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Details

Stereochemistry ACHIRAL
Molecular Formula C8H16O2
Molecular Weight 144.2114
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of VALPROIC ACID

SMILES

CCCC(CCC)C(O)=O

InChI

InChIKey=NIJJYAXOARWZEE-UHFFFAOYSA-N
InChI=1S/C8H16O2/c1-3-5-7(6-4-2)8(9)10/h7H,3-6H2,1-2H3,(H,9,10)

HIDE SMILES / InChI
Molecular Formula C8H16O2
Molecular Weight 144.2114
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

Unknown
123738
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:22:42 UTC 2023
Edited
by admin
on Fri Dec 15 15:22:42 UTC 2023
Record UNII
614OI1Z5WI
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
VALPROIC ACID
EP   HSDB   INN   MART.   MI   ORANGE BOOK   USAN   USP   USP-RS   VANDF   WHO-DD  
USAN   INN   INCI  
Official Name English
VALPROIC ACID [MI]
Common Name English
VALPROIC ACID [VANDF]
Common Name English
VALPROIC ACID [EP IMPURITY]
Common Name English
DEPAKENE
Brand Name English
PENTANOIC ACID, 2-PROPYL
Common Name English
VALPROIC ACID [INCI]
Common Name English
44089
Code English
VALPROIC ACID [USP-RS]
Common Name English
VALPROATE
Systematic Name English
VALPROIC ACID [ORANGE BOOK]
Common Name English
VALPROIC ACID [HSDB]
Common Name English
Valproic acid [WHO-DD]
Common Name English
Propylvaleric acid
Systematic Name English
VALPROIC ACID EXTENDED RELEASE
Common Name English
VALPROIC ACID [USP MONOGRAPH]
Common Name English
valproic acid [INN]
Common Name English
VALPROIC ACID [EP MONOGRAPH]
Common Name English
VALPROIC ACID [MART.]
Common Name English
VALPROIC ACID [USP IMPURITY]
Common Name English
VALPROIC ACID [USAN]
Common Name English
Classification Tree Code System Code
LIVERTOX NBK548284
Created by admin on Fri Dec 15 15:22:43 UTC 2023 , Edited by admin on Fri Dec 15 15:22:43 UTC 2023
FDA ORPHAN DRUG 563116
Created by admin on Fri Dec 15 15:22:43 UTC 2023 , Edited by admin on Fri Dec 15 15:22:43 UTC 2023
FDA ORPHAN DRUG 256908
Created by admin on Fri Dec 15 15:22:43 UTC 2023 , Edited by admin on Fri Dec 15 15:22:43 UTC 2023
WHO-ESSENTIAL MEDICINES LIST 05
Created by admin on Fri Dec 15 15:22:43 UTC 2023 , Edited by admin on Fri Dec 15 15:22:43 UTC 2023
WHO-ATC N03AG01
Created by admin on Fri Dec 15 15:22:43 UTC 2023 , Edited by admin on Fri Dec 15 15:22:43 UTC 2023
WHO-VATC QN03AG01
Created by admin on Fri Dec 15 15:22:43 UTC 2023 , Edited by admin on Fri Dec 15 15:22:43 UTC 2023
WHO-ESSENTIAL MEDICINES LIST 24.2.2
Created by admin on Fri Dec 15 15:22:43 UTC 2023 , Edited by admin on Fri Dec 15 15:22:43 UTC 2023
NCI_THESAURUS C264
Created by admin on Fri Dec 15 15:22:43 UTC 2023 , Edited by admin on Fri Dec 15 15:22:43 UTC 2023
EU-Orphan Drug EU/3/16/1792
Created by admin on Fri Dec 15 15:22:43 UTC 2023 , Edited by admin on Fri Dec 15 15:22:43 UTC 2023
NDF-RT N0000175751
Created by admin on Fri Dec 15 15:22:43 UTC 2023 , Edited by admin on Fri Dec 15 15:22:43 UTC 2023
NDF-RT N0000175753
Created by admin on Fri Dec 15 15:22:43 UTC 2023 , Edited by admin on Fri Dec 15 15:22:43 UTC 2023
NDF-RT N0000008486
Created by admin on Fri Dec 15 15:22:43 UTC 2023 , Edited by admin on Fri Dec 15 15:22:43 UTC 2023
Code System Code Type Description
EPA CompTox
DTXSID6023733
Created by admin on Fri Dec 15 15:22:43 UTC 2023 , Edited by admin on Fri Dec 15 15:22:43 UTC 2023
PRIMARY
SMS_ID
