Showing metabocard for L-Cysteinylglycine disulfide (BMDB0000709)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:35:16 UTC
Update Date2020-04-22 15:04:55 UTC
BMDB IDBMDB0000709
Secondary Accession Numbers
  • BMDB00709
Metabolite Identification
Common NameL-Cysteinylglycine disulfide
DescriptionL-Cysteinylglycine disulfide, also known as cystinyl-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. Based on a literature review very few articles have been published on L-Cysteinylglycine disulfide.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
L-Cysteinylglycine disulphideGenerator
(R)-N-(3-((2-Amino-2-carboxyethyl)dithio)-ala)-glyHMDB
3-[[2-Amino-2-[(carboxymethyl)carbamoyl]ethyl]dithio]-alanineHMDB
Cystinyl-glyHMDB
CystinylglycineHMDB
L-Cysteinyl-glycine disulfideHMDB
(2R)-2-Amino-3-({2-amino-2-[(carboxymethyl)-C-hydroxycarbonimidoyl]ethyl}disulfanyl)propanoateHMDB
(2R)-2-Amino-3-({2-amino-2-[(carboxymethyl)-C-hydroxycarbonimidoyl]ethyl}disulphanyl)propanoateHMDB
(2R)-2-Amino-3-({2-amino-2-[(carboxymethyl)-C-hydroxycarbonimidoyl]ethyl}disulphanyl)propanoic acidHMDB
Chemical FormulaC8H15N3O5S2
Average Molecular Weight297.352
Monoisotopic Molecular Weight297.045311985
IUPAC Name(2R)-2-amino-3-({2-amino-2-[(carboxymethyl)carbamoyl]ethyl}disulfanyl)propanoic acid
Traditional Name(2R)-2-amino-3-{[2-amino-2-(carboxymethylcarbamoyl)ethyl]disulfanyl}propanoic acid
CAS Registry Number70555-24-7
SMILES
N[C@@H](CSSCC(N)C(=O)NCC(O)=O)C(O)=O
InChI Identifier
InChI=1S/C8H15N3O5S2/c9-4(7(14)11-1-6(12)13)2-17-18-3-5(10)8(15)16/h4-5H,1-3,9-10H2,(H,11,14)(H,12,13)(H,15,16)/t4?,5-/m0/s1
InChI KeyZHRLECIZINSPKL-AKGZTFGVSA-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
  • L-cysteine-s-conjugate
  • N-acyl-alpha amino acid or derivatives
  • N-acyl-alpha-amino acid
  • Alpha-amino acid amide
  • Cysteine or derivatives
  • Alpha-amino acid
  • Alpha-amino acid or derivatives
  • L-alpha-amino acid
  • Dicarboxylic acid or derivatives
  • Organic disulfide
  • Amino acid or derivatives
  • Dialkyldisulfide
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Amino acid
  • Sulfenyl compound
  • Carboxylic acid
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Primary aliphatic amine
  • Organosulfur compound
  • Primary amine
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Amine
  • Organopnictogen compound
  • Organic oxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
StatusExpected 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-4ALOGPS
logP-7ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)1.87ChemAxon
pKa (Strongest Basic)9.08ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area155.74 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity67.68 m³·mol⁻¹ChemAxon
Polarizability28.47 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0000709
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022195
KNApSAcK IDNot Available
Chemspider ID17215992
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID5677
PubChem Compound22833544
PDB IDNot Available
ChEBI ID89930
References
Synthesis ReferenceWeygand, Friedrich; Zumach, Gerhard. Synthesis of cystine peptides by dehydrogenation with vicinal dihalogen derivatives. Zeitschrift fuer Naturforschung (1962), 17b 807-10. CODEN: ZNTFA2 ISSN:0372-9516. CAN 59:3854 AN 1963:403854
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available