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Details

Stereochemistry RACEMIC
Molecular Formula C14H18O3
Molecular Weight 234.2909
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of STIRIPENTOL

SMILES

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

InChI

InChIKey=IBLNKMRFIPWSOY-FNORWQNLSA-N
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+

HIDE SMILES / InChI
Molecular Formula C14H18O3
Molecular Weight 234.2909
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 1
Optical Activity ( + / - )

Approval Year

Unknown
86413
Substance Class Chemical
Created
by admin
on Fri Dec 15 19:15:39 UTC 2023
Edited
by admin
on Fri Dec 15 19:15:39 UTC 2023
Record UNII
R02XOT8V8I
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
STIRIPENTOL
EMA EPAR   INN   MART.   MI   USAN   WHO-DD  
USAN   INN  
Official Name English
BCX-2600
Code English
STIRIPENTOL [MI]
Common Name English
STIRIPENTOL [MART.]
Common Name English
Stiripentol [WHO-DD]
Common Name English
STIRIPENTOL [USAN]
Common Name English
DIACOMIT
Brand Name English
STIRIPENTOL [ORANGE BOOK]
Common Name English
1-(1,3-BENZODIOXOL-5-YL)-4,4-DIMETHYL-1-PENTEN-3-OL
Systematic Name English
BCX 2600
Code English
STIRIPENTOL [EMA EPAR]
Common Name English
stiripentol [INN]
Common Name English
STIRIPENTOL [JAN]
Common Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 800820
Created by admin on Fri Dec 15 19:15:39 UTC 2023 , Edited by admin on Fri Dec 15 19:15:39 UTC 2023
EU-Orphan Drug EU/3/01/071
Created by admin on Fri Dec 15 19:15:39 UTC 2023 , Edited by admin on Fri Dec 15 19:15:39 UTC 2023
WHO-VATC QN03AX17
Created by admin on Fri Dec 15 19:15:39 UTC 2023 , Edited by admin on Fri Dec 15 19:15:39 UTC 2023
NCI_THESAURUS C264
Created by admin on Fri Dec 15 19:15:39 UTC 2023 , Edited by admin on Fri Dec 15 19:15:39 UTC 2023
EMA ASSESSMENT REPORTS DIACOMIT (AUTHORIZED: MYOCLONIC EPILEPSY, JUVENILE)
Created by admin on Fri Dec 15 19:15:39 UTC 2023 , Edited by admin on Fri Dec 15 19:15:39 UTC 2023
FDA ORPHAN DRUG 266108
Created by admin on Fri Dec 15 19:15:39 UTC 2023 , Edited by admin on Fri Dec 15 19:15:39 UTC 2023
WHO-ATC N03AX17
Created by admin on Fri Dec 15 19:15:39 UTC 2023 , Edited by admin on Fri Dec 15 19:15:39 UTC 2023
Code System Code Type Description
DRUG CENTRAL
2480
Created by admin on Fri Dec 15 19:15:39 UTC 2023 , Edited by admin on Fri Dec 15 19:15:39 UTC 2023
PRIMARY
MERCK INDEX
m10218
Created by admin on Fri Dec 15 19:15:39 UTC 2023 , Edited by admin on Fri Dec 15 19:15:39 UTC 2023
PRIMARY Merck Index
CAS
137767-55-6
Created by admin on Fri Dec 15 19:15:39 UTC 2023 , Edited by admin on Fri Dec 15 19:15:39 UTC 2023
PRIMARY
FDA UNII
R02XOT8V8I
Created by admin on Fri Dec 15 19:15:39 UTC 2023 , Edited by admin on Fri Dec 15 19:15:39 UTC 2023
PRIMARY
RXCUI
2054968
Created by admin on Fri Dec 15 19:15:39 UTC 2023 , Edited by admin on Fri Dec 15 19:15:39 UTC 2023
PRIMARY
INN
3760
Created by admin on Fri Dec 15 19:15:39 UTC 2023 , Edited by admin on Fri Dec 15 19:15:39 UTC 2023
PRIMARY
EPA CompTox
DTXSID6049068
Created by admin on Fri Dec 15 19:15:39 UTC 2023 , Edited by admin on Fri Dec 15 19:15:39 UTC 2023
PRIMARY
CAS
131206-47-8
Created by admin on Fri Dec 15 19:15:39 UTC 2023 , Edited by admin on Fri Dec 15 19:15:39 UTC 2023
SUPERSEDED