100000090423
Created by admin on Fri Dec 15 15:22:43 UTC 2023 , Edited by admin on Fri Dec 15 15:22:43 UTC 2023
PRIMARY
HSDB
3582
Created by admin on Fri Dec 15 15:22:43 UTC 2023 , Edited by admin on Fri Dec 15 15:22:43 UTC 2023
PRIMARY
NCI_THESAURUS
C29536
Created by admin on Fri Dec 15 15:22:43 UTC 2023 , Edited by admin on Fri Dec 15 15:22:43 UTC 2023
PRIMARY
FDA UNII
614OI1Z5WI
Created by admin on Fri Dec 15 15:22:43 UTC 2023 , Edited by admin on Fri Dec 15 15:22:43 UTC 2023
PRIMARY
EVMPD
SUB00015MIG
Created by admin on Fri Dec 15 15:22:43 UTC 2023 , Edited by admin on Fri Dec 15 15:22:43 UTC 2023
PRIMARY
DAILYMED
614OI1Z5WI
Created by admin on Fri Dec 15 15:22:43 UTC 2023 , Edited by admin on Fri Dec 15 15:22:43 UTC 2023
PRIMARY
RXCUI
11118
Created by admin on Fri Dec 15 15:22:43 UTC 2023 , Edited by admin on Fri Dec 15 15:22:43 UTC 2023
PRIMARY
IUPHAR
7009
Created by admin on Fri Dec 15 15:22:43 UTC 2023 , Edited by admin on Fri Dec 15 15:22:43 UTC 2023
PRIMARY
LACTMED
Valproic Acid
Created by admin on Fri Dec 15 15:22:43 UTC 2023 , Edited by admin on Fri Dec 15 15:22:43 UTC 2023
PRIMARY
CHEBI
60654
Created by admin on Fri Dec 15 15:22:43 UTC 2023 , Edited by admin on Fri Dec 15 15:22:43 UTC 2023
PRIMARY
DRUG CENTRAL
2803
Created by admin on Fri Dec 15 15:22:43 UTC 2023 , Edited by admin on Fri Dec 15 15:22:43 UTC 2023
PRIMARY
RXCUI
40254
Created by admin on Fri Dec 15 15:22:43 UTC 2023 , Edited by admin on Fri Dec 15 15:22:43 UTC 2023
ALTERNATIVE
PUBCHEM
3121
Created by admin on Fri Dec 15 15:22:43 UTC 2023 , Edited by admin on Fri Dec 15 15:22:43 UTC 2023
PRIMARY
CAS
99-66-1
Created by admin on Fri Dec 15 15:22:43 UTC 2023 , Edited by admin on Fri Dec 15 15:22:43 UTC 2023
PRIMARY
CHEBI
39867
Created by admin on Fri Dec 15 15:22:43 UTC 2023 , Edited by admin on Fri Dec 15 15:22:43 UTC 2023
PRIMARY
ChEMBL
CHEMBL109
Created by admin on Fri Dec 15 15:22:43 UTC 2023 , Edited by admin on Fri Dec 15 15:22:43 UTC 2023
PRIMARY
CHEBI
9925
Created by admin on Fri Dec 15 15:22:43 UTC 2023 , Edited by admin on Fri Dec 15 15:22:43 UTC 2023
PRIMARY
INN
3300
Created by admin on Fri Dec 15 15:22:43 UTC 2023 , Edited by admin on Fri Dec 15 15:22:43 UTC 2023
PRIMARY
ECHA (EC/EINECS)
202-777-3
Created by admin on Fri Dec 15 15:22:43 UTC 2023 , Edited by admin on Fri Dec 15 15:22:43 UTC 2023
PRIMARY
MERCK INDEX
m11369
Created by admin on Fri Dec 15 15:22:43 UTC 2023 , Edited by admin on Fri Dec 15 15:22:43 UTC 2023
PRIMARY Merck Index
RS_ITEM_NUM
1708707
Created by admin on Fri Dec 15 15:22:43 UTC 2023 , Edited by admin on Fri Dec 15 15:22:43 UTC 2023
PRIMARY
DRUG BANK
DB00313
Created by admin on Fri Dec 15 15:22:43 UTC 2023 , Edited by admin on Fri Dec 15 15:22:43 UTC 2023
PRIMARY
MESH
D014635
Created by admin on Fri Dec 15 15:22:43 UTC 2023 , Edited by admin on Fri Dec 15 15:22:43 UTC 2023
PRIMARY
WIKIPEDIA
VALPROIC ACID
Created by admin on Fri Dec 15 15:22:43 UTC 2023 , Edited by admin on Fri Dec 15 15:22:43 UTC 2023
PRIMARY
Related Record Type Details
SUCCINATE-SEMIALDEHYDE DEHYDROGENASE, MITOCHONDRIAL
TARGET -> INHIBITOR
In vitro studies have shown that VPA is a potent inhibitor of SSA-DH. In brain homogenates, GABA-T is inhibited at high concentrations only. VPA increases GABA levels probably by increasing succinic semialdehyde, a good endogenous inhibitor of GABA-T. Evidence has emerged that valproate exerts a direct effect on excitable membranes and also attenuates the NMDA receptor channel.
