4-Methyl-5-(2-phosphoethyl)-thiazole (PAMDB000942)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 11:54:54 AM
Metabolite IDPAMDB000942
Identification
Name: 4-Methyl-5-(2-phosphoethyl)-thiazole
Description:4-methyl-5-(2-phosphoethyl)-thiazole is a member of the chemical class known as Organophosphate Esters. These are organic compounds containing phosphoric acid ester functional group.
Structure
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🔍MOLSDFPDBSMILESInChIView Structure
Synonyms:
  • 2-(4-Methyl-1,3-thiazol-5-yl)ethyl dihydrogen phosphate
  • 2-(4-Methyl-1,3-thiazol-5-yl)ethyl dihydrogen phosphoric acid
  • 4-4-Methyl-5-(2-phosphonooxyethyl)-thiazole
  • 4-methyl-5-(β-hydroxyethyl)thiazole phosphate
  • 4-Methyl-5-(β-hydroxyethyl)thiazole phosphoric acid
  • 4-methyl-5-(2-phosphoethyl)-thiazole
  • 4-Methyl-5-(2-phosphono-oxyethyl)-thiazole
  • 4-Methyl-5-(2-phosphonooxyethyl)-thiazole
  • 4-Methyl-5-(2-phosphonooxyethyl)thiazole
  • 4-Methyl-5-(b-hydroxyethyl)thiazole phosphate
  • 4-Methyl-5-(b-hydroxyethyl)thiazole phosphoric acid
  • 4-Methyl-5-(beta-hydroxyethyl)thiazole phosphate
  • 4-Methyl-5-(beta-hydroxyethyl)thiazole phosphoric acid
  • 4-Methyl-5-(β-hydroxyethyl)thiazole phosphate
  • 4-Methyl-5-(β-hydroxyethyl)thiazole phosphoric acid
  • 4-Methyl-5-Hydroxyethylthiazole Phosphate
  • 4-Methyl-5-hydroxyethylthiazole phosphoric acid
  • THQ
  • THZ-p
  • TZP
Chemical Formula: C6H10NO4PS
Average Molecular Weight: 223.187
Monoisotopic Molecular Weight: 223.006815015
InChI Key: BAAGZOYOQNMHKY-UHFFFAOYSA-N
InChI:InChI=1S/C6H10NO4PS/c1-4-5(13-3-7-4)2-6(8)12(9,10)11/h3,6,8H,2H2,1H3,(H2,9,10,11)
CAS number: Not Available
IUPAC Name:[1-hydroxy-2-(4-methyl-1,3-thiazol-5-yl)ethyl]phosphonic acid
Traditional IUPAC Name: 1-hydroxy-2-(4-methyl-1,3-thiazol-5-yl)ethylphosphonic acid
SMILES:CC1=C(CC(O)P(O)(O)=O)SC=N1
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as 4,5-disubstituted thiazoles. These are compounds containing a thiazole ring substituted at positions 4 and 5 only.
Kingdom Organic compounds
Super ClassOrganoheterocyclic compounds
Class Azoles
Sub ClassThiazoles
Direct Parent 4,5-disubstituted thiazoles
Alternative Parents
Substituents
  • 4,5-disubstituted 1,3-thiazole
  • Heteroaromatic compound
  • Organophosphonic acid derivative
  • Organophosphonic acid
  • Azacycle
  • Hydrocarbon derivative
  • Organophosphorus compound
  • Organooxygen compound
  • Organonitrogen compound
  • 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 Solubility3.35 mg/mLALOGPS
logP-0.44ALOGPS
logP-2ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)1.26ChemAxon
pKa (Strongest Basic)2.54ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area90.65 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity47.32 m3·mol-1ChemAxon
Polarizability19.21 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations: Cytoplasm
Reactions:
Adenosine triphosphate + Dehydroglycine + 1-Deoxy-D-xylulose 5-phosphate + Hydrogen ion + IscS with bound sulfur + NADPH > 4-Methyl-5-(2-phosphoethyl)-thiazole + Adenosine monophosphate + Carbon dioxide +2 Water + IscS sulfur acceptor protein + NADP + Pyrophosphate
5-(2-Hydroxyethyl)-4-methylthiazole + Adenosine triphosphate + 4-methyl-5-(2-hydroxyethyl)thiazole <> 4-Methyl-5-(2-phosphoethyl)-thiazole + ADP + Hydrogen ion
2-Methyl-4-amino-5-hydroxymethylpyrimidine diphosphate + 4-Methyl-5-(2-phosphoethyl)-thiazole + Hydrogen ion <> Pyrophosphate + Thiamine monophosphate
2-Methyl-4-amino-5-hydroxymethylpyrimidine diphosphate + 4-Methyl-5-(2-phosphoethyl)-thiazole <> Pyrophosphate + Thiamine monophosphate
Adenosine triphosphate + 5-(2-Hydroxyethyl)-4-methylthiazole <> ADP + 4-Methyl-5-(2-phosphoethyl)-thiazole
C15815 + L-Tyrosine + Iminoglycine <> 4-Methyl-5-(2-phosphoethyl)-thiazole
Adenosine triphosphate + 5-(2-Hydroxyethyl)-4-methylthiazole > Hydrogen ion + ADP + 4-Methyl-5-(2-phosphoethyl)-thiazole
Pathways:
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-05fr-0290000000-49b2f96ba724ad894125View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-9630000000-5f58842e96106e67e2f2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001i-9400000000-3c7e419b92549bd71e64View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-3290000000-a031cd9d82030e654164View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-003r-9310000000-b32ab53d9c6a64f1b6dcView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0059-9000000000-7a5b0f5a6d20ed12bde3View in MoNA
References
References:
  • Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. Pubmed: 22080510
  • Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. Pubmed: 21097882
  • van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25. Pubmed: 17765195
Synthesis Reference: Not Available
Material Safety Data Sheet (MSDS) Not Available
External Links:
ResourceLink
CHEBI ID17857
HMDB IDNot Available
Pubchem Compound ID1137
Kegg IDC04327
ChemSpider ID1105
Wikipedia IDNot Available
BioCyc IDTHZ-P
EcoCyc IDTHZ-P