MESH
C021092
Created by admin on Fri Dec 15 19:15:39 UTC 2023 , Edited by admin on Fri Dec 15 19:15:39 UTC 2023
PRIMARY
CAS
49763-96-4
Created by admin on Fri Dec 15 19:15:39 UTC 2023 , Edited by admin on Fri Dec 15 19:15:39 UTC 2023
NON-SPECIFIC STEREOCHEMISTRY
LACTMED
Stiripentol
Created by admin on Fri Dec 15 19:15:39 UTC 2023 , Edited by admin on Fri Dec 15 19:15:39 UTC 2023
PRIMARY
SMS_ID
100000089171
Created by admin on Fri Dec 15 19:15:39 UTC 2023 , Edited by admin on Fri Dec 15 19:15:39 UTC 2023
PRIMARY
WIKIPEDIA
STIRIPENTOL
Created by admin on Fri Dec 15 19:15:39 UTC 2023 , Edited by admin on Fri Dec 15 19:15:39 UTC 2023
PRIMARY
IUPHAR
5469
Created by admin on Fri Dec 15 19:15:39 UTC 2023 , Edited by admin on Fri Dec 15 19:15:39 UTC 2023
PRIMARY
ChEMBL
CHEMBL1983350
Created by admin on Fri Dec 15 19:15:39 UTC 2023 , Edited by admin on Fri Dec 15 19:15:39 UTC 2023
PRIMARY
DAILYMED
R02XOT8V8I
Created by admin on Fri Dec 15 19:15:39 UTC 2023 , Edited by admin on Fri Dec 15 19:15:39 UTC 2023
PRIMARY
EVMPD
SUB10654MIG
Created by admin on Fri Dec 15 19:15:39 UTC 2023 , Edited by admin on Fri Dec 15 19:15:39 UTC 2023
PRIMARY
DRUG BANK
DB09118
Created by admin on Fri Dec 15 19:15:39 UTC 2023 , Edited by admin on Fri Dec 15 19:15:39 UTC 2023
PRIMARY
ECHA (EC/EINECS)
256-480-9
Created by admin on Fri Dec 15 19:15:39 UTC 2023 , Edited by admin on Fri Dec 15 19:15:39 UTC 2023
PRIMARY
NCI_THESAURUS
C152433
Created by admin on Fri Dec 15 19:15:39 UTC 2023 , Edited by admin on Fri Dec 15 19:15:39 UTC 2023
PRIMARY
PUBCHEM
5311454
Created by admin on Fri Dec 15 19:15:39 UTC 2023 , Edited by admin on Fri Dec 15 19:15:39 UTC 2023
PRIMARY
Related Record Type Details
CYTOCHROME P450 2C19
METABOLIC ENZYME -> INHIBITOR
MULTIDRUG RESISTANCE PROTEIN 1
TARGET -> INHIBITOR
IC50
ATP-BINDING CASSETTE SUB-FAMILY G MEMBER 2
TARGET -> INHIBITOR
IC50
CYTOCHROME P450 1A2
METABOLIC ENZYME -> INHIBITOR
Structure of STIRIPENTOL, (+)-
ENANTIOMER -> RACEMATE
CYTOCHROME P450 2C9
METABOLIC ENZYME -> INHIBITOR
CYTOCHROME P450 3A4
METABOLIC ENZYME -> INHIBITOR
Structure of STIRIPENTOL, (-)-
ENANTIOMER -> RACEMATE
PLASMA PROTEIN FRACTION
BINDER->LIGAND
Stiripentol binds extensively to circulating plasma proteins (about 9
Related Record Type Details
Structure of 1-(3-HYDROXY-4-METHOXYPHENYL)-4,4-DIMETHYL-1-PENTEN-3-OL
METABOLITE INACTIVE -> PARENT
Recovery of meta-hydroxy metabolite from urine after deglucuronization; urine was accumulated for 12hr after a single oral dose of 600mg (a single subject); Recovered metabolites total: 439.8mg
IN-VIVO
URINE
Structure of 5-(3-HYDROXY-4-METHOXYPHENYL)-2,2-DIMETHYL-4-PENTENE-1,3-DIOL
METABOLITE INACTIVE -> PARENT
<6.0mg; Recovery of Metabolite VII from urine after deglucuronization; urine was accumulated for 12hr after a single oral dose of 600mg (a single subject); Recovered metabolites total: 439.8mg
IN-VIVO
URINE
Structure of 1-(3-HYDROXY-4-METHOXYPHENYL)-4,4-DIMETHYL-3-PENTANONE
METABOLITE INACTIVE -> PARENT
Recovery of Metabolite X from urine after deglucuronization; urine was accumulated for 12hr after a single oral dose of 600mg (a single subject); Recovered metabolites total: 439.8mg
IN-VIVO
URINE
Structure of 1-(3-METHOXY-4-HYDROXYPHENYL)-4,4-DIMETHYL-1-PENTEN-3-OL
METABOLITE INACTIVE -> PARENT
trace amount from one subject
IN-VIVO
FECAL
Structure of 1-(3-METHOXY-4-HYDROXYPHENYL)-4,4-DIMETHYL-1-PENTEN-3-OL
METABOLITE INACTIVE -> PARENT
Recovery of para-hydroxy metabolite from urine after deglucuronization; urine was accumulated for 12hr after a single oral dose of 600mg (a single subject); Recovered metabolites total: 439.8mg
IN-VIVO
URINE
Structure of STIRIPENTOL GLUCURONIDE
METABOLITE INACTIVE -> PARENT
IN-VIVO
URINE
Structure of 1-(3,4-DIHYDROXYPHENYL)-4,4-DIMETHYL-1-PENTEN-3-OL
METABOLITE INACTIVE -> PARENT
IN-VIVO
URINE
Structure of 5-(3-METHOXY-4-HYDROXYPHENYL)-2,2-DIMETHYL-4-PENTENE-1,3-DIOL
METABOLITE INACTIVE -> PARENT
IN-VIVO
URINE
Structure of 1-(3-HYDROXY-4-METHOXYPHENYL)-4,4-DIMETHYL-1-PENTEN-3-OL
METABOLITE INACTIVE -> PARENT
IN-VIVO
FECAL
Structure of STIRIPENTOL GLUCURONIDE
METABOLITE INACTIVE -> PARENT
IN-VIVO
URINE
Structure of 1-(3.4-DIHYDROXYPHENYL)-4,4-DIMETHYL-3-PENTANONE
METABOLITE INACTIVE -> PARENT
IN-VIVO
URINE
Structure of 5-(3,4-DIHYDROXYPHENYL)-2,2-DIMETHYL-4-PENTENE-1,3-DIOL
METABOLITE INACTIVE -> PARENT
IN-VIVO
URINE
Structure of 5-(3-METHOXY-4-HYDROXYPHENYL)-2,2-DIMETHYL-4-PENTENE-1,3-DIOL
METABOLITE INACTIVE -> PARENT
Recovery of Metabolite VIII from urine after deglucuronization; urine was accumulated for 12hr after a single oral dose of 600mg (a single subject); Recovered metabolites total: 439.8mg
IN-VIVO
URINE
Structure of 1-(3.4-DIHYDROXYPHENYL)-4,4-DIMETHYL-3-PENTANONE
METABOLITE INACTIVE -> PARENT
IN-VIVO
URINE
Structure of 1-(3-METHOXY-4-HYDROXYPHENYL)-4,4-DIMETHYL-3-PENTANONE
METABOLITE INACTIVE -> PARENT
IN-VIVO
URINE
Structure of 1-(3.4-DIHYDROXYPHENYL)-4,4-DIMETHYL-5-HYDROXY-3-PENTANONE
METABOLITE INACTIVE -> PARENT
IN-VIVO
URINE
Structure of 1-(3-HYDROXY-4-METHOXYPHENYL)-4,4-DIMETHYL-3-PENTANONE
METABOLITE INACTIVE -> PARENT
IN-VIVO
URINE
Structure of 1-(3.4-DIHYDROXYPHENYL)-4,4-DIMETHYL-5-HYDROXY-3-PENTANONE
METABOLITE INACTIVE -> PARENT
Recovery of Metabolite XII from urine after deglucuronization; urine was accumulated for 12hr after a single oral dose of 600mg (a single subject); Recovered metabolites total: 439.8mg
IN-VIVO
URINE
Structure of 5-(3-HYDROXY-4-METHOXYPHENYL)-2,2-DIMETHYL-4-PENTENE-1,3-DIOL
METABOLITE INACTIVE -> PARENT
IN-VIVO
URINE
Structure of 1-(3,4-DIHYDROXYPHENYL)-4,4-DIMETHYL-1-PENTEN-3-OL
METABOLITE INACTIVE -> PARENT
IN-VIVO
URINE
Structure of 1-(3-METHOXY-4-HYDROXYPHENYL)-4,4-DIMETHYL-3-PENTANONE
METABOLITE INACTIVE -> PARENT
Recovery of Metabolite XI from urine after deglucuronization; urine was accumulated for 12hr after a single oral dose of 600mg (a single subject); Recovered metabolites total: 439.8mg
IN-VIVO
URINE
Structure of 1-(3-HYDROXY-4-METHOXYPHENYL)-4,4-DIMETHYL-1-PENTEN-3-OL
METABOLITE INACTIVE -> PARENT
IN-VIVO
URINE
Structure of 5-(3,4-DIHYDROXYPHENYL)-2,2-DIMETHYL-4-PENTENE-1,3-DIOL
METABOLITE INACTIVE -> PARENT
IN-VIVO
URINE
Structure of 1-(3-METHOXY-4-HYDROXYPHENYL)-4,4-DIMETHYL-1-PENTEN-3-OL
METABOLITE INACTIVE -> PARENT
IN-VIVO
URINE
Related Record Type Details
Structure of STIRIPENTOL
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Volume of Distribution PHARMACOKINETIC
log P CHEMICAL
Tmax PHARMACOKINETIC FED CONDITIONS

ORAL

Biological Half-life PHARMACOKINETIC
NIH
NCATS
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