Ondansetron (CED0002261)

Record Information

Version

1.0

Creation Date

2009-07-21 20:27:55 UTC

Update Date

2026-05-14 16:52:24 UTC

SynCED ID

CED0002261

Secondary Accession Numbers

CHEM002297
T3D2925

Identification

Common Name

Ondansetron

Class

Small Molecule

Description

Ondansetron is an exogenous organic compound with the formula C18H19N3O and an average molecular weight of 293.36 g/mol. It exists as a solid at room temperature. Ondansetron belongs to the carbazoles, a subclass of indoles and derivatives within the organic compounds. This compound is detected in liver tissues and is found in healthcare, pharmaceuticals, and veterinary products as an antiemetic and antinauseant. It is also recorded in sources such as electrical and electronic equipment—including electrodes, hybrid capacitors, line transmission systems, and electrically stimulated smoking devices—as well as household cleaning and consumer products, including tobacco smoke filters, cigar cigarettes, non-electric simulated smoking devices, other smoking requisites, and tobacco product cases. Recorded exposure routes include oral, sublingual, intravenous, and intramuscular administration. Ondansetron is a selective serotonin 5-HT3 receptor antagonist that targets 18 proteins, including 5-hydroxytryptamine receptor 3A (HTR3A), 5-hydroxytryptamine receptor 6 (HTR6), 5-hydroxytryptamine receptor 4 (HTR4), 5-hydroxytryptamine receptor 1A (HTR1A), 5-hydroxytryptamine receptor 1B (HTR1B), and the mu-type opioid receptor (OPRM1), among 12 others. The serotonin 5-HT3 receptors are located centrally in the chemoreceptor trigger zone of the area postrema and on the nerve terminals of the vagus in the periphery. It is thought that chemotherapeutic agents produce nausea and vomiting by releasing serotonin from the enterochromaffin cells of the small intestine, which then activates 5-HT3 receptors located on vagal efferents to initiate the vomiting reflex.

Contaminant Type

Amide
Amine
Anti-Anxiety Agent
Antiemetic
Antipruritic
Antipsychotic Agent
Drug
Ester
Food Toxin
Metabolite
Organic Compound
Serotonin Antagonist
Synthetic Compound

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Zofran odt	Kegg
Zofran	HMDB
Zophren	HMDB
Zudan	HMDB
Monohydrochloride, ondansetron	HMDB
Monohydrochloride dihydrate, ondansetron	HMDB
Ondansetron monohydrochloride dihydrate	HMDB
Ondansetron, (R)-isomer	HMDB
Ondansetron hydrochloride	HMDB
Ondansetron monohydrochloride	HMDB
Ondansetron, (+,-)-isomer	HMDB
Dihydrate, ondansetron monohydrochloride	HMDB
Hydrochloride, ondansetron	HMDB
Ondansetron, (S)-isomer	HMDB

Chemical Formula

C₁₈H₁₉N₃O

Average Molecular Mass

293.363 g/mol

Monoisotopic Mass

293.153 g/mol

CAS Registry Number

99614-02-5

IUPAC Name

9-methyl-3-[(2-methyl-1H-imidazol-1-yl)methyl]-2,3,4,9-tetrahydro-1H-carbazol-4-one

Traditional Name

ondansetron

SMILES

CN1C2=C(C3=CC=CC=C13)C(=O)C(CN1C=CN=C1C)CC2

InChI Identifier

InChI=1S/C18H19N3O/c1-12-19-9-10-21(12)11-13-7-8-16-17(18(13)22)14-5-3-4-6-15(14)20(16)2/h3-6,9-10,13H,7-8,11H2,1-2H3

InChI Key

FELGMEQIXOGIFQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as carbazoles. Carbazoles are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Carbazoles

Direct Parent

Carbazoles

Alternative Parents

Substituents

Carbazole
N-alkylindole
Indole
Aryl ketone
Aryl alkyl ketone
N-methylpyrrole
N-substituted imidazole
Substituted pyrrole
Benzenoid
Imidazole
Pyrrole
Azole
Vinylogous amide
Heteroaromatic compound
Ketone
Azacycle
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

carbazoles (CHEBI:7773 )

Biological Properties

Status

Detected and Not Quantified

Origin

Exogenous

Cellular Locations

Membrane

Biofluid Locations

Not Available

Tissue Locations

Liver

Applications

Not Available

Biological Roles

antagonist (PMC3477246 , PMC3477246 )?Substance that attaches to and blocks cell receptors that normally bind naturally occurring substances.
antiemetic (PMC9414876 , PMC13028682 )?

