Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 01:47:16 UTC
Update Date2022-08-31 18:24:08 UTC
Metabolite IDMMDBc0031740
Metabolite Identification
Common Name2-((2R,5Z)-2-Carboxy-4-methylthiazol-5(2H)-ylidene)ethyl phosphate
Description2-((2R,5Z)-2-Carboxy-4-methylthiazol-5(2H)-ylidene)ethyl phosphate is an intermediate involved in thiamine diphosphate biosynthesis. Thiamine diphosphate, also known as vitamin B1, is known to play a fundamental role in energy metabolism. It is an essential cofactor for a variety of enzymes such as transketolase, pyruvate dehydrogenase, pyruvate decarboxylase, and alpha-ketoglutarate dehydrogenase. Thiamine is synthesized de novo by microorganisms, plants and some lower eukaryotes (e.g. Plasmodium), but not by higher eukaryotes, which must obtain it through their diet.
Structure
Synonyms
ValueSource
2-((2R,5Z)-2-Carboxy-4-methylthiazol-5(2H)-ylidene)ethyl phosphoric acidGenerator
Molecular FormulaC7H7NO6PS
Average Mass264.172
Monoisotopic Mass263.973169163
IUPAC Name(5Z)-4-methyl-5-[2-(phosphonatooxy)ethylidene]-2,5-dihydro-1,3-thiazole-2-carboxylate
Traditional Name(5Z)-4-methyl-5-[2-(phosphonatooxy)ethylidene]-2H-1,3-thiazole-2-carboxylate
CAS Registry NumberNot Available
SMILES
[H]\C(COP([O-])([O-])=O)=C1\SC(N=C1C)C([O-])=O
InChI Identifier
InChI=1S/C7H10NO6PS/c1-4-5(2-3-14-15(11,12)13)16-6(8-4)7(9)10/h2,6H,3H2,1H3,(H,9,10)(H2,11,12,13)/p-3/b5-2-
InChI KeyPQMCQNOVNFNPFJ-DJWKRKHSSA-K