seleno-L-homocysteine (PAMDB120112)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 11:54:54 AM
Metabolite IDPAMDB120112
Identification
Name: seleno-L-homocysteine
Description:A selenoamino acid that is the selenium analogue of L-homocysteine.
Structure
Thumb
🔍MOLSDFPDBSMILESInChIView Structure
Synonyms:
  • seleno-L-homocysteine
  • Selenohomocysteine
Chemical Formula: C4H9NO2SE
Average Molecular Weight: 181.073
Monoisotopic Molecular Weight: 183.98767
InChI Key: RCWCGLALNCIQNM-VKHMYHEASA-N
InChI:InChI=1S/C4H9NO2Se/c5-3(1-2-8)4(6)7/h3,8H,1-2,5H2,(H,6,7)/t3-/m0/s1
CAS number: 29412-93-9
IUPAC Name:2-amino-4-selanylbutanoic acid
Traditional IUPAC Name: 2-amino-4-selanylbutanoic acid
SMILES:C(C[Se])C([N+])C(=O)[O-]
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of chemical entities known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).
Kingdom Chemical entities
Super ClassOrganic compounds
Class Organic acids and derivatives
Sub ClassCarboxylic acids and derivatives
Direct Parent Alpha amino acids
Alternative Parents
Substituents
  • Alpha-amino acid
  • Fatty acid
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Selenol
  • Primary amine
  • Organoselenium compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Primary aliphatic amine
  • Organic oxygen compound
  • Carbonyl group
  • Amine
  • Aliphatic acyclic compound
Molecular Framework Aliphatic acyclic compounds
External Descriptors Not Available
Physical Properties
State: Solid
Charge:0
Melting point: Not Available
Experimental Properties:
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility210.0 mg/mLALOGPS
logP-3.1ALOGPS
logP-3.9ChemAxon
logS0.06ALOGPS
pKa (Strongest Acidic)1.41ChemAxon
pKa (Strongest Basic)9.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area63.32 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity38.16 m3·mol-1ChemAxon
Polarizability12.78 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations: Not Available
Reactions:
seleno-L-homocysteine + N5-methyl--tetrahydropteroyl tri-L-glutamate + Hydrogen ion → seleno-L-methionine + tetrahydropteroyl tri-L-glutamate
Pathways:
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MSNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001r-1900000000-8c5ef30ac2fe25f165feView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0019-0900000000-2b4556d8cf18b53be4d5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-5900000000-2d48596c12bbf13ea974View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-1900000000-17c55a96eff48db32ab4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01x9-6900000000-1285534df513770bbd95View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-9400000000-fa4748f901bed9dc4482View in MoNA
References
References:
  • Zhou ZS, Smith AE, Matthews RG (2000)L-Selenohomocysteine: one-step synthesis from L-selenomethionine and kinetic analysis as substrate for methionine synthases. Bioorganic & medicinal chemistry letters 10, Pubmed: 11078203
  • Esaki N, Nakamura T, Tanaka H, Soda K (1982)Selenocysteine lyase, a novel enzyme that specifically acts on selenocysteine. Mammalian distribution and purification and properties of pig liver enzyme. The Journal of biological chemistry 257, Pubmed: 6461656
  • Esaki N, Nakamura T, Tanaka H, Suzuki T, Morino Y, Soda K (1981)Enzymatic synthesis of selenocysteine in rat liver. Biochemistry 20, Pubmed: 6456763
  • Peariso K, Zhou ZS, Smith AE, Matthews RG, Penner-Hahn JE (2001)Characterization of the zinc sites in cobalamin-independent and cobalamin-dependent methionine synthase using zinc and selenium X-ray absorption spectroscopy. Biochemistry 40, Pubmed: 11170420
  • Esaki N, Seraneeprakarn V, Tanaka H, Soda K (1988)Purification and characterization of Clostridium sticklandii D-selenocystine alpha, beta-lyase. Journal of bacteriology 170, Pubmed: 3338973
Synthesis Reference: Not Available
Material Safety Data Sheet (MSDS) Not Available
External Links:
ResourceLink
METABOLIGHTSMTBLC9096
HMDBHMDB04119
CHEBI9096
PUBCHEM25245624
LIGAND-CPDC05698