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Human Metabolome Database Version 3.5

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Showing metabocard for 3-Methylthiopropionic acid (HMDB01527)

Record Information
Version 3.5
Creation Date 2005-11-16 08:48:42 -0700
Update Date 2013-02-08 17:10:43 -0700
HMDB ID HMDB01527
Secondary Accession Numbers None
Metabolite Identification
Common Name 3-Methylthiopropionic acid
Description 3-methylthiopropionate is one of the metabolites of methionine (especially of D-methionine) and pharmacokinetics of 3-MTP in urine seems to contribute to the clinicopathological investigation of the liver cirrhosis. (PMID 3997054 Link_out).
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. 3-(Methylsulfanyl)propanoate
  2. 3-(Methylsulfanyl)propanoic acid
  3. 3-(Methylthio)propionate
  4. 3-(Methylthio)propionic acid
  5. 3-Methylthiopropionate
  6. 4-Thiapentanoate
  7. 4-Thiapentanoic acid
Chemical Formula C4H8O2S
Average Molecular Weight 120.17
Monoisotopic Molecular Weight 120.02450019
IUPAC Name 3-(methylsulfanyl)propanoic acid
Traditional IUPAC Name 3-(methylsulfanyl)propanoic acid
CAS Registry Number 646-01-5
SMILES CSCCC(O)=O
InChI Identifier InChI=1S/C4H8O2S/c1-7-3-2-4(5)6/h2-3H2,1H3,(H,5,6)
InChI Key CAOMCZAIALVUPA-UHFFFAOYSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Lipids
Class Fatty Acids and Conjugates
Sub Class Thia Fatty Acids
Other Descriptors
  • Aliphatic Acyclic Compounds
  • Organic Compounds
  • Straight Chain Fatty Acids
  • Thia fatty acids(Lipidmaps)
  • thia fatty acid(ChEBI)
Substituents
  • Carboxylic Acid
  • Thioether
Direct Parent Thia Fatty Acids
Ontology
Status Detected and Quantified
Origin
  • Endogenous
  • Food
Biofunction
  • Cell signaling
  • Fuel and energy storage
  • Fuel or energy source
  • Membrane integrity/stability
Application
  • Nutrients
  • Stabilizers
  • Surfactants and Emulsifiers
Cellular locations
  • Extracellular
  • Membrane
Physical Properties
State Solid
Experimental Properties
Property Value Reference
Melting Point Not Available Not Available
Boiling Point Not Available Not Available
Water Solubility Not Available Not Available
LogP Not Available Not Available
Predicted Properties
Property Value Source
Water Solubility 28.1 g/L ALOGPS
LogP 0.19 ALOGPS
LogP 0.83 ChemAxon
LogS -0.63 ALOGPS
pKa (strongest acidic) 4.68 ChemAxon
Hydrogen Acceptor Count 2 ChemAxon
Hydrogen Donor Count 1 ChemAxon
Polar Surface Area 37.3 A2 ChemAxon
Rotatable Bond Count 3 ChemAxon
Refractivity 29.72 ChemAxon
Polarizability 12.22 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge -1 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biofluid Locations
  • Urine
Tissue Location Not Available
Pathways Not Available
Normal Concentrations
Biofluid Status Value Age Sex Condition Comments
Urine Detected and Quantified
Article_icon
0.036 +/- 0.009 umol/mmol creatinine Adult (>18 years old) Both Normal Not Available
Abnormal Concentrations
Biofluid Status Value Age Sex Condition Comments
Urine Detected and Quantified
Article_icon
0.097 +/- 0.022 umol/mmol creatinine Adult (>18 years old) Both Liver Cirrhosis Not Available
Associated Disorders and Diseases
Disease References
Cirrhosis
  • Yoshida Y: [Analysis of methionine metabolism studied by the gas chromatographic determination of 3-methylthiopropionate in urine and its clinical application] Hokkaido Igaku Zasshi. 1985 Mar;60(2):183-94. Pubmed: 3997054 Link_out
    Associated OMIM IDs None
    DrugBank ID Not Available
    Phenol Explorer Compound ID Not Available
    Phenol Explorer Metabolite ID Not Available
    FoodDB ID FDB022672
    KNApSAcK ID Not Available
    Chemspider ID 547 Link_out
    KEGG Compound ID C08276 Link_out
    BioCyc ID CPD-86 Link_out
    BiGG ID Not Available
    Wikipedia Link Not Available
    NuGOwiki Link HMDB01527 Link_out
    Metagene Link HMDB01527 Link_out
    METLIN ID 6300 Link_out
    PubChem Compound 563 Link_out
    PDB ID Not Available
    ChEBI ID 1438 Link_out
    References
    Synthesis Reference Whitehead, Ian M.; Ohleyer, Eric. Process for the production of carboxylic acids from alcohols using Saccharomyces. U.S. (1997), 6 pp.
    Material Safety Data Sheet (MSDS) Download (PDF)
    General References
    1. Yoshida Y: [Analysis of methionine metabolism studied by the gas chromatographic determination of 3-methylthiopropionate in urine and its clinical application] Hokkaido Igaku Zasshi. 1985 Mar;60(2):183-94. Pubmed: 3997054 Link_out
    2. Kaji H, Niioka T, Kojima Y, Yoshida Y, Kawakami Y: Urinary 3-methylthiopropionate excretion and the effect of D- or L-methionine ingestion studied in healthy subjects. Res Commun Chem Pathol Pharmacol. 1987 Apr;56(1):101-9. Pubmed: 3589145 Link_out