Showing metabocard for Cysteinylglycine (BMDB0000078)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (1) Show 1 proteinXML
Record Information
Version1.0
Creation Date2016-09-30 22:19:23 UTC
Update Date2020-05-21 16:28:25 UTC
BMDB IDBMDB0000078
Secondary Accession Numbers
  • BMDB00078
Metabolite Identification
Common NameCysteinylglycine
DescriptionCysteinylglycine, also known as CG or cys-gly, belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Cysteinylglycine is a very strong basic compound (based on its pKa). Cysteinylglycine exists in all living species, ranging from bacteria to humans. Cysteinylglycine, with regard to humans, has been linked to the inborn metabolic disorder phenylketonuria.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
CGChEBI
Cys-glyChEBI
N-L-CysteinylglycineChEBI
L-CysteinylglycineKegg
N-Cysteinyl glycineHMDB
N-Cysteinyl-glycineHMDB
N-L-Cysteinyl-glycineHMDB
Cysteinyl-glycineHMDB
C-g DipeptideHMDB
CG DipeptideHMDB
Cysteine glycine dipeptideHMDB
Cysteine-glycine dipeptideHMDB
L-Cys-glyHMDB
N-CysteinylglycineHMDB
CysteinylglycineChEBI
Chemical FormulaC5H10N2O3S
Average Molecular Weight178.21
Monoisotopic Molecular Weight178.041212886
IUPAC Name2-[(2R)-2-amino-3-sulfanylpropanamido]acetic acid
Traditional NameCys-Gly
CAS Registry Number19246-18-5
SMILES
N[C@@H](CS)C(=O)NCC(O)=O
InChI Identifier
InChI=1S/C5H10N2O3S/c6-3(2-11)5(10)7-1-4(8)9/h3,11H,1-2,6H2,(H,7,10)(H,8,9)/t3-/m0/s1
InChI KeyZUKPVRWZDMRIEO-VKHMYHEASA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentDipeptides
Alternative Parents
Substituents
  • Alpha-dipeptide
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid amide
  • Cysteine or derivatives
  • Alpha-amino acid or derivatives
  • Amino acid or derivatives
  • Amino acid
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Alkylthiol
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Organosulfur compound
  • Primary aliphatic amine
  • Primary amine
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Amine
  • Organopnictogen compound
  • Organic oxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
StatusDetected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cytoplasm
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-2.6ALOGPS
logP-3.9ChemAxon
logS-1.5ALOGPS
pKa (Strongest Acidic)3.6ChemAxon
pKa (Strongest Basic)8.08ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area92.42 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity41.03 m³·mol⁻¹ChemAxon
Polarizability16.97 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen Locations
  • Liver
  • Placenta
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
LiverDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
LiverDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
LiverDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
PlacentaExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0000078
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB021891
KNApSAcK IDNot Available
Chemspider ID388596
KEGG Compound IDC01419
BioCyc IDCYS-GLY
BiGG ID1445980
Wikipedia LinkNot Available
METLIN ID5134
PubChem Compound439498
PDB IDNot Available
ChEBI ID4047
References
Synthesis ReferenceHolleman, James W. Synthesis of glutathione and cysteinylglycine by soluble enzymes of rat liver. Compt. rend. (1954), 238 1360-1.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Enzyme Details
1. Glutathione hydrolase 6
General function:
Not Available
Specific function:
Cleaves glutathione conjugates.
Gene Name:
GGT6
Uniprot ID:
A7YWM1
Molecular weight:
49626.0
Reactions
Glutathione + L-Alanine → 5-L-Glutamyl-L-alanine + Cysteinylglycinedetails