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Solid

Appearance

White powder.

Experimental Properties

Property	Value
Melting Point	231 - 232°C
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.25 g/L	ALOGPS
logP	2.56	ALOGPS
logP	2.35	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	15.39	ChemAxon
pKa (Strongest Basic)	7.34	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	39.82 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	86.78 m³·mol⁻¹	ChemAxon
Polarizability	33.16 Å³	ChemAxon
Number of Rings	4	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	splash10-00nb-9840000000-3e06f3c6b7dfe3741b9d	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-0590000000-1c293e5af06aedfb74e1	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-006x-0790000000-39dfc83ad8c54c21d83d	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00e9-0900000000-9f75de47087ea727dbcc	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-01b9-0900000000-908023356faf6f180af3	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00e9-0900000000-5113a05488a50bd3517c	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00ec-0950000000-99bd0224adfac797252e	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-0090000000-b12ef22126884edee127	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00e9-0910000000-bc8f444f5a685a24b58b	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-0290000000-a83e2f6fa456e4784c8e	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-006x-0790000000-a881fb3942f2794a745a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-0090000000-cd5ee2ea8a09e479ca82	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03dl-1190000000-b8299468585346441088	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001r-7930000000-39cdbd8680e338fc52d1	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-3090000000-6ea6246fc080e90b47b9	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-9040000000-063a9351d8828458eb6a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-9000000000-67ae58fff567a97b5c75	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-0090000000-1ddcbe24b3692363c9e9	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-0090000000-92a569aa48de1bbd22ad	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-06r6-1950000000-4c010488c047e6167385	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-0090000000-6e00cbfb66b0b752aed9	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01ox-1090000000-975dfb36e43267beef53	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01vo-0290000000-9ef1b8637e2cdb4d9e6d	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
795.0 Log mg/kg [450:1400]	Rat	LD50	oral	predicted	Not Available	Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Ondansetron is a selective serotonin 5-HT₃ receptor antagonist. The antiemetic activity of the drug is brought about through the inhibition of 5-HT₃ receptors present both centrally (medullary chemoreceptor zone) and peripherally (GI tract). This inhibition of 5-HT₃ receptors in turn inhibits the visceral afferent stimulation of the vomiting center, likely indirectly at the level of the area postrema, as well as through direct inhibition of serotonin activity within the area postrema and the chemoreceptor trigger zone.

Carcinogenicity (IARC Classification)

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

Minimum Risk Level

Not Available

Symptoms

Low blood pressure and fainting, sudden blindness, severe constipation

Treatment

There is no specific antidote for ondansetron overdose. Patients should be managed with appropriate supportive therapy. (8)

Health Effects

Health Effect	Relationship	Direction	Description	Reference
nausea	Not Available	Not Available	A disorder characterized by a queasy sensation and/or the urge to vomit. (NCI CTCAE)	PMC12149358 , PMC12325115
vomiting	Not Available	Not Available	A disorder characterized by the reflexive act of ejecting the contents of the stomach through the mouth. (NCI CTCAE)	PMC9866503 , PMC12325115
irritable bowel syndrome	Not Available	Not Available	A syndrome that is a functional bowel disorder characterized by chronic abdominal pain, discomfort, bloating, and alteration of bowel habits in the absence of any detectable organic cause. (DO)	PMC3477246
hyperemesis gravidarum	Not Available	Not Available	Not Available	PMC13402362

