Record Information
Version1.0
Creation date2010-04-08 22:14:38 UTC
Update date2019-11-26 03:17:57 UTC
Primary IDFDB019871
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameMethionine sulfone
DescriptionS-dioxymethionine, also known as (S)-amino-4-(methylsulphonyl)butyric acid or methionine sulfone, is a member of the class of compounds known as L-alpha-amino acids. L-alpha-amino acids are alpha amino acids which have the L-configuration of the alpha-carbon atom. S-dioxymethionine is soluble (in water) and a moderately acidic compound (based on its pKa). S-dioxymethionine can be found in garden onion, which makes S-dioxymethionine a potential biomarker for the consumption of this food product.
CAS Number7314-32-1
Structure
Thumb
Synonyms
SynonymSource
(S)-Amino-4-(methylsulphonyl)butyric acidChEBI
L-2-Amino-4-(methylsulfonyl)butanoic acidChEBI
S-DIOXYMETHIONINEChEBI
(S)-Amino-4-(methylsulfonyl)butyrateGenerator
(S)-Amino-4-(methylsulfonyl)butyric acidGenerator
(S)-Amino-4-(methylsulphonyl)butyrateGenerator
L-2-Amino-4-(methylsulfonyl)butanoateGenerator
L-2-Amino-4-(methylsulphonyl)butanoateGenerator
L-2-Amino-4-(methylsulphonyl)butanoic acidGenerator
Methionine sulphoneGenerator
L-Methionine sulfoneHMDB
(2S)-2-Amino-4-methanesulfonylbutanoateHMDB
(2S)-2-Amino-4-methanesulphonylbutanoateHMDB
(2S)-2-Amino-4-methanesulphonylbutanoic acidHMDB
L-Methionine sulphoneHMDB
(±)-methionine sulfoneHMDB
2-Amino-4-(methylsulfonyl)butanoic acidHMDB
DL-Methionine S,S-dioxideHMDB
DL-Methionine sulfoneHMDB
(2S)-2-Amino-4-methanesulfonylbutanoic acidHMDB
(2S)-2-Azaniumyl-4-methylsulfonylbutanoateHMDB
(S)-Methionine sulfoneHMDB
L-Methionine-S-dioxideHMDB
(2S)-2-Amino-4-methylsulfonylbutanoic acidbiospider
(S)-2-Amino-4-(methylsulfonyl)butanoic acidbiospider
(S)-2-Amino-4-methanesulfonyl-butyric acidbiospider
S-Dioxymethioninebiospider
Predicted Properties
PropertyValueSource
Water Solubility43.9 g/LALOGPS
logP-3.2ALOGPS
logP-4.5ChemAxon
logS-0.62ALOGPS
pKa (Strongest Acidic)1.55ChemAxon
pKa (Strongest Basic)8.69ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area97.46 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity39.1 m³·mol⁻¹ChemAxon
Polarizability16.88 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC5H11NO4S
IUPAC name(2S)-2-amino-4-methanesulfonylbutanoic acid
InChI IdentifierInChI=1S/C5H11NO4S/c1-11(9,10)3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1
InChI KeyUCUNFLYVYCGDHP-BYPYZUCNSA-N
Isomeric SMILESCS(=O)(=O)CC[C@H](N)C(O)=O
Average Molecular Weight181.21
Monoisotopic Molecular Weight181.040878535
Classification
Description Belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentL-alpha-amino acids
Alternative Parents
Substituents
  • L-alpha-amino acid
  • Thia fatty acid
  • Fatty acid
  • Fatty acyl
  • Sulfone
  • Sulfonyl
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Primary amine
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Amine
  • Primary aliphatic amine
  • Carbonyl group
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Biological location:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 33.14%; H 6.12%; N 7.73%; O 35.32%; S 17.70%DFC
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]20D +29.7 (c, 1 in 1M HCl)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSMethionine sulfone, non-derivatized, GC-MS Spectrumsplash10-004i-0930000000-a8b2cb0213ee893d48aeSpectrum
GC-MSMethionine sulfone, non-derivatized, GC-MS Spectrumsplash10-004i-0920000000-75355597daa1abd45a2bSpectrum
GC-MSMethionine sulfone, non-derivatized, GC-MS Spectrumsplash10-00b9-7930000000-bf8359c3bdba1ca22a19Spectrum
Predicted GC-MSMethionine sulfone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0zfr-9500000000-c9e8f48259346d75ae2aSpectrum
Predicted GC-MSMethionine sulfone, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-004i-9100000000-a64e4e4f00f558b8d041Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-053i-2900000000-86df25eea3b31b87c864Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0019-0900000000-edb0612bd5e51f0ff33cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-05n0-4900000000-d01f2b5f78ac2aff34efSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9800000000-847d87b54f39c753b902Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-003r-7900000000-3f8cbe090d531b190c28Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9100000000-30baf7ca1241c843b112Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-3eaf623cbd0fb823070dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-1900000000-5715fbecc01959b60d7dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4r-9500000000-26e0091d09aff775369cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-b919c12731484cba0a9eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-2900000000-b31e53b325671bd96bf6Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9200000000-0d5cfdf3520414f29369Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-fc7d5863f9883f681f45Spectrum
NMRNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDHJR27-B:MDR42-P
EAFUS IDNot Available
Dr. Duke IDMETHIONINE-SULFONE
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).