COMPETITIVE INHIBITOR
IC50
CYTOCHROME P450 2C9
METABOLIC ENZYME -> SUBSTRATE
MAJOR
HISTONE DEACETYLASE 2
TARGET -> INHIBITOR
Structure of VALPROATE CALCIUM
SALT/SOLVATE -> PARENT
Structure of VALPROATE MAGNESIUM
SALT/SOLVATE -> PARENT
HISTONE DEACETYLASE 6
TARGET -> INHIBITOR
CYTOCHROME P450 2B6
METABOLIC ENZYME -> SUBSTRATE
Structure of DIVALPROEX SODIUM
SALT/SOLVATE -> PARENT
PLASMA PROTEIN FRACTION (HUMAN)
BINDER->LIGAND
HISTONE DEACETYLASE 4
TARGET -> INHIBITOR
HISTONE DEACETYLASE 8
TARGET -> INHIBITOR
HISTONE DEACETYLASE 3
TARGET -> INHIBITOR
URIDINE DIPHOSPHATE GLUCURONOSYLTRANSFERASE 2B7
METABOLIC ENZYME -> SUBSTRATE
CYTOCHROME P450 2A6
METABOLIC ENZYME -> SUBSTRATE
MINOR
Structure of VALPROATE BISMUTH
SALT/SOLVATE -> PARENT
HISTONE DEACETYLASE 4
TARGET->INHIBITOR OF EXPRESSION
Structure of VALPROATE SODIUM
SALT/SOLVATE -> PARENT
Structure of VALPROIC ACID
BASIS OF STRENGTH->SUBSTANCE
ASSAY (HPLC)
USP
HISTONE DEACETYLASE 1
TARGET -> INHIBITOR
4-AMINOBUTYRATE AMINOTRANSFERASE, MITOCHONDRIAL
TARGET -> INHIBITOR
Structure of VALPROIC ACID
BASIS OF STRENGTH->SUBSTANCE
ASSAY (TITRATION)
EP
Related Record Type Details
Structure of VALPROATE GLUCURONIDE
METABOLITE -> PARENT
MAJOR
URINE
Structure of 2-PROPYL-4-PENTENOIC ACID
METABOLITE TOXIC -> PARENT
MINOR
URINE
Structure of 2-PROPYL-2-PENTENOIC ACID, (2E)-
METABOLITE -> PARENT
Structure of 3-HYDROXY-VALPROIC ACID
METABOLITE -> PARENT
contributes partially
MINOR
URINE
Structure of 1-PALMITOYL-2-VALPROYL-SN-GLYCERO-3-PHOSPHOCHOLINE
PRODRUG -> METABOLITE ACTIVE
Structure of 1-STEAROYL-2-VALPROYL-SN-GLYCERO-3-PHOSPHOCHOLINE
PRODRUG -> METABOLITE ACTIVE
Structure of VALPROMIDE
PARENT -> METABOLITE ACTIVE
Structure of Valproylcarnitine
METABOLITE -> PARENT
Depletes levels of L-carnitine
Structure of 3-KETOVALPROIC ACID
METABOLITE -> PARENT
REDUCED IN THE PRESENCE OF ASA
MAJOR
URINE
Structure of 1-(ETHOXYCARBONYLOXY)ETHYL VALPROATE
PRODRUG -> METABOLITE ACTIVE
Related Record Type Details
Structure of 2-ETHYLPENTANOIC ACID
IMPURITY -> PARENT
UNSPECIFIED
CHROMATOGRAPHIC PURITY (GC)
EP
Structure of VALDIPROMIDE
IMPURITY -> PARENT
UNSPECIFIED
CHROMATOGRAPHIC PURITY (GC)
EP
Structure of VALERAMIDE
IMPURITY -> PARENT
UNSPECIFIED
CHROMATOGRAPHIC PURITY (GC)
EP
Structure of 2-PROPYLVALERONITRILE
IMPURITY -> PARENT
UNSPECIFIED
CHROMATOGRAPHIC PURITY (GC)
EP
Structure of VALERONITRILE
IMPURITY -> PARENT
UNSPECIFIED
CHROMATOGRAPHIC PURITY (GC)
EP
Structure of VALPROMIDE
IMPURITY -> PARENT
UNSPECIFIED
CHROMATOGRAPHIC PURITY (GC)
EP
Structure of 2-ETHYL-2-METHYLPENTANOIC ACID
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (GC)
EP
Structure of 2,2-DIPROPYLVALERONITRILE
IMPURITY -> PARENT
UNSPECIFIED
CHROMATOGRAPHIC PURITY (GC)
EP
Structure of VALERIC ACID
IMPURITY -> PARENT
UNSPECIFIED
CHROMATOGRAPHIC PURITY (GC)
EP
Structure of 2,2-DIPROPYLPENTANOIC ACID
IMPURITY -> PARENT
UNSPECIFIED
CHROMATOGRAPHIC PURITY (GC)
EP
Structure of 2-ISOPROPYLPENTANOIC ACID
IMPURITY -> PARENT
UNSPECIFIED
CHROMATOGRAPHIC PURITY (GC)
EP
Structure of 2-METHYLPENTANOIC ACID
IMPURITY -> PARENT
UNSPECIFIED
CHROMATOGRAPHIC PURITY (GC)
EP
Related Record Type Details
Structure of VALPROIC ACID
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