Granisetron (CED0004825)

Record Information

Version

1.0

Creation Date

2016-05-25 18:23:27 UTC

Update Date

2026-05-14 16:51:55 UTC

Accession Number

CHEM022196

Identification

Common Name

Granisetron

Class

Small Molecule

Description

Granisetron is an organic compound with the chemical formula C18H24N4O and an average molecular weight of 312.41 g/mol. Granisetron belongs to the indazoles, a subclass of benzopyrazoles within the organic compounds. It is classified as an organoheterocyclic compound. The compound acts as an antagonist of two protein targets: 5-hydroxytryptamine receptor 3A (HTR3A) and 5-hydroxytryptamine receptor 3B (HTR3B). Granisetron is found in or released from two recorded sources, which include indoor air (Air, dust & atmospheric transport) and antiemetics and antinauseants (Healthcare, pharmaceuticals & veterinary products). Recorded exposure routes for this substance include oral, intravenous, subcutaneous, topical, transdermal, and inhalation.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Sancuso	HMDB
Kytril	HMDB
APF530	HMDB
Granisetron base	HMDB
1-Methyl-N-(endo-9-methyl-9-azabicyclo(3.3.1)non-3-yl)-1H-indazole-3-carboxamide	HMDB
Hydrochloride, granisetron	HMDB
Monohydrochloride, granisetron	HMDB
Granisetron hydrochloride	HMDB
Granisetron monohydrochloride	HMDB
Granisetron	MeSH

Chemical Formula

C₁₈H₂₄N₄O

Average Molecular Mass

312.409 g/mol

Monoisotopic Mass

312.195 g/mol

CAS Registry Number

109889-09-0

IUPAC Name

1-methyl-N-{9-methyl-9-azabicyclo[3.3.1]nonan-3-yl}-1H-indazole-3-carboxamide

Traditional Name

GRAN

SMILES

CN1N=C(C(=O)NC2CC3CCCC(C2)N3C)C2=CC=CC=C12

InChI Identifier

InChI=1S/C18H24N4O/c1-21-13-6-5-7-14(21)11-12(10-13)19-18(23)17-15-8-3-4-9-16(15)22(2)20-17/h3-4,8-9,12-14H,5-7,10-11H2,1-2H3,(H,19,23)

InChI Key

MFWNKCLOYSRHCJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indazole-3-carboxamides. These are aromatic compounds containing an indazole ring system that is substituted at the 3-position with a carboxamide group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrazoles

Sub Class

Indazoles

Direct Parent

Indazole-3-carboxamides

Alternative Parents

Substituents

Indazole-3-carboxamide
2-heteroaryl carboxamide
Pyrazole-5-carboxamide
Piperidine
Benzenoid
Azole
Heteroaromatic compound
Pyrazole
Amino acid or derivatives
Carboxamide group
Tertiary aliphatic amine
Tertiary amine
Secondary carboxylic acid amide
Carboxylic acid derivative
Azacycle
Amine
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
Water Solubility	0.43 g/L	ALOGPS
logP	2.64	ALOGPS
logP	1.88	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	14.75	ChemAxon
pKa (Strongest Basic)	9	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	50.16 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	101.83 m³·mol⁻¹	ChemAxon
Polarizability	35.39 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	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-06r2-2940000000-146f2d5e07d055b758bf	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	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	splash10-03di-0109000000-232e7ada728ba5e5eb79	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03dr-0917000000-f907d6c8c007ae63ac0b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000l-3900000000-65402ff64bc089f9409d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-0109000000-940597d64f870c91eba1	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03e9-0916000000-a4c50b145efacab49b7c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-1900000000-fd471a7d475cefc66041	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-0009000000-0101d8fc4b8c14abec93	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-0509000000-ba9334d40b5fbc530c60	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0pb9-1930000000-732dbcf74b657cbc6fd4	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-0009000000-e08aa460b7cc8027561a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-1219000000-ec7a87708cc27df4400b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-4911000000-ea14fc27c91eaf8eb0c2	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
273.0	Log mg/kg	[150:490]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
19	Indoor air	Air, dust & atmospheric transport	Not Available
249	Antiemetics and antinauseants	Healthcare, pharmaceuticals & veterinary products	Not Available
580	Manufacture Preparation Of Tobacco Products	Industrial manufacturing & chemical processing	Not Available
611	Anti Perspirants Or Body Deoderants	Personal care & cosmetics	Not Available

Pathways

3 pathways

Granisetron Serotonin antagonist Action Pathway

Granisetron Drug Metabolism Action Pathway

Granisetron Predicted Metabolism Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	5-hydroxytryptamine receptor 3B	O95264	Humans	Predicted (SEA)	0.0778492
Click to view 3D structure	5-hydroxytryptamine receptor 3A	P46098	Humans	Predicted (SEA)	1.86838
Click to view 3D structure	5-hydroxytryptamine receptor 4	Q62758	Rattus norvegicus	Predicted (SEA)	1.79053
Click to view 3D structure	5-hydroxytryptamine receptor 4	O70528	Cavia porcellus	Predicted (SEA)	2.80257
Click to view 3D structure	Voltage-gated inwardly rectifying potassium channel KCNH2	Q12809	Humans	Predicted (SEA)	61.2673
Click to view 3D structure	D(2) dopamine receptor	P61169	Rat	Predicted (SEA)	54.9616
Click to view 3D structure	5-hydroxytryptamine receptor 3A	O70212	Cavia porcellus	Predicted (SEA)	0.233548
Click to view 3D structure	5-hydroxytryptamine receptor 4	Q13639	Humans	Predicted (SEA)	8.95266
Click to view 3D structure	Neuronal acetylcholine receptor subunit alpha-7	P49582	Mus musculus	Predicted (SEA)	0.0778492
Click to view 3D structure	5-hydroxytryptamine receptor 2C	P08909	Rat	Predicted (SEA)	38.224
Click to view 3D structure	5-hydroxytryptamine receptor 1B	P28564	Rattus norvegicus	Predicted (SEA)	26.0795
Click to view 3D structure	5-hydroxytryptamine receptor 4	P97288	Mus musculus	Predicted (SEA)	0.233548
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P19327	Rattus norvegicus	Predicted (SEA)	106.965
Click to view 3D structure	Multidrug and toxin extrusion protein 1	Q96FL8	Humans	Predicted (SEA)	0.155698
Click to view 3D structure	5-hydroxytryptamine receptor 2A	P28223	Humans	Predicted (SEA)	235.416
Click to view 3D structure	Solute carrier family 22 member 2	O15244	Humans	Predicted (SEA)	0.389246
Click to view 3D structure	5-hydroxytryptamine receptor 1D	P28565	Rattus norvegicus	Predicted (SEA)	0.389246
Click to view 3D structure	ATP-dependent translocase ABCB1	P08183	Humans	Predicted (SEA)	59.399
Click to view 3D structure	Solute carrier organic anion transporter family member 2B1	O94956	Humans	Predicted (SEA)	7.00643
Click to view 3D structure	Multidrug resistance-associated protein 1	P33527	Humans	Predicted (SEA)	11.6774
Click to view 3D structure	Solute carrier organic anion transporter family member 1A2	P46721	Humans	Predicted (SEA)	2.56902
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Predicted (SEA)	644.358
Click to view 3D structure	Muscarinic acetylcholine receptor M5	P08912	Humans	Predicted (SEA)	62.6686
Click to view 3D structure	5-hydroxytryptamine receptor 2C	P28335	Humans	Predicted (SEA)	288.976
Click to view 3D structure	ATP-binding cassette sub-family C member 10	Q5T3U5	Humans	Predicted (SEA)	1.47914