Record Information
Version1.0
Creation date2010-04-08 22:04:36 UTC
Update date2020-02-24 19:10:09 UTC
Primary IDFDB000534
Secondary Accession Numbers
  • FDB000535
Chemical Information
FooDB NameS-Methylcysteine sulfoxide
Description(s)c(s)s-s-methylcysteine sulfoxide, also known as methiin, (dl-ala)-isomer or kale anemia factor, is a member of the class of compounds known as alpha amino acids. Alpha amino acids are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon) (s)c(s)s-s-methylcysteine sulfoxide is soluble (in water) and a moderately acidic compound (based on its pKa). (s)c(s)s-s-methylcysteine sulfoxide can be found in brassicas, garden onion, and onion-family vegetables, which makes (s)c(s)s-s-methylcysteine sulfoxide a potential biomarker for the consumption of these food products.
CAS Number32726-14-0
Structure
Thumb
Synonyms
SynonymSource
(S)C(S)S-S-Methylcysteine sulphoxideGenerator
MethyIIn, pyrolyzateHMDB
S-Methylcysteine sulfoxideMeSH, HMDB
Kale anemia factorMeSH, HMDB
S-Methyl-L-cysteinesulfoxideMeSH, HMDB
MethiinMeSH, HMDB
Methiin, (L-ala)-(S)-isomerMeSH, HMDB
Methiin, (DL-ala)-isomerMeSH, HMDB
Methiin, (L-ala)-(R)-isomerMeSH, HMDB
Methiin, (L-ala)-isomerMeSH, HMDB
2-Amino-3-methanesulfinylpropanoateGenerator
2-Amino-3-methanesulphinylpropanoateGenerator
2-Amino-3-methanesulphinylpropanoic acidGenerator
S-Methylcysteine sulphoxideGenerator
3-(Methylsulfinyl)alanine, 9CIdb_source
Predicted Properties
PropertyValueSource
Water Solubility50.4 g/LALOGPS
logP-2.6ALOGPS
logP-4.6ChemAxon
logS-0.48ALOGPS
pKa (Strongest Acidic)1.61ChemAxon
pKa (Strongest Basic)8.45ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area80.39 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity34.59 m³·mol⁻¹ChemAxon
Polarizability14.06 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC4H9NO3S
IUPAC name2-amino-3-methanesulfinylpropanoic acid
InChI IdentifierInChI=1S/C4H9NO3S/c1-9(8)2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7)
InChI KeyZZLHPCSGGOGHFW-UHFFFAOYSA-N
Isomeric SMILESCS(=O)CC(N)C(O)=O
Average Molecular Weight151.184
Monoisotopic Molecular Weight151.030313849
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
  • 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 DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateliquid
Physical DescriptionNot Available
Mass CompositionC 31.78%; H 6.00%; N 9.26%; O 31.75%; S 21.21%DFC
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSS-Methylcysteine sulfoxide, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00du-9100000000-473920cb756c30846723Spectrum
Predicted GC-MSS-Methylcysteine sulfoxide, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-05cf-9300000000-17adc95a38f45ac85becSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0pc0-1900000000-be560bcb3c2bc917c359Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-6900000000-02b3d992681a9df63581Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-5437d8547afb32f87afcSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0w29-8900000000-708d42281d8ea6475839Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-9000000000-789d499df8b51945a71bSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-03di-9000000000-46f1ce4b0ccd17913852Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-9000000000-433cb4a770ae8f69c615Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-9000000000-433cb4a770ae8f69c615Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-9ae7204cc64a4ada6c6bSpectrum
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) IDBDH53-E:BDH53-E
EAFUS IDNot Available
Dr. Duke IDS-METHYL-CYSTEINE-SULFOXIDE|METHIIN
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 / Bioactivities
DescriptorIDDefinitionReference
anti diabetic52217 Any substance introduced into a living organism with therapeutic or diagnostic purpose.DUKE
anti hypercholesterolemicDUKE
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).