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
CEDs000249	Antiemetics and antinauseants?Antiemetics and antinauseants are synthetic compounds used to prevent or alleviate nausea and vomiting, often resulting from various medical conditions, treatments, or medications.	Healthcare, pharmaceuticals & veterinary products	Not Available
CEDs000511	Conductors Or Conductive Bodies Characterised By The Conductive Materials?Conductors, or conductive bodies, are materials that allow the flow of electrical current, typically made from metals such as copper, aluminum, or silver.	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
CEDs000524	Hybrid Capacitors?Hybrid capacitors are energy storage devices that combine the properties of electrolytic and supercapacitors, utilizing a combination of electrochemical principles to achieve higher energy density and power density.	Electrical & Electronic Equipment	PubChem
CEDs000525	Line Transmission Systems?Line Transmission Systems, commonly used for the distribution of electrical energy, can be a source of synthetic chemical contamination through the insulation materials and coatings utilized in their construction.	Electrical & Electronic Equipment	PubChem
CEDs000534	Still Video Cameras?Still video cameras, which capture images in digital format, can be a source of synthetic chemical contamination due to the materials and components used in their production and operation.	Electrical & Electronic Equipment	PubChem
CEDs000537	Television Systems?Television systems can be a source of synthetic chemical contamination due to the various materials and components used in their manufacture and operation.	Electrical & Electronic Equipment	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
CEDs000596	Acaricides?Acaricides are synthetic chemicals specifically designed to target and control mite populations that can damage 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
CEDs000607	Rodenticides(1)?Rodenticides are synthetic chemicals specifically formulated to control rodent populations, serving as a crucial tool in managing pests that can damage crops and spread diseases.	Agriculture & land management	PubChem
CEDs000608	Rodenticides?Rodenticides are chemical substances specifically designed to control rodent populations by causing death through various mechanisms, including anticoagulation or neurotoxicity.	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
CEDs000617	Lip 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 & 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
CEDs000662	Yarns 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 & 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
CEDs000688	Glass Coatings?Glass coatings are synthetic chemical formulations applied to glass surfaces to enhance properties such as durability, UV resistance, and aesthetic appeal.	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
CEDs000698	Jewellery?Jewellery production often involves the use of various synthetic chemicals during the extraction and processing of metals.	Mining & metal processing	PubChem
CEDs000716	Erasers?Erasers, commonly used in writing and drawing applications, are often made from synthetic rubber or thermoplastic materials, which can contain various additives such as plasticizers, fillers, and colorants.	Paper, pulp & fiber products	PubChem
CEDs000726	Pens?Pens, commonly utilized for writing and marking, can be a source of synthetic chemical contamination primarily due to the materials used in their manufacturing.	Paper, pulp & fiber products	PubChem
CEDs000727	Printing Machines Or Presses?Printing machines or presses commonly utilize synthetic chemicals such as inks, solvents, and cleaning agents.	Paper, pulp & fiber products	PubChem
CEDs000734	Coating Compositions?Coating compositions, which include paints, sealants, and varnishes, are formulated with a variety of synthetic chemicals such as solvents, resins, pigments, and additives.	Building & Construction	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
CEDs000740	Paper?Paper production involves the processing of wood fibers and the use of various chemicals, which can lead to synthetic chemical contamination.	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
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
CEDs01091	Pharmaceutical Formulations	Healthcare, pharmaceuticals & veterinary products	PMC9042692
CEDs03009	Waste Water	Wastewater, sanitation & biosolids	PMC12845719

