Showing metabocard for 3-Methylcrotonylglycine (BMDB0000459)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:31:03 UTC
Update Date2020-05-11 20:00:38 UTC
BMDB IDBMDB0000459
Secondary Accession Numbers
  • BMDB00459
Metabolite Identification
Common Name3-Methylcrotonylglycine
Description3-Methylcrotonylglycine 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. 3-Methylcrotonylglycine is an extremely weak basic (essentially neutral) compound (based on its pKa). 3-Methylcrotonylglycine is a potentially toxic compound. 3-Methylcrotonylglycine, with regard to humans, has been linked to several inborn metabolic disorders including biotinidase deficiency, 3-methyl-crotonyl-glycinuria, propionic acidemia, and 3-hydroxy-3-methylglutaryl-coa lyase deficiency.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
beta-MethylcrotonylglycineChEBI
b-MethylcrotonylglycineGenerator
Β-methylcrotonylglycineGenerator
3-Methylcrotonyl glycineHMDB
3-Methylcrotonyl-glycineHMDB
3-MethylcrotonylglycinHMDB
N-(3-Methyl-1-oxo-2-butenyl)-glycineHMDB
3-MethylcrotonylglycineMeSH
Chemical FormulaC7H11NO3
Average Molecular Weight157.1671
Monoisotopic Molecular Weight157.073893223
IUPAC Name2-(3-methylbut-2-enamido)acetic acid
Traditional Name(3-methylbut-2-enamido)acetic acid
CAS Registry Number33008-07-0
SMILES
CC(C)=CC(=O)NCC(O)=O
InChI Identifier
InChI=1S/C7H11NO3/c1-5(2)3-6(9)8-4-7(10)11/h3H,4H2,1-2H3,(H,8,9)(H,10,11)
InChI KeyPFWQSHXPNKRLIV-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
  • N-acyl-amine
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cytoplasm
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.02ALOGPS
logP0.058ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)4.09ChemAxon
pKa (Strongest Basic)-0.54ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.4 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity40.05 m³·mol⁻¹ChemAxon
Polarizability15.79 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen Locations
  • Fibroblasts
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FibroblastsExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0000459
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022057
KNApSAcK IDNot Available
Chemspider ID148224
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID5447
PubChem Compound169485
PDB IDNot Available
ChEBI ID68499
References
Synthesis ReferenceCarter, S. M. Bonham; Watson, D. G.; Midgley, J. M.; Logan, R. W. Synthesis and characterization of acyl glycines. Their measurement in single blood spots by gas chromatography-mass spectrometry to diagnose inborn errors of metabolism. Journal of Chromatography, B: Biomedical Applications (1996), 677(1), 29-35.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available