Showing metabocard for Valproic acid (BMDB0001877)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:48:32 UTC
Update Date2020-05-11 20:22:47 UTC
BMDB IDBMDB0001877
Secondary Accession Numbers
  • BMDB01877
Metabolite Identification
Common NameValproic acid
DescriptionValproic acid, also known as valproate or DPA, belongs to the class of organic compounds known as methyl-branched fatty acids. These are fatty acids with an acyl chain that has a methyl branch. Usually, they are saturated and contain only one or more methyl group. However, branches other than methyl may be present. Valproic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Valproic acid is a potentially toxic compound.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2-N-Propyl-N-valeric acidChEBI
2-PROPYL-pentanoIC ACIDChEBI
2-Propylpentanoic acidChEBI
2-Propylvaleric acidChEBI
4-Heptanecarboxylic acidChEBI
Acide valproiqueChEBI
Acido valproicoChEBI
Acidum valproicumChEBI
DepakeneChEBI
Di-N-propylacetic acidChEBI
Di-N-propylessigsaeureChEBI
Dipropylacetic acidChEBI
DPAChEBI
N-DPAChEBI
ValproinsaeureChEBI
VPAChEBI
2-N-Propyl-N-valerateGenerator
2-PROPYL-pentanoateGenerator
2-PropylpentanoateGenerator
2-PropylvalerateGenerator
4-HeptanecarboxylateGenerator
Di-N-propylacetateGenerator
DipropylacetateGenerator
ValproateGenerator
(N-C3H7)2chcoohHMDB
(S)-2-Propyl-4-pentanoateHMDB
(S)-2-Propyl-4-pentanoic acidHMDB
Alti-valproicHMDB
Apo-divalproexHMDB
Apo-valproicHMDB
Apo-valproic syrupHMDB
AvuganeHMDB
BacecaHMDB
ConvulexHMDB
DelepsineHMDB
DepakinHMDB
Depakin chronoHMDB
DepakineHMDB
Depakine chronoHMDB
DeproicHMDB
Di-N-propylessigsaureHMDB
DivalproexHMDB
DOM-divalproexHMDB
Dom-valproateHMDB
DOM-valproicHMDB
Dom-valproic acidHMDB
DOM-valproic acid e.c.HMDB
Dom-valproic acid syrupHMDB
Epiject i.v.HMDB
EpilexHMDB
EpilimHMDB
EpivalHMDB
Epival erHMDB
ErgenylHMDB
Gen-divalproexHMDB
Kyselina 2-propylvalerovaHMDB
Med valproicHMDB
MylproinHMDB
MyproateHMDB
Myproic acidHMDB
N-Dipropylacetic acidHMDB
Novo-divalproexHMDB
Novo-valproicHMDB
Novo-valproic - eccHMDB
Novo-valproic soft gel capHMDB
Nu-valproicHMDB
PEACHMDB
Penta-valproicHMDB
PHL-ValproateHMDB
PHL-Valproic acidHMDB
PHL-Valproic acid e.c.HMDB
PMS-DivalproexHMDB
PMS-ValproateHMDB
PMS-Valproic acidHMDB
PMS-Valproic acid e.c.HMDB
Propylvaleric acidHMDB
Ratio-valproic - eccHMDB
S(-)-4-En-valproateHMDB
S(-)-4-En-valproic acidHMDB
S-2-N-Propyl-4-pentenoateHMDB
S-2-N-Propyl-4-pentenoic acidHMDB
Sandoz valproicHMDB
SavicolHMDB
SprinkleHMDB
ValcoteHMDB
ValparinHMDB
Valproic acid uspHMDB
Dipropyl acetateHMDB
Valproate, sodiumHMDB
Calcium, valproateHMDB
ConvulsofinHMDB
Semisodium valproateHMDB
Sodium valproateHMDB
Valproate calciumHMDB
Valproate, calciumHMDB
Valproic acid, sodium salt (2:1)HMDB
Acetate, dipropylHMDB
DepakoteHMDB
Divalproex sodiumHMDB
Magnesium valproateHMDB
Sodium, divalproexHMDB
Sodium, valproateHMDB
VupralHMDB
2 Propylpentanoic acidHMDB
Acid, propylisopropylaceticHMDB
Acid, valproicHMDB
Calcium valproateHMDB
Propylisopropylacetic acidHMDB
Valproate sodiumHMDB
Valproate, magnesiumHMDB
Valproate, semisodiumHMDB
Chemical FormulaC8H16O2
Average Molecular Weight144.2114
Monoisotopic Molecular Weight144.115029756
IUPAC Name2-propylpentanoic acid
Traditional Namevalproic acid
CAS Registry Number99-66-1
SMILES
CCCC(CCC)C(O)=O
InChI Identifier
InChI=1S/C8H16O2/c1-3-5-7(6-4-2)8(9)10/h7H,3-6H2,1-2H3,(H,9,10)
InChI KeyNIJJYAXOARWZEE-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as methyl-branched fatty acids. These are fatty acids with an acyl chain that has a methyl branch. Usually, they are saturated and contain only one or more methyl group. However, branches other than methyl may be present.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentMethyl-branched fatty acids
Alternative Parents
Substituents
  • Methyl-branched fatty acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Adiposome
  • Cell membrane
  • Cytoplasm
  • Membrane
Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point222 °CNot Available
Water Solubility2 mg/mL at 20 °CNot Available
LogP2.75SANGSTER (1993)
Predicted Properties
PropertyValueSource
logP2.54ALOGPS
logP2.8ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)5.14ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity40.25 m³·mol⁻¹ChemAxon
Polarizability17 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Adiposome
  • Cell membrane
  • Cytoplasm
  • Membrane
Biospecimen Locations
  • Brain
  • Liver
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BrainExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
LiverExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0001877
DrugBank IDDB00313
Phenol Explorer Compound IDNot Available
FooDB IDFDB022722
KNApSAcK IDNot Available
Chemspider ID3009
KEGG Compound IDC07185
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkValproic_Acid
METLIN ID2986
PubChem Compound3121
PDB IDNot Available
ChEBI ID39867
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available