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Showing Compound Selenocysteine (FDB002262)

Record Information
Version1.0
Creation date2010-04-08 22:05:18 UTC
Update date2019-11-26 02:57:15 UTC
Primary IDFDB002262
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameSelenocysteine
DescriptionFormed by seleniferous plants, e.g. onion, cabbage Amino Acids, Sulfur ; A naturally occurring amino acid in both eukaryotic and prokaryotic organisms. It is found in tRNAs and in the catalytic site of some enzymes. The genes for glutathione peroxidase and formate dehydrogenase contain the TGA codon, which codes for this amino acid. -- Pubchem; Selenocysteine is an amino acid that is present in several enzymes (for example glutathione peroxidases, tetraiodothyronine 5' deiodinases, thioredoxin reductases, formate dehydrogenases, glycine reductases and some hydrogenases).; Selenocysteine is an amino acid that is present in several enzymes (for example glutathione peroxidases, tetraiodothyronine 5' deiodinases, thioredoxin reductases, formate dehydrogenases, glycine reductases and some hydrogenases). Selenocysteine has a structure similar to cysteine, but with an atom of selenium taking the place of the usual sulfur. Proteins that include a selenocysteine residue are called selenoproteins. -- Wikipedia
CAS Number3614-08-2
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
3-SelenoalanineChEBI
SelenocysteinChEBI
SelenozysteinChEBI
(2R)-2-amino-3-selanylpropanoatebiospider
(2R)-2-amino-3-selanylpropanoic acidbiospider
2-Amino-3-selenylpropanoic aciddb_source
3-seleno-alaninebiospider
3-Selenyl-DL-alaninebiospider
3-selenyl-L-Alaninebiospider
3-Selenylalanine, 9CI, 8CIdb_source
Alanine, 3-seleno-biospider
DL-selenocysteinebiospider
L-Alanine, 3-selenyl-biospider
L-selenocysteinbiospider
L-selenocysteinebiospider
L-selenozysteinbiospider
Seleno-(DL)-cysteinebiospider
Predicted Properties
PropertyValueSource
Water Solubility325 g/LALOGPS
logP-3.2ALOGPS
logP-4.1ChemAxon
logS0.29ALOGPS
pKa (Strongest Acidic)1.27ChemAxon
pKa (Strongest Basic)8.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area63.32 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity33.45 m³·mol⁻¹ChemAxon
Polarizability10.77 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC3H7NO2Se
IUPAC name2-amino-3-selanylpropanoic acid
InChI IdentifierInChI=1S/C3H7NO2Se/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)
InChI KeyZKZBPNGNEQAJSX-UHFFFAOYSA-N
Isomeric SMILESNC(C[SeH])C(O)=O
Average Molecular Weight168.05
Monoisotopic Molecular Weight168.964200301
Classification
Description Belongs to the class of organic compounds 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).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAlpha amino acids
Alternative Parents
Substituents
  • Alpha-amino acid
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Selenol
  • Primary amine
  • Organoselenium compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Primary aliphatic amine
  • Carbonyl group
  • Amine
  • Organic oxide
  • Organopnictogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
OntologyNo ontology term
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 21.44%; H 4.20%; N 8.33%; O 19.04%; Se 46.98%DFC
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
Charge0
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MSNot Available
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01b9-0900000000-c8ffa5a359d6ea087d522016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01b9-0900000000-f296433b91ac308291392016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00dl-5900000000-01934613850e28c355d22016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-f06990efc728c30c2a0f2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00kr-8900000000-2ed8e8adffeac05151342016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-9200000000-474ca8a8f6523619c1832016-08-03View Spectrum
NMRNot Available
ChemSpider ID23436
ChEMBL IDCHEMBL109962
KEGG Compound IDC05688
Pubchem Compound ID25076
Pubchem Substance IDNot Available
ChEBI ID9093
Phenol-Explorer IDNot Available
DrugBank IDDB02345
HMDB IDHMDB03288
CRC / DFC (Dictionary of Food Compounds) IDCHX80-Z:CHX80-Z
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID46290
KNApSAcK IDC00034230
HET IDCSE
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDSelenocysteine
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
Enzymes
NameGene NameUniProt ID
Selenocysteine lyaseSCLYQ96I15
Glutathione peroxidase 1GPX1P07203
Phospholipid hydroperoxide glutathione peroxidase, mitochondrialGPX4P36969
Glutathione peroxidase 3GPX3P22352
Glutathione peroxidase 2GPX2P18283
Cystathionine gamma-lyaseCTHP32929
Selenide, water dikinase 2SEPHS2Q99611
Type I iodothyronine deiodinaseDIO1P49895
Type II iodothyronine deiodinaseDIO2Q92813
O-phosphoseryl-tRNA(Sec) selenium transferaseSEPSECSQ9HD40
Aflatoxin B1 aldehyde reductase member 4AKR7LQ8NHP1
Methionine-R-sulfoxide reductase B1MSRB1Q9NZV6
Pathways
NameSMPDB LinkKEGG Link
Selenoamino Acid MetabolismSMP00029 map00450
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.