Pathways

3 pathwaysPathway Source: PathBank

Ondansetron Serotonin antagonist Action Pathway

Ondansetron Drug Metabolism Action Pathway

Ondansetron Predicted Metabolism Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Interleukin-6 receptor subunit alpha	P22273	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.806 Applicability Domain 1.0 Statistical Significance 1.00e-05 Supporting Reference Compounds 2 E-value 0.0778492
Click to view 3D structure	Leukotriene B4 receptor 1	Q9R0Q2	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.806 Applicability Domain 1.0 Statistical Significance 1.00e-05 Supporting Reference Compounds 2 E-value 0.0778492
Click to view 3D structure	5-hydroxytryptamine receptor 5B	P35365	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.572 Applicability Domain 1.0 Statistical Significance 1.00e-05 Supporting Reference Compounds 3 E-value 0.0778492
Click to view 3D structure	5-hydroxytryptamine receptor 2C	P08909	Rat	Predicted (SEA)	Prediction Confidence Score 0.49 Applicability Domain 1.0 Statistical Significance 0.0014 Supporting Reference Compounds 185 E-value 10.7432
Click to view 3D structure	D(2) dopamine receptor	P61169	Rat	Predicted (SEA)	Prediction Confidence Score 0.475 Applicability Domain 1.0 Statistical Significance 0.0071 Supporting Reference Compounds 528 E-value 55.5065
Click to view 3D structure	Glycine receptor subunit alpha-4	Q61603	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.468 Applicability Domain 1.0 Statistical Significance 1.00e-05 Supporting Reference Compounds 4 E-value 0.0778492
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P19327	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.463 Applicability Domain 1.0 Statistical Significance 0.0067 Supporting Reference Compounds 541 E-value 52.3925
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q9R0C9	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.463 Applicability Domain 1.0 Statistical Significance 0.0014 Supporting Reference Compounds 207 E-value 11.2103
Click to view 3D structure	5-hydroxytryptamine receptor 4	Q62758	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.462 Applicability Domain 1.0 Statistical Significance 4.80e-04 Supporting Reference Compounds 55 E-value 3.73676
Click to view 3D structure	D(1A) dopamine receptor	P18901	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.461 Applicability Domain 1.0 Statistical Significance 0.0024 Supporting Reference Compounds 206 E-value 18.7617
Click to view 3D structure	5-hydroxytryptamine receptor 1B	P28564	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.458 Applicability Domain 1.0 Statistical Significance 0.0011 Supporting Reference Compounds 154 E-value 8.95266
Click to view 3D structure	Histamine H3 receptor	Q9QYN8	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.457 Applicability Domain 1.0 Statistical Significance 0.001 Supporting Reference Compounds 80 E-value 8.17417
Click to view 3D structure	D(3) dopamine receptor	P19020	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.442 Applicability Domain 1.0 Statistical Significance 0.0036 Supporting Reference Compounds 145 E-value 27.7143
Click to view 3D structure	Nischarin	Q9Y2I1	Humans	Predicted (SEA)	Prediction Confidence Score 0.442 Applicability Domain 1.0 Statistical Significance 1.70e-04 Supporting Reference Compounds 37 E-value 1.32344
Click to view 3D structure	Muscarinic acetylcholine receptor M1	P08482	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.441 Applicability Domain 1.0 Statistical Significance 5.60e-04 Supporting Reference Compounds 109 E-value 4.35956
Click to view 3D structure	Mu-type opioid receptor	P33535	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.44 Applicability Domain 1.0 Statistical Significance 0.0154 Supporting Reference Compounds 229 E-value 119.732
Click to view 3D structure	Muscarinic acetylcholine receptor M2	P10980	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.439 Applicability Domain 1.0 Statistical Significance 8.70e-04 Supporting Reference Compounds 98 E-value 6.77288
Click to view 3D structure	Histamine H1 receptor	P31390	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.438 Applicability Domain 1.0 Statistical Significance 4.60e-04 Supporting Reference Compounds 63 E-value 3.58106
Click to view 3D structure	Delta-type opioid receptor	P33533	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.437 Applicability Domain 1.0 Statistical Significance 0.0114 Supporting Reference Compounds 164 E-value 88.9038
Click to view 3D structure	Muscarinic acetylcholine receptor M3	P08483	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.437 Applicability Domain 1.0 Statistical Significance 2.10e-04 Supporting Reference Compounds 55 E-value 1.63483
Click to view 3D structure	Voltage-gated inwardly rectifying potassium channel KCNH2	Q12809	Humans	Predicted (SEA)	Prediction Confidence Score 0.434 Applicability Domain 1.0 Statistical Significance 0.0171 Supporting Reference Compounds 1498 E-value 133.356
Click to view 3D structure	Gastrin/cholecystokinin type B receptor	P30553	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.432 Applicability Domain 1.0 Statistical Significance 0.0016 Supporting Reference Compounds 32 E-value 12.8451
Click to view 3D structure	Cholecystokinin receptor type A	P30551	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.432 Applicability Domain 1.0 Statistical Significance 0.0022 Supporting Reference Compounds 30 E-value 17.1268
Click to view 3D structure	Alpha-2A adrenergic receptor	P22909	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.432 Applicability Domain 1.0 Statistical Significance 9.00e-04 Supporting Reference Compounds 42 E-value 7.00643
Click to view 3D structure	5-hydroxytryptamine receptor 3A	P46098	Humans	Predicted (SEA)	Prediction Confidence Score 0.43 Applicability Domain 1.0 Statistical Significance 0.0014 Supporting Reference Compounds 228 E-value 11.2103
Click to view 3D structure	5-hydroxytryptamine receptor 3A	P46098	Humans	Known	Ondansetron is a selective serotonin 5-HT₃ receptor antagonist. The serotonin 5-HT₃ receptors are located on the nerve terminals of the vagus in the periphery and centrally in the chemoreceptor trigger zone of the area postrema. It is thought that chemotherapeutic agents produce nausea and vomiting by releasing serotonin from the enterochromaffin cells of the small intestine, and that the released serotonin then activates 5-HT₃ receptors located on vagal efferents to initiate the vomiting reflex. Therefore Ondansetron works by blocking the reception of serotonin at these 5-HT₃ receptors.
Click to view 3D structure	Voltage-gated inwardly rectifying potassium channel KCNH2	Q12809	Humans	Known	Not Available
Click to view 3D structure	5-hydroxytryptamine receptor 3C	Q8WXA8	Humans	Known	Not Available
Click to view 3D structure	Multidrug and toxin extrusion protein 1	Q96FL8	Humans	Known	Not Available
Click to view 3D structure	Multidrug and toxin extrusion protein 2	Q86VL8	Humans	Known	Not Available
Click to view 3D structure	Neuronal acetylcholine receptor subunit alpha-4	P43681	Humans	Known	Not Available
Click to view 3D structure	Solute carrier family 22 member 1	O15245	Humans	Known	Not Available
Click to view 3D structure	Solute carrier family 22 member 2	O15244	Humans	Known	Not Available
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P08908	Humans	Known	Not Available
Click to view 3D structure	5-hydroxytryptamine receptor 1B	P28222	Humans	Known	Not Available
Click to view 3D structure	5-hydroxytryptamine receptor 4	Q13639	Humans	Known	Not Available
Click to view 3D structure	5-hydroxytryptamine receptor 6	P50406	Humans	Known	Ondansetron is a selective serotonin 5-HT₃ receptor antagonist. The serotonin 5-HT₃ receptors are located on the nerve terminals of the vagus in the periphery and centrally in the chemoreceptor trigger zone of the area postrema. It is thought that chemotherapeutic agents produce nausea and vomiting by releasing serotonin from the enterochromaffin cells of the small intestine, and that the released serotonin then activates 5-HT₃ receptors located on vagal efferents to initiate the vomiting reflex. Therefore Ondansetron works by blocking the reception of serotonin at these 5-HT₃ receptors.
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Known	Not Available
Click to view 3D structure	Mu-type opioid receptor	P35372	Humans	Known	Not Available
Click to view 3D structure	Solute carrier family 22 member 3	O75751	Humans	Known	Not Available

