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Bovine Rumen Metabolome Database



Showing metabocard for Methylmalonic acid (RMDB00202)

Legend: metabolite field enzyme field

Version 1.0
Creation Date 2005-11-16 15:48:42
Update Date 2009-10-28 14:39:36
Accession Number RMDB00202
Common Name Methylmalonic acid
Description A malonic acid derivative which is a vital intermediate in the metabolism of fat and protein. Abnormalities in methylmalonic acid metabolism lead to methylmalonic aciduria. This metabolic disease is attributed to a block in the enzymatic conversion of methylmalonyl CoA to succinyl CoA.
Synonyms
  1. 1,1-Ethanedicarboxylate
  2. 1,1-Ethanedicarboxylic acid
  3. 2-Methylmalonate
  4. 2-Methylmalonic acid
  5. Isosuccinate
  6. Isosuccinic acid
  7. Methylmalonate
  8. Methylmalonic acid
  9. Methylpropanedioate
  10. Methylpropanedioic acid
  11. methyl-Malonate
  12. methyl-Malonic acid
  13. methyl-Propanedioate
  14. methyl-Propanedioic acid
Chemical IUPAC Name 2-methylpropanedioic acid
Chemical Formula C4H6O4
Chemical Structure Structure
Chemical Taxonomy
Kingdom
  • Organic
Super Class
  • Organic acids
Class
  • Dicarboxylic Acids
Sub Class
  • Short chain dicarboxylic acids
Family
  • Mammalian_Metabolite
Species
  • carboxylic acid
Biofunction
Application
Source
  • Endogenous
Average Molecular Weight 118.088
Monoisotopic Molecular Weight 118.026611
Isomeric SMILES CC(C(O)=O)C(O)=O
Canonical SMILES CC(C(O)=O)C(O)=O
KEGG Compound ID C02170 Link Image
BioCyc ID Not Available
BiGG ID Not Available
Wikipedia Link Methylmalonic acid Link Image
METLIN ID 3712 Link Image
PubChem Compound 487 Link Image
PubChem Substance 86442 Link Image
ChEBI ID 17453 Link Image
CAS Registry Number 516-05-2
InChI Identifier InChI=1/C4H6O4/c1-2(3(5)6)4(7)8/h2H,1H3,(H,5,6)(H,7,8)
Synthesis Reference Edamura, Koji; Arai, Takeshi. Malonic and methylmalonic acids from b-hydroxypropionic acids. Jpn. Kokai Tokkyo Koho (1979), 5 pp.
Melting Point (Experimental) 135 oC
Experimental Water Solubility 679.0 mg/mL [YALKOWSKY,SH & DANNENFELSER,RM (1992)] Source: PhysProp
Predicted Water Solubility 149.0 mg/mL [Predicted by ALOGPS] Calculated using ALOGPS
Physiological Charge -2
State Solid
Experimental LogP/Hydrophobicity Not Available Source: PhysProp
Predicted LogP/Hydrophobicity 0.17 [Predicted by ALOGPS]; -0.1 [Predicted by PubChem via XLOGP]; -0.83 [MEYLAN,WM & HOWARD,PH (1995)] Calculated using ALOGPS
Material Safety Data Sheet (MSDS)
MOL File Show Link Image
SDF File Show Link Image
PDB File Show Link Image
2D Structure
3D Structure
Experimental PDB ID 1CW8 Link Image
Experimental PDB File Show
Experimental PDB Structure
Experimental 1H NMR Spectrum Not Available
Experimental 13C NMR Spectrum Not Available
Experimental 13C HSQC Spectrum Not Available
Predicted 1H NMR Spectrum Show Image
Show Peaklist
Predicted 13C NMR Spectrum Show Image
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Mass Spectrum
Low Energy
Download File
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Medium Energy
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High Energy
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Simplified TOCSY Spectrum Not Available
BMRB Spectrum Not Available
Cellular Location
  • Cytoplasm (Predicted from LogP)
Biofluid Location
  • Rumen
Tissue Location
Concentrations (Normal)
Biofluid Rumen
Value 0.593+/-0.043 uM
Age N/A
Sex Both
Condition Normal
Breed Not Available
Experimental Condition Not Available
Comments Not Available
References
Concentrations (Abnormal) Not Available
Pathway Names Not Available
HMDB Pathways Not Available
KEGG Pathways Not Available
SimCell Pathways Not Available
General References
  1. Wikipedia Link Image