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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2013-05-17 01:24:29 UTC
Update Date2017-12-07 17:04:17 UTC
HMDB IDHMDB0060489
Secondary Accession Numbers
  • HMDB60489
Metabolite Identification
Common NameMethylselenic acid
DescriptionMethylselenic acid, also known as methylseleninate, belongs to the class of organic compounds known as seleninic acids and derivatives. Seleninic acids and derivatives are compounds containing a seleninic acid moiety, with the general structure RSe(=O)OH. Methylselenic acid is soluble (in water) and a moderately acidic compound (based on its pKa). Methylselenic acid exists in all eukaryotes, ranging from yeast to humans.
Structure
Thumb
Synonyms
ValueSource
MethylseleninateChEBI
Methylselenic acidMeSH
Chemical FormulaCH4O2Se
Average Molecular Weight127.0
Monoisotopic Molecular Weight127.9376512
IUPAC Namemethaneseleninic acid
Traditional Namemethaneseleninic acid
CAS Registry NumberNot Available
SMILES
C[Se](O)=O
InChI Identifier
InChI=1S/CH4O2Se/c1-4(2)3/h1H3,(H,2,3)
InChI KeyUEQANLFPOFICBH-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as seleninic acids and derivatives. These are compounds containing a seleninic acid moiety, with the general structure RSe(=O)OH.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassSeleninic acids and derivatives
Sub ClassNot Available
Direct ParentSeleninic acids and derivatives
Alternative Parents
Substituents
  • Seleninic acid or derivatives
  • Selenenic acid
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organoselenium compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Not Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility301 g/LALOGPS
logP-0.95ALOGPS
logP-1ChemAxon
logS0.37ALOGPS
pKa (Strongest Acidic)1.5ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity23.07 m³·mol⁻¹ChemAxon
Polarizability6.9 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-03di-0900000000-738c5bab40812dbe3dbfView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0900000000-c2249b4b1c826652f1ceView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-0900000000-e5486d4ba90b4e382f5cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004i-0900000000-cbdf2df1455dc55d640bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-1900000000-e1879fefae142859e17eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-3900000000-1fbc5dd6c684fa8e77deView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-0900000000-a6230738f288f38b27b2View in MoNA
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDC18902
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkMethaneseleninic_Acid
METLIN IDNot Available
PubChem Compound161597
PDB IDNot Available
ChEBI ID77012
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Magrane M: UniProt Knowledgebase: a hub of integrated protein data. Database (Oxford). 2011 Mar 29;2011:bar009. doi: 10.1093/database/bar009. Print 2011. [PubMed:21447597 ]

Enzymes

General function:
Involved in oxidoreductase activity
Specific function:
Isoform 1 may possess glutaredoxin activity as well as thioredoxin reductase activity and induces actin and tubulin polymerization, leading to formation of cell membrane protrusions. Isoform 4 enhances the transcriptional activity of estrogen receptors alpha and beta while isoform 5 enhances the transcriptional activity of the beta receptor only. Isoform 5 also mediates cell death induced by a combination of interferon-beta and retinoic acid.
Gene Name:
TXNRD1
Uniprot ID:
Q16881
Molecular weight:
70905.58
Reactions
NADPH + Hydrogen Ion + Methylselenic acid → NADP + Water + Methaneselenoldetails
General function:
Involved in oxidoreductase activity
Specific function:
Maintains thioredoxin in a reduced state. Implicated in the defenses against oxidative stress. May play a role in redox-regulated cell signaling.
Gene Name:
TXNRD2
Uniprot ID:
Q9NNW7
Molecular weight:
56506.275
Reactions
NADPH + Hydrogen Ion + Methylselenic acid → NADP + Water + Methaneselenoldetails
General function:
Involved in oxidoreductase activity
Specific function:
Displays thioredoxin reductase, glutaredoxin and glutathione reductase activities. Catalyzes disulfide bond isomerization. Promotes disulfide bond formation between GPX4 and various sperm proteins and may play a role in sperm maturation by promoting formation of sperm structural components (By similarity).
Gene Name:
TXNRD3
Uniprot ID:
Q86VQ6
Molecular weight:
66600.92
Reactions
NADPH + Hydrogen Ion + Methylselenic acid → NADP + Water + Methaneselenoldetails