Record Information
Version 1.0
Update Date 1/22/2018 11:54:53 AM
Metabolite IDPAMDB004174
Identification
Name: Thioredoxin
Description:Proteins that act as antioxidants by facilitating the reduction of other proteins by cysteine thiol-disulfide exchange
Structure
Thumb
Synonyms:
  • 2 Thiol L histidine betaine
  • 2-Thiol-L-histidine-betaine
  • Thioneine
Chemical Formula: C9H16N3O2S
Average Molecular Weight: 230.31
Monoisotopic Molecular Weight: 230.095774361
InChI Key: SSISHJJTAXXQAX-ZETCQYMHSA-O
InChI:InChI=1S/C9H15N3O2S/c1-12(2,3)7(8(13)14)4-6-5-10-9(15)11-6/h5,7H,4H2,1-3H3,(H2-,10,11,13,14,15)/p+1/t7-/m0/s1
CAS number: 52500-60-4
IUPAC Name:[(1S)-1-carboxy-2-(2-sulfanyl-1H-imidazol-4-yl)ethyl]trimethylazanium
Traditional IUPAC Name: [(1S)-1-carboxy-2-(2-sulfanyl-1H-imidazol-4-yl)ethyl]trimethylazanium
SMILES:C[N+](C)(C)[C@@H](CC1=CNC(S)=N1)C(O)=O
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as histidine and derivatives. These are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
Kingdom Organic compounds
Super ClassOrganic acids and derivatives
Class Carboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct Parent Histidine and derivatives
Alternative Parents
Substituents
  • Histidine or derivatives
  • L-alpha-amino acid
  • Alpha-amino acid
  • Aralkylamine
  • Imidazole-2-thione
  • Tetraalkylammonium salt
  • Heteroaromatic compound
  • Quaternary ammonium salt
  • Imidazole
  • Azole
  • Thiourea
  • Azacycle
  • Organoheterocyclic compound
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Organic oxide
  • Hydrocarbon derivative
  • Organic cation
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Amine
  • Aromatic heteromonocyclic compound
Molecular Framework Aromatic heteromonocyclic compounds
External Descriptors Not Available
Physical Properties
State: Not Available
Charge:1
Melting point: Not Available
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility0.0392 mg/mLALOGPS
logP-0.09ALOGPS
logP-4.3ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)1.87ChemAxon
pKa (Strongest Basic)5.07ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area65.98 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity70.96 m3·mol-1ChemAxon
Polarizability23.88 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations: Cytoplasm
Reactions:
Pathways:
Spectra
Spectra:
References
References: Not Available
Synthesis Reference: Not Available
Material Safety Data Sheet (MSDS) Not Available
External Links:
ResourceLink
CHEBI IDNot Available
HMDB IDNot Available
Pubchem Compound ID3037043
Kegg IDC00342
ChemSpider ID2300896
Wikipedia IDErgothioneine
BioCyc IDNot Available