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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2006-05-22 14:17:53 UTC
Update Date2022-09-22 18:34:17 UTC
HMDB IDHMDB0002441
Secondary Accession Numbers
  • HMDB02441
Metabolite Identification
Common Name3,3-Dimethylglutaric acid
Description3,3-Dimethylglutaric acid 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. Based on a literature review a significant number of articles have been published on 3,3-Dimethylglutaric acid.
Structure
Data?1582752249
Synonyms
ValueSource
3,3-DimethylglutarateGenerator
3,3-DimethylpentanedioateHMDB
3,3-Dimethylpentanedioic acidHMDB
b,b-DimethylglutarateHMDB
b,b-Dimethylglutaric acidHMDB
3,3-Dimethyl-glutarateGenerator, HMDB
Chemical FormulaC7H12O4
Average Molecular Weight160.1678
Monoisotopic Molecular Weight160.073558872
IUPAC Name3,3-dimethylpentanedioic acid
Traditional Nameβ,β-dimethylglutaric acid
CAS Registry Number4839-46-7
SMILES
CC(C)(CC(O)=O)CC(O)=O
InChI Identifier
InChI=1S/C7H12O4/c1-7(2,3-5(8)9)4-6(10)11/h3-4H2,1-2H3,(H,8,9)(H,10,11)
InChI KeyDUHQIGLHYXLKAE-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
  • Dicarboxylic 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
Physiological effectNot Available
Disposition
Process
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point103.5 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility21 g/LALOGPS
logP0.63ALOGPS
logP0.63ChemAxon
logS-0.88ALOGPS
pKa (Strongest Acidic)4.04ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area74.6 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity37.16 m³·mol⁻¹ChemAxon
Polarizability15.49 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+135.00631661259
DarkChem[M-H]-130.15231661259
DeepCCS[M+H]+131.5730932474
DeepCCS[M-H]-127.73830932474
DeepCCS[M-2H]-164.79530932474
DeepCCS[M+Na]+140.16630932474
AllCCS[M+H]+136.432859911
AllCCS[M+H-H2O]+132.532859911
AllCCS[M+NH4]+140.032859911
AllCCS[M+Na]+141.032859911
AllCCS[M-H]-133.532859911
AllCCS[M+Na-2H]-135.532859911
AllCCS[M+HCOO]-137.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3,3-Dimethylglutaric acidCC(C)(CC(O)=O)CC(O)=O2208.0Standard polar33892256
3,3-Dimethylglutaric acidCC(C)(CC(O)=O)CC(O)=O1134.5Standard non polar33892256
3,3-Dimethylglutaric acidCC(C)(CC(O)=O)CC(O)=O1355.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
3,3-Dimethylglutaric acid,1TMS,isomer #1CC(C)(CC(=O)O)CC(=O)O[Si](C)(C)C1403.1Semi standard non polar33892256
3,3-Dimethylglutaric acid,2TMS,isomer #1CC(C)(CC(=O)O[Si](C)(C)C)CC(=O)O[Si](C)(C)C1448.5Semi standard non polar33892256
3,3-Dimethylglutaric acid,1TBDMS,isomer #1CC(C)(CC(=O)O)CC(=O)O[Si](C)(C)C(C)(C)C1641.1Semi standard non polar33892256
3,3-Dimethylglutaric acid,2TBDMS,isomer #1CC(C)(CC(=O)O[Si](C)(C)C(C)(C)C)CC(=O)O[Si](C)(C)C(C)(C)C1897.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3,3-Dimethylglutaric acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0ikd-6900000000-04b7612828cd87fe0b222017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3,3-Dimethylglutaric acid GC-MS (2 TMS) - 70eV, Positivesplash10-00dr-9320000000-49468865bd5e10f1ae582017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3,3-Dimethylglutaric acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,3-Dimethylglutaric acid 10V, Positive-QTOFsplash10-01ox-0900000000-d62b532144c7078d9ffd2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,3-Dimethylglutaric acid 20V, Positive-QTOFsplash10-067l-9800000000-77fd91041b5fc12980f72017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,3-Dimethylglutaric acid 40V, Positive-QTOFsplash10-0a4i-9000000000-c2bb2f020bb902c7a2d12017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,3-Dimethylglutaric acid 10V, Negative-QTOFsplash10-0a4i-1900000000-6e60aa17b49801c1b2db2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,3-Dimethylglutaric acid 20V, Negative-QTOFsplash10-0aou-2900000000-ee75b3be2c75a11a72972017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,3-Dimethylglutaric acid 40V, Negative-QTOFsplash10-0a4m-9200000000-405aa8dc328fdd79cb452017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,3-Dimethylglutaric acid 10V, Negative-QTOFsplash10-014i-0900000000-690c8df3547a9f3ad6ec2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,3-Dimethylglutaric acid 20V, Negative-QTOFsplash10-014i-2900000000-90953af1d87550db25d62021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,3-Dimethylglutaric acid 40V, Negative-QTOFsplash10-0006-9000000000-36cdf5faefac35ed4c302021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,3-Dimethylglutaric acid 10V, Positive-QTOFsplash10-00kf-2900000000-febd0cf590b00d17b7912021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,3-Dimethylglutaric acid 20V, Positive-QTOFsplash10-0a4j-9100000000-857a86d7eeb601c4e3942021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,3-Dimethylglutaric acid 40V, Positive-QTOFsplash10-052f-9000000000-47b9c0af9937a1a8f9bc2021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedCancer patients undergoing total body irradiation details
UrineDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedCancer patients undergoing total body irradiation details
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023005
KNApSAcK IDNot Available
Chemspider ID19739
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID6683
PubChem Compound20984
PDB IDNot Available
ChEBI ID68502
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceLehky, Pavel; Franzen, Volker. 3,3-Dimethylglutaric acid. Eur. Pat. Appl. (1982), 9 pp.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Gates SC, Sweeley CC, Krivit W, DeWitt D, Blaisdell BE: Automated metabolic profiling of organic acids in human urine. II. Analysis of urine samples from "healthy" adults, sick children, and children with neuroblastoma. Clin Chem. 1978 Oct;24(10):1680-9. [PubMed:699273 ]