Hmp_logo

Human Metabolome Database Version 3.5

HMDB has recently undergone some major changes, if you are experiencing problems please click here to provide us with feedback.

Showing metabocard for Dimethylmalonic acid (HMDB02001)

Record Information
Version 3.5
Creation Date 2006-05-22 08:17:31 -0600
Update Date 2013-02-08 17:11:10 -0700
HMDB ID HMDB02001
Secondary Accession Numbers None
Metabolite Identification
Common Name Dimethylmalonic acid
Description Dimethylmalonic acid is a short-chain dicarboxylic acid occasionally found in human serum (PMID 7762817 Link_out). It is also a volatile organic compound detected in alveolar breath (PMID 1733607 Link_out).
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. 2,2-Dimethylmalonate
  2. 2,2-Dimethylmalonic acid
  3. 2,2-Propanedicarboxylate
  4. 2,2-Propanedicarboxylic acid
  5. Dimethylmalonate
  6. Propanedioate
  7. Propanedioic acid
  8. Propanedioic acid dimethyl
Chemical Formula C5H8O4
Average Molecular Weight 132.1146
Monoisotopic Molecular Weight 132.042258744
IUPAC Name dimethylpropanedioic acid
Traditional IUPAC Name dimethylmalonic acid
CAS Registry Number 595-46-0
SMILES CC(C)(C(O)=O)C(O)=O
InChI Identifier InChI=1S/C5H8O4/c1-5(2,3(6)7)4(8)9/h1-2H3,(H,6,7)(H,8,9)
InChI Key OREAFAJWWJHCOT-UHFFFAOYSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Organic Acids and Derivatives
Class Carboxylic Acids and Derivatives
Sub Class Dicarboxylic Acids and Derivatives
Other Descriptors
  • Aliphatic Acyclic Compounds
  • Dicarboxylic acids(Lipidmaps)
Substituents
  • Carboxylic Acid
Direct Parent Dicarboxylic Acids and Derivatives
Ontology
Status Expected and Not Quantified
Origin
  • Endogenous
Biofunction Not Available
Application Not Available
Cellular locations Not Available
Physical Properties
State Solid
Experimental Properties
Property Value Reference
Melting Point 192 °C Not Available
Boiling Point Not Available Not Available
Water Solubility 90 mg/mL at 13 °C Not Available
LogP 0.39 HANSCH,C ET AL. (1995)
Predicted Properties
Property Value Source
Water Solubility 161 g/L ALOGPS
LogP 0.22 ALOGPS
LogP 0.77 ChemAxon
LogS 0.09 ALOGPS
pKa (strongest acidic) 2.49 ChemAxon
Hydrogen Acceptor Count 4 ChemAxon
Hydrogen Donor Count 2 ChemAxon
Polar Surface Area 74.6 A2 ChemAxon
Rotatable Bond Count 2 ChemAxon
Refractivity 28.06 ChemAxon
Polarizability 11.86 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge -2 ChemAxon
Spectra
1H NMR Spectrum
MS/MS Spectrum Quattro_QQQ 10
MS/MS Spectrum Quattro_QQQ 25
MS/MS Spectrum Quattro_QQQ 40
[1H,13C] 2D NMR Spectrum
Biological Properties
Cellular Locations Not Available
Biofluid Locations Not Available
Tissue Location Not Available
Pathways Not Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB022787
KNApSAcK ID Not Available
Chemspider ID 11195 Link_out
KEGG Compound ID Not Available
BioCyc ID Not Available
BiGG ID Not Available
Wikipedia Link Not Available
NuGOwiki Link HMDB02001 Link_out
Metagene Link HMDB02001 Link_out
METLIN ID 6425 Link_out
PubChem Compound 11686 Link_out
PDB ID Not Available
ChEBI ID Not Available
References
Synthesis Reference Not Available
Material Safety Data Sheet (MSDS) Download (PDF)
General References
  1. Phillips M, Greenberg J: Ion-trap detection of volatile organic compounds in alveolar breath. Clin Chem. 1992 Jan;38(1):60-5. Pubmed: 1733607 Link_out
  2. Schneede J, Ueland PM: Application of capillary electrophoresis with laser-induced fluorescence detection for routine determination of methylmalonic acid in human serum. Anal Chem. 1995 Mar 1;67(5):812-9. Pubmed: 7762817 Link_out