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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:43:31 UTC
Update Date2022-03-07 02:53:55 UTC
HMDB IDHMDB0033951
Secondary Accession Numbers
  • HMDB33951
Metabolite Identification
Common NameRacemethionine
DescriptionRacemethionine, also known as DL-methionine or hmet, belongs to the class of organic compounds known as methionine and derivatives. Methionine and derivatives 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. Methionine is an alpha-amino acid with the chemical formula HO2CCH(NH2)CH2CH2SCH3. This essential amino acid is classified as nonpolar. Racemethionine exists in all living organisms, ranging from bacteria to humans. Racemethionine is a mild, acidic, and sulfurous tasting compound. Racemethionine is found, on average, in the highest concentration within a few different foods, such as wheats, oats, and ryes and in a lower concentration in spinachs, white cabbages, and green zucchinis. Racemethionine is used as a flavouring ingredient and dietary supplement.
Structure
Thumb
Synonyms
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
Description Belongs to the class of organic compounds known as methionine and derivatives. Methionine and derivatives 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
Physiological effect
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point281 °CNot Available
Boiling Point300.00 to 301.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility32.7 mg/mL at 25 °CNot Available
LogP0.217 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
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
FooDB IDFDB012166
KNApSAcK IDNot Available
Chemspider ID853
KEGG Compound IDC01733
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkMethionine
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID16811
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1031751
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.. .