Concentrations

Not Available

External Links

DrugBank ID

DB00904

HMDB ID

HMDB0005035

FooDB ID

FDB023602

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

1646

PDB ID

Not Available

Wikipedia Link

Chemspider ID

ChEBI ID

PubChem Compound ID

Kegg Compound ID

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Peter Bod, Kalman Harsanyi, Ferenc Trischler, Eva Fekecs, Attila Csehi, Bela Hegedus, Eva Mersich nee Donat, Gyorgyi Szabo nee Komlosi, Erika Horvath nee Sziki, “Process for preparing ondansetron.” U.S. Patent US5478949, issued September, 1990.

MSDS

Link

General References

Ramsook C, Sahagun-Carreon I, Kozinetz CA, Moro-Sutherland D: A randomized clinical trial comparing oral ondansetron with placebo in children with vomiting from acute gastroenteritis. Ann Emerg Med. 2002 Apr;39(4):397-403. [PubMed: 11919526]
Yilmaz HL, Yildizdas RD, Sertdemir Y: Clinical trial: oral ondansetron for reducing vomiting secondary to acute gastroenteritis in children--a double-blind randomized study. Aliment Pharmacol Ther. 2010 Jan;31(1):82-91. doi: 10.1111/j.1365-2036.2009.04145.x. Epub . [PubMed: 19758398]
Gregory RE, Ettinger DS: 5-HT3 receptor antagonists for the prevention of chemotherapy-induced nausea and vomiting. A comparison of their pharmacology and clinical efficacy. Drugs. 1998 Feb;55(2):173-89. [PubMed: 9506240]
Gan TJ: Selective serotonin 5-HT3 receptor antagonists for postoperative nausea and vomiting: are they all the same? CNS Drugs. 2005;19(3):225-38. [PubMed: 15740177]
Tramer MR, Reynolds DJ, Moore RA, McQuay HJ: Efficacy, dose-response, and safety of ondansetron in prevention of postoperative nausea and vomiting: a quantitative systematic review of randomized placebo-controlled trials. Anesthesiology. 1997 Dec;87(6):1277-89. [PubMed: 9416710]
Graves T: Ondansetron: a new entity in emesis control. DICP. 1990 Nov;24(11 Suppl):S51-4. [PubMed: 2148659]
Drugs.com - http://www.drugs.com/cons/Ondansetron.html
RxList: The Internet Drug Index (2009). - http://www.rxlist.com/

Ondansetron (CED0002261)

Structure for CHEM002297: Ondansetron

Structure