Back to Compounds

Showing Compound Methionine sulfoxide (FDB022789)

Record Information
Version1.0
Creation date2011-09-21 00:19:39 UTC
Update date2019-11-26 03:21:06 UTC
Primary IDFDB022789
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameMethionine sulfoxide
DescriptionMethionine sulfoxide belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Methionine sulfoxide is found, on average, in the highest concentration within a few different foods, such as barleys (Hordeum vulgare), green beans (Phaseolus vulgaris), and broccolis (Brassica oleracea var. italica) and in a lower concentration in turnips (Brassica rapa var. rapa), orange bell peppers (Capsicum annuum), and eggplants (Solanum melongena). Methionine sulfoxide has also been detected, but not quantified in, several different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), domestic pigs (Sus scrofa domestica), and milk (cow). This could make methionine sulfoxide a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Methionine sulfoxide.
CAS Number62697-73-8
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
Predicted Properties
PropertyValueSource
Water Solubility54 g/LALOGPS
logP-2.4ALOGPS
logP-4.6ChemAxon
logS-0.49ALOGPS
pKa (Strongest Acidic)1.74ChemAxon
pKa (Strongest Basic)9.11ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area80.39 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity39.34 m³·mol⁻¹ChemAxon
Polarizability16.04 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC5H11NO3S
IUPAC name2-amino-4-methanesulfinylbutanoic acid
InChI IdentifierInChI=1S/C5H11NO3S/c1-10(9)3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)
InChI KeyQEFRNWWLZKMPFJ-UHFFFAOYSA-N
Isomeric SMILESCS(=O)CCC(N)C(O)=O
Average Molecular Weight165.211
Monoisotopic Molecular Weight165.045963913
Classification
Description Belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAlpha amino acids
Alternative Parents
Substituents
  • Alpha-amino acid
  • Thia fatty acid
  • Fatty acyl
  • Fatty acid
  • Sulfoxide
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Sulfinyl compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Primary amine
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Primary aliphatic amine
  • Organic oxygen compound
  • Carbonyl group
  • Amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
OntologyNo ontology term
Physico-Chemical Properties
Physico-Chemical Properties - Experimental
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSMethionine sulfoxide, non-derivatized, GC-MS Spectrumsplash10-004i-0900000000-6639ef576db5a01f8ee5Spectrum
GC-MSMethionine sulfoxide, non-derivatized, GC-MS Spectrumsplash10-004i-0910000000-4231d540eda02eebe871Spectrum
GC-MSMethionine sulfoxide, non-derivatized, GC-MS Spectrumsplash10-004i-0900000000-f0849e8acf9a3e1e2763Spectrum
GC-MSMethionine sulfoxide, 3 TMS, GC-MS Spectrumsplash10-004i-1910000000-b7a64800b9e577e219d4Spectrum
GC-MSMethionine sulfoxide, non-derivatized, GC-MS Spectrumsplash10-004i-1910000000-b7a64800b9e577e219d4Spectrum
GC-MSMethionine sulfoxide, non-derivatized, GC-MS Spectrumsplash10-004i-0900000000-a5138c4f03667c81645cSpectrum
GC-MSMethionine sulfoxide, non-derivatized, GC-MS Spectrumsplash10-004i-0910000000-b8f17a35f754f6a2adffSpectrum
GC-MSMethionine sulfoxide, non-derivatized, GC-MS Spectrumsplash10-004i-0900000000-40d23196cb4ee1cad23fSpectrum
Predicted GC-MSMethionine sulfoxide, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0kmi-9300000000-40502e78936db0335f4aSpectrum
Predicted GC-MSMethionine sulfoxide, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-05fs-9600000000-b39ca26ddac3482e7cc5Spectrum
Predicted GC-MSMethionine sulfoxide, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSMethionine sulfoxide, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSMethionine sulfoxide, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSMethionine sulfoxide, TMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSMethionine sulfoxide, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSMethionine sulfoxide, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-00di-9400000000-cac8577601b69f1b723a2012-07-25View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-00di-9000000000-43361da834d0b07907fd2012-07-25View Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-00di-9000000000-6090b56aa5a22d72fb4f2012-07-25View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-03di-9300000000-fccbb5a2836a564cd61c2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-03di-9000000000-74770a100fb96d6b77182021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-0002-9000000000-b39a3e60167512e828392021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-01ot-9000000000-7a9db4277879a8bd920b2021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00xr-1900000000-f7bdaacb8f4c8c0ecac82016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0fk9-3900000000-0dbf2b087d6505b4b8202016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-00dc8b47e3cb0dc2e3212016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-9600000000-9032163b7ca7799d7c432016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-9000000000-562e35acb4f9e5564a692016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-03di-9000000000-2125dfc28681bc1d4c2e2016-09-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-9400000000-7375ade3d9a2e79890d42021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ab9-9000000000-4fa3654466563449190c2021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-375f7404d6c31bdf96b32021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-9500000000-a4583e8c3a4365d330e22021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-9000000000-433cb4a770ae8f69c6152021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-ff3de228e84a6b4470bc2021-10-12View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)Spectrum
1D NMR1H NMR Spectrum (1D, D2O, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, D2O, experimental)Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Spectrum
ChemSpider ID824
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID847
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB02005
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
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
Processing...
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
Pathways
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference