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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:43:31 UTC
Update Date2019-07-23 06:14:46 UTC
HMDB IDHMDB0033951
Secondary Accession Numbers
  • HMDB33951
Metabolite Identification
Common NameRacemethionine
DescriptionRacemethionine is a flavouring ingredient; dietary supplement.Methionine is an alpha-amino acid with the chemical formula HO2CCH(NH2)CH2CH2SCH3. This essential amino acid is classified as nonpolar. (Wikipedia).
Structure
Data?1563862486
Synonyms
ValueSource
2-amino-4-(Methylsulfanyl)butanoic acidChEBI
2-amino-4-(methylthio)Butanoic acidChEBI
2-amino-4-(methylthio)Butyric acidChEBI
alpha-amino-gamma-Methylmercaptobutyric acidChEBI
DL-MethionineChEBI
HmetChEBI
MChEBI
MetChEBI
MethioninChEBI
MetioninaChEBI
2-amino-4-(Methylsulfanyl)butanoateGenerator
2-amino-4-(Methylsulphanyl)butanoateGenerator
2-amino-4-(Methylsulphanyl)butanoic acidGenerator
2-amino-4-(methylthio)ButanoateGenerator
2-amino-4-(methylthio)ButyrateGenerator
a-amino-g-MethylmercaptobutyrateGenerator
a-amino-g-Methylmercaptobutyric acidGenerator
alpha-amino-gamma-MethylmercaptobutyrateGenerator
α-amino-γ-methylmercaptobutyrateGenerator
α-amino-γ-methylmercaptobutyric acidGenerator
(+-)-MethionineHMDB
(+/-)-2-amino-4-(methylmercapto)butyric acidHMDB
2-amino-4-(methylmercapto)Butyric acidHMDB
2-amino-4-(methylthio)-Butyric acidHMDB
2-amino-4-Methylthiobutanoic acidHMDB
alpha-amino-gamma-(methylthio)Butyric acidHMDB
DL-2-amino-4-(methylthio)-Butyric acidHMDB
DL-2-amino-4-(methylthio)Butanoic acidHMDB
DL-2-amino-4-(methylthio)Butyric acidHMDB
DL-2-amino-4-Methylthiobutanoic acidHMDB
FEMA 3301HMDB
Racemethionine, usanHMDB
Methionine, L-isomerMeSH
PedamethMeSH
L-Isomer methionineMeSH
LiquimethMeSH
Methionine, L isomerMeSH
MethionineMeSH
L-MethionineMeSH
Chemical FormulaC5H11NO2S
Average Molecular Weight149.211
Monoisotopic Molecular Weight149.051049291
IUPAC Name2-amino-4-(methylsulfanyl)butanoic acid
Traditional Namemethionine
CAS Registry Number59-51-8
SMILES
CSCCC(N)C(O)=O
InChI Identifier
InChI=1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)
InChI KeyFFEARJCKVFRZRR-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as methionine and derivatives. These are compounds containing methionine or a derivative thereof resulting from reaction of methionine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentMethionine and derivatives
Alternative Parents
Substituents
  • Methionine or derivatives
  • Alpha-amino acid
  • Thia fatty acid
  • Fatty acid
  • Fatty acyl
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Thioether
  • Sulfenyl compound
  • Dialkylthioether
  • Amine
  • Organic oxygen compound
  • Primary amine
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Primary aliphatic amine
  • Carbonyl group
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point281 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility32.7 mg/mL at 25 °CNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility23.9 g/LALOGPS
logP-1.8ALOGPS
logP-2.2ChemAxon
logS-0.8ALOGPS
pKa (Strongest Acidic)2.53ChemAxon
pKa (Strongest Basic)9.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area63.32 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity37.59 m³·mol⁻¹ChemAxon
Polarizability15.61 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-004i-0900000000-c74bbe6da11b7c8f48f8JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0a4i-0950000000-ce063fd901edea1f6f81JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-004i-0900000000-c74bbe6da11b7c8f48f8JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0a4i-0950000000-ce063fd901edea1f6f81JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-11ba-9200000000-d3a1e52f439dfdcb1146JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0zpj-9500000000-1fe0ded8d1bcf170815aJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-IT , negativesplash10-0udi-1900000000-ce17a3e11ac74608abf5JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - , negativesplash10-0002-1900000000-c965767347d7c1622965JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0udi-0900000000-c9263687f6e32445137aJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0udi-1900000000-83702a37901ca71b058cJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0zfr-9800000000-9f63601c65b44c2e05daJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-08fr-9000000000-56a9aa89915835ec0897JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-001i-0900000000-a048656aba28bbb0d512JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-001i-0900000000-cfa6fd6d4117ae7059c3JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0udi-0900000000-490e68b186cda555b7d3JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0f89-0900000000-2191bd36a8f292c32048JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-001i-0900000000-a8e6fe85bb6f29913a51JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0f89-0910000000-071f595c8b078081b359JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0f89-0900000000-efe1cbd495dd26a50289JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0f89-0900000000-1aad026814aaabf843efJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0f89-0900000000-cf96556b080c962000d9JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0f89-1900000000-d03cf3d65f8ae64087f9JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0udi-0900000000-b2b15d90a670baea5490JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-0udi-3900000000-d0af3c89f9d94853572fJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-2900000000-67e023372cdbac09cb36JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-9800000000-1e589df1b14865d84d74JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-056r-9000000000-efb0cddabddaf5231dbdJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-6900000000-9ef89c92bce71adb0b81JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-9300000000-8507980760c8afb7f454JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0002-9000000000-544c2c943904dcca737eJSpectraViewer | MoNA
MSMass Spectrum (Electron Ionization)splash10-08ir-9200000000-99eac412c38ff09dedc2JSpectraViewer | MoNA
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB012166
KNApSAcK IDNot Available
Chemspider ID853
KEGG Compound IDC01733
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkMethionine
METLIN IDNot Available
PubChem Compound876
PDB IDNot Available
ChEBI ID16811
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Hayes DE, Ward RA: Sporozoite transmission of falciparum malaria (Burma-Thau. strain) from man to Aotus monkey. Am J Trop Med Hyg. 1977 Jan;26(1):184-5. [PubMed:402864 ]
  2. Abe M, Okada H, Matsumura D, Sato H, Funaba M, Iriki T: Methionine imbalance and toxicity in calves. J Anim Sci. 2000 Oct;78(10):2722-30. [PubMed:11048939 ]
  3. CASTELLANI L, ADEZATI L: [Utilization of amino acids in the synthesis of purine compounds. IV. Effect of dlmethionine and dl-histidine in the protein-deficient rat]. Arch Maragliano Patol Clin. 1951 Nov-Dec;6(6):1057-60. [PubMed:14924829 ]
  4. HARPER HA, UYEYAMA K: Plasma methionine after oral administration of DLmethionine in human subjects. Proc Soc Exp Biol Med. 1948 Jun;68(2):296-300. [PubMed:18869325 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .