolidinyl)methyl)-5-(2-(phenylsulfonyl)ethyl)-1H-indole monohydrobromide	HMDB

Chemical Formula

C₂₂H₂₆N₂O₂S

Average Molecular Mass

382.519 g/mol

Monoisotopic Mass

382.171 g/mol

CAS Registry Number

143322-58-1

IUPAC Name

5-[2-(benzenesulfonyl)ethyl]-3-{[(2R)-1-methylpyrrolidin-2-yl]methyl}-1H-indole

Traditional Name

eletriptan

SMILES

CN1CCC[C@@H]1CC1=CNC2=C1C=C(CCS(=O)(=O)C1=CC=CC=C1)C=C2

InChI Identifier

InChI=1S/C22H26N2O2S/c1-24-12-5-6-19(24)15-18-16-23-22-10-9-17(14-21(18)22)11-13-27(25,26)20-7-3-2-4-8-20/h2-4,7-10,14,16,19,23H,5-6,11-13,15H2,1H3/t19-/m1/s1

InChI Key

PWVXXGRKLHYWKM-LJQANCHMSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indoles

Direct Parent

3-alkylindoles

Alternative Parents

Substituents

3-alkylindole
Benzenesulfonyl group
Aralkylamine
Monocyclic benzene moiety
Substituted pyrrole
N-alkylpyrrolidine
Benzenoid
Pyrrole
Pyrrolidine
Sulfone
Sulfonyl
Heteroaromatic compound
Tertiary aliphatic amine
Tertiary amine
Azacycle
Organonitrogen compound
Organic nitrogen compound
Organic oxygen compound
Amine
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organosulfur compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

sulfone (CHEBI:50922 )
indoles (CHEBI:50922 )
N-alkylpyrrolidine (CHEBI:50922 )

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	0.0012 g/L	ALOGPS
logP	3.84	ALOGPS
logP	3.77	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	17.11	ChemAxon
pKa (Strongest Basic)	8.37	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	53.17 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	110.94 m³·mol⁻¹	ChemAxon
Polarizability	42.99 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-001i-9110000000-bef75cdb82e945554b4a	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	splash10-001i-0309000000-94ede4ac3c6cb8f733c9	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001l-9468000000-0e675066db2cea9eb278	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0fr6-9401000000-6ea64b3711b1e3449174	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-0309000000-bca3b55d287b0f646ca0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000x-2957000000-13868d17d46c97bfd478	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-9820000000-93669003e8f047d1c3d6	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-0009000000-bb20fd58f55dd639bd4e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-1149000000-398bda48e8642076254a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004i-9311000000-a970ee8f51934ad7a8cb	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-0009000000-f00e87020d8b2372d4de	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-0549000000-bd448dd0cb94ea9bb8e6	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01ox-4819000000-4c9bae15e3bf79d5fdf9	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
630.0 Log mg/kg [350:1100]	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
CEDs000370	Analgesics?Analgesics are a class of synthetic chemicals designed to alleviate pain.	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
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
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
CEDs000567	Tobacco Product Cases?Tobacco product cases can serve as a source of synthetic chemical contamination due to the presence of various additives and chemicals used in tobacco processing and product manufacturing.	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
CEDs000650	Purses 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 & furnishings	PubChem
CEDs000651	Purses Money Bags Wallets?Purses, money bags, and wallets are often manufactured using synthetic materials, including plastics, polyurethanes, and various treated fabrics.	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
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

