Showing metabocard for Isovalerylglycine (BMDB0000678)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:34:47 UTC
Update Date2020-04-22 15:04:45 UTC
BMDB IDBMDB0000678
Secondary Accession Numbers
  • BMDB00678
Metabolite Identification
Common NameIsovalerylglycine
DescriptionIsovalerylglycine, also known as isopentanoylglycine, belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. Isovalerylglycine is an extremely weak basic (essentially neutral) compound (based on its pKa). Isovalerylglycine is a potentially toxic compound. Isovalerylglycine, with regard to humans, has been found to be associated with several diseases such as short/branched chain acyl-coa dehydrogenase deficiency and anorexia nervosa; isovalerylglycine has also been linked to several inborn metabolic disorders including propionic acidemia, glutaric aciduria II, and ethylmalonic encephalopathy.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2-(3-Methylbutanoylamino)ethanoic acidChEBI
IsopentanoylglycineChEBI
N-IsopentanoylglycineChEBI
N-IsovaleroylglycineChEBI
2-(3-Methylbutanoylamino)ethanoateGenerator
3-MethylbutyrylglycineHMDB
N-Isovaleryl-glycineHMDB
[(3-Methylbutanoyl)amino]acetateHMDB
[(3-Methylbutanoyl)amino]acetic acidHMDB
N-IsovalerylglycineHMDB
IsovalerylglycineChEBI
Chemical FormulaC7H13NO3
Average Molecular Weight159.183
Monoisotopic Molecular Weight159.089543287
IUPAC Name2-(3-methylbutanamido)acetic acid
Traditional Nameisovalerylglycine
CAS Registry Number16284-60-9
SMILES
CC(C)CC(=O)NCC(O)=O
InChI Identifier
InChI=1S/C7H13NO3/c1-5(2)3-6(9)8-4-7(10)11/h5H,3-4H2,1-2H3,(H,8,9)(H,10,11)
InChI KeyZRQXMKMBBMNNQC-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentN-acyl-alpha amino acids
Alternative Parents
Substituents
  • N-acyl-alpha-amino acid
  • Fatty amide
  • N-acyl-amine
  • Fatty acyl
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Carbonyl group
  • Organonitrogen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locationsNot Available
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point87 - 90 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.35ALOGPS
logP0.1ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)4.17ChemAxon
pKa (Strongest Basic)-1.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.4 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity39.22 m³·mol⁻¹ChemAxon
Polarizability16.4 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, Positivesplash10-0006-9200000000-30d4a8198b51e1741ecdView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-02mu-9400000000-7925a822e184ec8fe5b4View 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 (TMS_1_2) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, PositiveNot AvailableView in JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, PositiveNot AvailableView in JSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-004r-9000000000-0a3d8ca5efe599736988View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-0a4i-9000000000-bdd258e50d1f36946722View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-052f-9000000000-c69489d7cef77e37b417View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-00di-9000000000-f2a7577fbcf715ead09bView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-00dl-9000000000-943f0aa07bdbc49fe1aeView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-00di-9000000000-fc6f913377a676ec6911View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-00di-9300000000-a8e4825232369d335caeView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-0a7i-9600000000-f88f3b21de99e67ddf29View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0ufr-9000000000-40ef3cce661177a7fa76View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-06ur-8900000000-a7ebb3fa9615bc15486bView in MoNA
LC-MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-0a4i-9000000000-1a36434c4052af0bcfe0View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-00di-9000000000-3af042b7e37d73c57609View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-00di-9100000000-a681e85779809020ebd1View in MoNA
LC-MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-00di-9000000000-eb0b00443a9121a49894View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-7900000000-bdfe9288fa831ea12be2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a6r-9100000000-a536e4ad32d713ca358aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-35336c548c7912945720View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-1900000000-fad032ae217cd6458d13View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-7900000000-3c2abe9b7592a2477edbView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ab9-9000000000-762e4bed2c894348be25View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0ab9-9800000000-15fad814bd0853ccc685View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-9000000000-e3d4167d339dc36d17ccView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-9000000000-7b2fa1fa2126b1411d58View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03dr-9400000000-11a34d1fd6d6b3c840c0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a73-9000000000-0668015853aa6666c93fView in MoNA
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 100 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR13C NMR Spectrum (1D, 900 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, 1000 MHz, D2O, predicted)Not AvailableView in JSpectraViewer
1D NMR1H NMR Spectrum (1D, 1000 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 LocationsNot Available
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0000678
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022177
KNApSAcK IDNot Available
Chemspider ID475516
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID5647
PubChem Compound546304
PDB IDNot Available
ChEBI ID70984
References
Synthesis ReferenceBondi, S.; Eissler, F. Lipoproteins and the Fatty Degeneration of Cells. Biochemische Zeitschrift (1910), 23 499-513.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available