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Record Information
Version3.6
Creation Date2013-02-26 19:01:11 UTC
Update Date2016-02-11 07:51:33 UTC
HMDB IDHMDB59737
Secondary Accession NumbersNone
Metabolite Identification
Common Name3-Methyl-3-hydroxypentanedioate
Description3-Methyl-3-hydroxypentanedioate belongs to the family of Beta Hydroxy Acids and Derivatives. These are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom
Structure
Thumb
Synonyms
ValueSource
(S)-MeglutolMetaCyc
(S)-3-Hydroxy-3-methylglutaric acidMetaCyc
(S)-3-Hydroxy-3-methylglutarateMetaCyc
3-Hydorxy-3-methylglutaric acidMetaCyc
β-hydroxy-β-methylglutaric acidMetaCyc
Dicrotalic acidMetaCyc
3-Hydroxy-3-methylpentanedioic acidMetaCyc
3-Hydroxy-3-methylglutaric acidGenerator
3-Hydorxy-3-methylglutarateGenerator
β-hydroxy-β-methylglutarateGenerator
DicrotalateGenerator
3-Hydroxy-3-methylpentanedioateGenerator
Chemical FormulaC6H8O5
Average Molecular Weight160.1247
Monoisotopic Molecular Weight160.037173366
IUPAC Name3-hydroxy-3-methylpentanedioate
Traditional Name3-hydroxy-3-methylglutarate
CAS Registry NumberNot Available
SMILES
CC(O)(CC([O-])=O)CC([O-])=O
InChI Identifier
InChI=1S/C6H10O5/c1-6(11,2-4(7)8)3-5(9)10/h11H,2-3H2,1H3,(H,7,8)(H,9,10)/p-2
InChI KeyInChIKey=NPOAOTPXWNWTSH-UHFFFAOYSA-L
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as hydroxy fatty acids. These are fatty acids in which the chain bears a hydroxyl group.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentHydroxy fatty acids
Alternative Parents
Substituents
  • Hydroxy fatty acid
  • Methyl-branched fatty acid
  • Branched fatty acid
  • Beta-hydroxy acid
  • Hydroxy acid
  • Dicarboxylic acid or derivatives
  • Tertiary alcohol
  • Carboxylic acid salt
  • Carboxylic acid
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Organic anion
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusDetected and Quantified
OriginNot Available
BiofunctionNot Available
ApplicationNot Available
Cellular locationsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility227.0 mg/mLALOGPS
logP-0.8ALOGPS
logP-0.75ChemAxon
logS0.06ALOGPS
pKa (Strongest Acidic)3.68ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area100.49 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity55.81 m3·mol-1ChemAxon
Polarizability13.73 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
SpectraNot Available
Biological Properties
Cellular LocationsNot Available
Biofluid Locations
  • Blood
  • Urine
Tissue LocationNot Available
PathwaysNot Available
Normal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified46 (8-91) uMAdult (>18 years old)BothNormal
    details
    Abnormal Concentrations
    BiofluidStatusValueAgeSexConditionReferenceDetails
    BloodDetected and Quantified181(120-398) uMAdult (>18 years old)BothDiabetic patients
      details
      UrineDetected and Quantified137.4 umol/mmol creatinineInfant (0-1 year old)Not SpecifiedMetabolic acidosis details
      Associated Disorders and Diseases
      Disease ReferencesNone
      Associated OMIM IDsNone
      DrugBank IDNot Available
      DrugBank Metabolite IDNot Available
      Phenol Explorer Compound IDNot Available
      Phenol Explorer Metabolite IDNot Available
      FoodDB IDNot Available
      KNApSAcK IDNot Available
      Chemspider ID4573695
      KEGG Compound IDNot Available
      BioCyc IDNot Available
      BiGG IDNot Available
      Wikipedia LinkNot Available
      NuGOwiki LinkHMDB59737
      Metagene LinkHMDB59737
      METLIN IDNot Available
      PubChem Compound5459993
      PDB IDNot Available
      ChEBI ID17325
      References
      Synthesis ReferenceNot Available
      Material Safety Data Sheet (MSDS)Not Available
      General ReferencesNot Available