Pathways

3 pathwaysPathway Source: PathBank

Eletriptan Mechanism of Action Action Pathway

Eletriptan Drug Metabolism Action Pathway

Eletriptan Predicted Metabolism Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P08908	Humans	Predicted (SEA)	Prediction Confidence Score 0.443 Applicability Domain 0.571 Statistical Significance 0.0113 Supporting Reference Compounds 953 E-value 87.8918
Click to view 3D structure	5-hydroxytryptamine receptor 1B	P28222	Humans	Predicted (SEA)	Prediction Confidence Score 0.443 Applicability Domain 0.571 Statistical Significance 0.0028 Supporting Reference Compounds 337 E-value 22.0313
Click to view 3D structure	5-hydroxytryptamine receptor 1D	P28221	Humans	Predicted (SEA)	Prediction Confidence Score 0.402 Applicability Domain 0.571 Statistical Significance 0.0044 Supporting Reference Compounds 365 E-value 33.9423
Click to view 3D structure	5-hydroxytryptamine receptor 2C	P28335	Humans	Predicted (SEA)	Prediction Confidence Score 0.39 Applicability Domain 0.571 Statistical Significance 0.0143 Supporting Reference Compounds 823 E-value 111.402
Click to view 3D structure	D(2) dopamine receptor	P14416	Humans	Predicted (SEA)	Prediction Confidence Score 0.39 Applicability Domain 0.571 Statistical Significance 0.0237 Supporting Reference Compounds 1103 E-value 184.269
Click to view 3D structure	5-hydroxytryptamine receptor 2A	P28223	Humans	Predicted (SEA)	Prediction Confidence Score 0.389 Applicability Domain 0.571 Statistical Significance 0.0209 Supporting Reference Compounds 955 E-value 163.094
Click to view 3D structure	5-hydroxytryptamine receptor 1F	P30939	Humans	Predicted (SEA)	Prediction Confidence Score 0.385 Applicability Domain 0.571 Statistical Significance 3.60e-04 Supporting Reference Compounds 45 E-value 2.80257
Click to view 3D structure	5-hydroxytryptamine receptor 7	P34969	Humans	Predicted (SEA)	Prediction Confidence Score 0.384 Applicability Domain 0.571 Statistical Significance 0.0132 Supporting Reference Compounds 565 E-value 102.605
Click to view 3D structure	D(3) dopamine receptor	P35462	Humans	Predicted (SEA)	Prediction Confidence Score 0.383 Applicability Domain 0.571 Statistical Significance 0.0189 Supporting Reference Compounds 861 E-value 147.369
Click to view 3D structure	D(4) dopamine receptor	P21917	Humans	Predicted (SEA)	Prediction Confidence Score 0.383 Applicability Domain 0.571 Statistical Significance 0.0136 Supporting Reference Compounds 524 E-value 105.953
Click to view 3D structure	5-hydroxytryptamine receptor 6	P50406	Humans	Predicted (SEA)	Prediction Confidence Score 0.381 Applicability Domain 0.571 Statistical Significance 0.0114 Supporting Reference Compounds 536 E-value 89.1374
Click to view 3D structure	5-hydroxytryptamine receptor 2A	P14842	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.377 Applicability Domain 0.557 Statistical Significance 0.0116 Supporting Reference Compounds 380 E-value 90.2272
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P19327	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.353 Applicability Domain 0.468 Statistical Significance 0.0225 Supporting Reference Compounds 541 E-value 174.927
Click to view 3D structure	5-hydroxytryptamine receptor 2C	P08909	Rat	Predicted (SEA)	Prediction Confidence Score 0.345 Applicability Domain 0.557 Statistical Significance 0.0109 Supporting Reference Compounds 185 E-value 84.5443
Click to view 3D structure	D(2) dopamine receptor	P61169	Rat	Predicted (SEA)	Prediction Confidence Score 0.333 Applicability Domain 0.362 Statistical Significance 0.0316 Supporting Reference Compounds 528 E-value 246.393
Click to view 3D structure	5-hydroxytryptamine receptor 1B	P28564	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.332 Applicability Domain 0.473 Statistical Significance 0.0085 Supporting Reference Compounds 154 E-value 66.4054
Click to view 3D structure	5-hydroxytryptamine receptor 5A	P47898	Humans	Predicted (SEA)	Prediction Confidence Score 0.326 Applicability Domain 0.362 Statistical Significance 0.0101 Supporting Reference Compounds 225 E-value 78.8613
Click to view 3D structure	5-hydroxytryptamine receptor 1D	P79400	Sus scrofa	Predicted (SEA)	Prediction Confidence Score 0.323 Applicability Domain 0.362 Statistical Significance 5.60e-04 Supporting Reference Compounds 18 E-value 4.35956
Click to view 3D structure	Sodium-dependent serotonin transporter	P31652	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.323 Applicability Domain 0.348 Statistical Significance 0.0201 Supporting Reference Compounds 297 E-value 156.243
Click to view 3D structure	Sodium-dependent serotonin transporter	P31645	Humans	Predicted (SEA)	Prediction Confidence Score 0.321 Applicability Domain 0.348 Statistical Significance 0.0336 Supporting Reference Compounds 593 E-value 261.963
Click to view 3D structure	Mu-type opioid receptor	P33535	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.319 Applicability Domain 0.355 Statistical Significance 0.037 Supporting Reference Compounds 229 E-value 287.809
Click to view 3D structure	Mu-type opioid receptor	P35372	Humans	Predicted (SEA)	Prediction Confidence Score 0.317 Applicability Domain 0.355 Statistical Significance 0.0553 Supporting Reference Compounds 527 E-value 430.506
Click to view 3D structure	Alpha-1B adrenergic receptor	P35368	Humans	Predicted (SEA)	Prediction Confidence Score 0.315 Applicability Domain 0.338 Statistical Significance 0.0207 Supporting Reference Compounds 298 E-value 161.226
Click to view 3D structure	5-hydroxytryptamine 1D receptor	Q8MI13	Bos taurus	Predicted (SEA)	Prediction Confidence Score 0.314 Applicability Domain 0.473 Statistical Significance 7.00e-05 Supporting Reference Compounds 5 E-value 0.544945
Click to view 3D structure	5-hydroxytryptamine receptor 1E	P28566	Humans	Predicted (SEA)	Prediction Confidence Score 0.313 Applicability Domain 0.362 Statistical Significance 0.0061 Supporting Reference Compounds 139 E-value 47.7216