Showing metabocard for L-Homocystine (BMDB0000676)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:34:46 UTC
Update Date2020-04-22 15:04:45 UTC
BMDB IDBMDB0000676
Secondary Accession Numbers
  • BMDB00676
Metabolite Identification
Common NameL-Homocystine
DescriptionL-Homocystine belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. L-Homocystine, with regard to humans, has been found to be associated with several diseases such as eosinophilic esophagitis and homocystinuria-megaloblastic anemia due to defect in cobalamin metabolism, cblg complementation type; L-homocystine has also been linked to several inborn metabolic disorders including homocystinuria due to defect of n(5,10)-methylene thf deficiency and homocystinuria. Based on a literature review a significant number of articles have been published on L-Homocystine.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
4,4'-Dithiobis(2-aminobutyric acid)HMDB
4,4'-Dithiobis-2-amino-L-butyrateHMDB
4,4'-Dithiobis-2-amino-L-butyric acidHMDB
[S-(R*,r*)]-4,4'-dithiobis-2-amino-butanoateHMDB
[S-(R*,r*)]-4,4'-dithiobis-2-amino-butanoic acidHMDB
2-Amino-4-{[(3S)-3-amino-3-carboxypropyl]disulfanyl}butanoateHMDB
2-Amino-4-{[(3S)-3-amino-3-carboxypropyl]disulphanyl}butanoateHMDB
2-Amino-4-{[(3S)-3-amino-3-carboxypropyl]disulphanyl}butanoic acidHMDB
Chemical FormulaC8H16N2O4S2
Average Molecular Weight268.354
Monoisotopic Molecular Weight268.05514839
IUPAC Name2-amino-4-{[(3S)-3-amino-3-carboxypropyl]disulfanyl}butanoic acid
Traditional Name2-amino-4-{[(3S)-3-amino-3-carboxypropyl]disulfanyl}butanoic acid
CAS Registry Number626-72-2
SMILES
NC(CCSSCC[C@H](N)C(O)=O)C(O)=O
InChI Identifier
InChI=1S/C8H16N2O4S2/c9-5(7(11)12)1-3-15-16-4-2-6(10)8(13)14/h5-6H,1-4,9-10H2,(H,11,12)(H,13,14)/t5-,6?/m0/s1
InChI KeyZTVZLYBCZNMWCF-ZBHICJROSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentL-alpha-amino acids
Alternative Parents
Substituents
  • L-alpha-amino acid
  • Thia fatty acid
  • Dicarboxylic acid or derivatives
  • Fatty acyl
  • Fatty acid
  • Amino acid
  • Organic disulfide
  • Dialkyldisulfide
  • Carboxylic acid
  • Sulfenyl compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Primary amine
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Primary aliphatic amine
  • Organic oxide
  • Organopnictogen compound
  • Carbonyl group
  • Amine
  • 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 Point300 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.2 mg/mL at 25 °CNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-4.2ALOGPS
logP-5.3ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)1.8ChemAxon
pKa (Strongest Basic)9.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area126.64 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity64.38 m³·mol⁻¹ChemAxon
Polarizability26.92 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 IDHMDB0000676
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022176
KNApSAcK IDNot Available
Chemspider ID62590
KEGG Compound IDC01817
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkHomocystine
METLIN IDNot Available
PubChem Compound69382
PDB IDNot Available
ChEBI ID89698
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available