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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2009-04-06 16:22:21 UTC
Update Date2023-02-21 17:17:47 UTC
HMDB IDHMDB0012286
Secondary Accession Numbers
  • HMDB12286
Metabolite Identification
Common NameS-Prenyl-L-cysteine
DescriptionS-Prenyl-L-cysteine is catalysed by prenylcysteine oxidase to form L-cysteine.A flavoprotein (FAD). Cleaves the thioether bond of S-prenyl-L-cysteines, such as S-farnesylcysteine and S-geranylgeranylcysteine. N-Acetyl-prenylcysteine and. prenylcysteinyl peptides are not substrates. This reaction may represent the final. step in the degradation of prenylated proteins in mammalian tissues. The enzyme is originally thought to be a simple lyase so it had been classified as. EC 4.4.1.18.
Structure
Thumb
Synonyms
ValueSource
2-amino-3-Prenylmercaptopropionic acidHMDB
2-amino-3-Prenylthiopropionic acidHMDB
3-((3-Methyl-2-butenyl)thio)-L-alanineHMDB
PrenisteineHMDB
Prenyl-L-cysteineHMDB
S-(3-Methyl-2-butenyl-L-cysteine)HMDB
2-Amino-3-[(3-methylbut-2-en-1-yl)sulfanyl]propanoateGenerator
2-Amino-3-[(3-methylbut-2-en-1-yl)sulphanyl]propanoateGenerator
2-Amino-3-[(3-methylbut-2-en-1-yl)sulphanyl]propanoic acidGenerator
Chemical FormulaC8H15NO2S
Average Molecular Weight189.275
Monoisotopic Molecular Weight189.082349419
IUPAC Name2-amino-3-[(3-methylbut-2-en-1-yl)sulfanyl]propanoic acid
Traditional Name2-amino-3-[(3-methylbut-2-en-1-yl)sulfanyl]propanoic acid
CAS Registry Number5287-46-7
SMILES
CC(C)=CCSCC(N)C(O)=O
InChI Identifier
InChI=1S/C8H15NO2S/c1-6(2)3-4-12-5-7(9)8(10)11/h3,7H,4-5,9H2,1-2H3,(H,10,11)
InChI KeyULHWZNASVJIOEM-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cysteine and derivatives. Cysteine and derivatives are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine 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 ParentCysteine and derivatives
Alternative Parents
Substituents
  • Cysteine or derivatives
  • Alpha-amino acid
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Thioether
  • Sulfenyl compound
  • Dialkylthioether
  • 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
Physiological effectNot Available
Disposition
Route of exposureSource
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
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 IDFDB028916
KNApSAcK IDNot Available
Chemspider ID4295950
KEGG Compound IDNot Available
BioCyc IDS-PRENYL-L-CYSTEINE
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5121218
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available