Stiripentol (CED0007078)

Record Information

Version

1.0

Creation Date

2016-05-22 06:58:25 UTC

Update Date

2026-08-19 06:31:18 UTC

Accession Number

CHEM020277

Identification

Common Name

Stiripentol

Class

Small Molecule

Description

Stiripentol is an organic compound with the formula C14H18O3 and an average molecular weight of 234.29 g/mol. Stiripentol belongs to the benzodioxoles, a class of organoheterocyclic compounds within the organic compounds. The compound is found in or released from two recorded sources: healthcare, pharmaceuticals & veterinary products (specifically antiepileptics) and household cleaning & consumer products (specifically non electric simulated smoking devices). The recorded exposure route for this substance is oral. Stiripentol interacts with 18 recorded protein targets. It acts as an agonist and a positive allosteric modulator, inhibitor, or modulator of the Gamma-aminobutyric acid receptor subunit pi (GABRP), Gamma-aminobutyric acid receptor subunit delta (GABRD), Gamma-aminobutyric acid receptor subunit alpha-1 (GABRA1), and Gamma-aminobutyric acid receptor subunit beta-1 (GABRB1). Additionally, it is associated with 14 other proteins.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Diacomit	Kegg
BCX-2600SID124896656	ChEMBL

Chemical Formula

C₁₄H₁₈O₃

Average Molecular Mass

234.295 g/mol

Monoisotopic Mass

234.126 g/mol

CAS Registry Number

49763-96-4

IUPAC Name

(1E)-1-(2H-1,3-benzodioxol-5-yl)-4,4-dimethylpent-1-en-3-ol

Traditional Name

stiripentol

SMILES

CC(C)(C)C(O)\C=C\C1=CC2=C(OCO2)C=C1

InChI Identifier

InChI=1S/C14H18O3/c1-14(2,3)13(15)7-5-10-4-6-11-12(8-10)17-9-16-11/h4-8,13,15H,9H2,1-3H3/b7-5+

InChI Key

IBLNKMRFIPWSOY-FNORWQNLSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzodioxoles. These are organic compounds containing a benzene ring fused to either isomers of dioxole. Dioxole is a five-membered unsaturated ring of two oxygen atoms and three carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzodioxoles

Sub Class

Not Available

Direct Parent

Benzodioxoles

Alternative Parents

Substituents

Benzodioxole
Styrene
Benzenoid
Secondary alcohol
Oxacycle
Acetal
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
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	0.4 g/L	ALOGPS
logP	3.01	ALOGPS
logP	3.12	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	14.34	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	38.69 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	66.77 m³·mol⁻¹	ChemAxon
Polarizability	26.21 Å³	ChemAxon
Number of Rings	2	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 LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014r-0190000000-e3ce189606399ece3621	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014r-3390000000-1cf82b5caf33d9eed4a9	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0k9i-9820000000-740e3c55489cc6ac6434	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-0090000000-d6490fe53f3ac73e5db9	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00lr-0390000000-655e0615708c01c24b7c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-8950000000-aa2d7b1dbb2044304cfa	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
2141.0	Log mg/kg	[1200:3800]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
371	Antiepileptics	Healthcare, pharmaceuticals & veterinary products	Not Available
559	Non Electric Simulated Smoking Devices	Household cleaning & consumer products	Not Available

Pathways

3 pathways

Stiripentol GABA(A) Antiepileptic Action Pathway

Stiripentol Drug Metabolism

Stiripentol Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Sodium-dependent dopamine transporter	P23977	Rattus norvegicus	Predicted (SEA)	62.5908
Click to view 3D structure	Sodium-dependent serotonin transporter	P31652	Rattus norvegicus	Predicted (SEA)	104.941
Click to view 3D structure	Amine oxidase [flavin-containing] B	P19643	Rattus norvegicus	Predicted (SEA)	21.4085
Click to view 3D structure	Dual specificity tyrosine-phosphorylation-regulated kinase 2	Q92630	Humans	Predicted (SEA)	59.2433
Click to view 3D structure	Serine/threonine-protein kinase pim-1	P11309	Humans	Predicted (SEA)	421.865
Click to view 3D structure	Dual specificity protein kinase CLK1	P22518	Mus musculus	Predicted (SEA)	8.56341
Click to view 3D structure	Dual specificity protein kinase CLK3	O35492	Mus musculus	Predicted (SEA)	3.81461
Click to view 3D structure	Dual specificity tyrosine-phosphorylation-regulated kinase 1B	Q9Y463	Humans	Predicted (SEA)	209.959
Click to view 3D structure	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	Q13627	Humans	Predicted (SEA)	448.801
Click to view 3D structure	Dual specificity protein kinase CLK4	O35493	Mus musculus	Predicted (SEA)	5.13805
Click to view 3D structure	Dual specificity protein kinase CLK2	O35491	Mus musculus	Predicted (SEA)	5.0602
Click to view 3D structure	Dual specificity protein kinase CLK1	P49759	Humans	Predicted (SEA)	170.412
Click to view 3D structure	Dual specificity tyrosine-phosphorylation-regulated kinase 3	O43781	Humans	Predicted (SEA)	241.41
Click to view 3D structure	Dual specificity protein kinase CLK2	P49760	Humans	Predicted (SEA)	525.871
Click to view 3D structure	Casein kinase II subunit alpha	Q60737	Mus musculus	Predicted (SEA)	3.89246
Click to view 3D structure	1-phosphatidylinositol 3-phosphate 5-kinase	Q9Z1T6	Mus musculus	Predicted (SEA)	3.89246
Click to view 3D structure	Casein kinase II subunit beta	P67871	Mus musculus	Predicted (SEA)	3.89246
Click to view 3D structure	Glycogen synthase kinase-3 alpha	Q2NL51	Mus musculus	Predicted (SEA)	3.89246
Click to view 3D structure	STE20-like serine/threonine-protein kinase	O54988	Mus musculus	Predicted (SEA)	3.89246
Click to view 3D structure	Casein kinase II subunit alpha'	O54833	Mus musculus	Predicted (SEA)	3.89246
Click to view 3D structure	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	Q63470	Rattus norvegicus	Predicted (SEA)	72.0884
Click to view 3D structure	Dual specificity protein kinase CLK4	Q9HAZ1	Humans	Predicted (SEA)	846.455
Click to view 3D structure	Sodium-dependent noradrenaline transporter	P23975	Humans	Predicted (SEA)	356.783
Click to view 3D structure	5-hydroxytryptamine receptor 2A	P14842	Rattus norvegicus	Predicted (SEA)	376.946
Click to view 3D structure	Glycogen synthase kinase-3 beta	P49841	Humans	Predicted (SEA)	1247.46