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
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-004m-9300000000-e66da5fefd079f7426a4View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00b9-9100000000-7bb11c5d52ffa09851f8View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableView in JSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, N/A (Annotated)splash10-0udi-2900000000-156413e81733a6236c1fView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, N/A (Annotated)splash10-0f6y-2900000000-a769cafb885b78532cacView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, N/A (Annotated)splash10-0gbj-7900000000-46a522b9a26459334f5aView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negativesplash10-0006-0900000000-39a45d4e3201082d9d89View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negativesplash10-0002-9000000000-4ddd957d8c8dc2b1de03View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negativesplash10-0006-0900000000-6ba582ae102c4721034dView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negativesplash10-0006-0900000000-58d9ba88010f1b370c58View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negativesplash10-0006-3900000000-2d1032d7e8ac58235b4fView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negativesplash10-0a4j-9000000000-0d39870bc4521a42c50aView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negativesplash10-00di-9000000000-3c4e21b69b8877d6df3eView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0006-0900000000-39a45d4e3201082d9d89View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0002-9000000000-4ddd957d8c8dc2b1de03View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0006-0900000000-6ba582ae102c4721034dView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0006-0900000000-58d9ba88010f1b370c58View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0006-3900000000-2d1032d7e8ac58235b4fView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0a4j-9000000000-0d39870bc4521a42c50aView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-00di-9000000000-3c4e21b69b8877d6df3eView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-0006-0900000000-5b83f0d6c36f8249285aView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-0006-0900000000-51a760d50a87d131ad67View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-3900000000-be0e79e3b65dad2e2d08View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0005-9500000000-37d8981251a94cfd51e3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-b63be8686bbf9a96b2baView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-3900000000-25f23d80c7431c074a74View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0005-9500000000-144b6cc9fea5bae4f269View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052e-9100000000-eb5e97329782125f6615View in MoNA
MSMass Spectrum (Electron Ionization)splash10-0fk9-9300000000-1a0314ea63d5a3c9bba1View in MoNA
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 90 MHz, CDCl3, experimental)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Not AvailableView in JSpectraViewer
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