Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-18 01:55:06 UTC
Update Date2022-08-31 18:26:27 UTC
Metabolite IDMMDBc0031922
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 in thiamin diphosphate biosynthesis I in E.coli, where it is a substrate for the enzyme thiamine phosphate synthase which catalyzes the reaction 2-[(2R,5Z)-2-Carboxy-4-methylthiazol-5(2H)-ylidene]ethyl phosphate + 4-amino-2-methyl-5-diphosphomethylpyrimidine + 2 H+ -> thiamin phosphate + CO2 + diphosphate. In thiazole biosynthesis I, it is a product for enzyme thiazole synthase which catalyzes reaction 1-deoxy-D-xylulose 5-phosphate + 2-iminoacetate + a thiocarboxy-[ThiS-Protein] -> 2-[(2R,5Z)-2-Carboxy-4-methylthiazol-5(2H)-ylidene]ethyl phosphate + a ThiS sulfur-carrier protein + 2 H2O. (BioCyc compound: CPD-13575).
Structure
Synonyms
ValueSource
(R,Z)-2-(2-Carboxy-4-methylthiazol-5(2H)-ylidene)ethyl phosphateChEBI
CThz*-pChEBI
(R,Z)-2-(2-Carboxy-4-methylthiazol-5(2H)-ylidene)ethyl phosphoric acidGenerator
2-[(2R,5Z)-2-Carboxy-4-methylthiazol-5(2H)-ylidene]ethyl phosphoric acidGenerator
Molecular FormulaC7H10NO6PS
Average Mass267.19
Monoisotopic Mass266.996645218
IUPAC Name(2R,5Z)-4-methyl-5-[2-(phosphonooxy)ethylidene]-2,5-dihydro-1,3-thiazole-2-carboxylic acid
Traditional Name(2R,5Z)-4-methyl-5-[2-(phosphonooxy)ethylidene]-2H-1,3-thiazole-2-carboxylic acid
CAS Registry NumberNot Available
SMILES
CC1=N[C@H](S\C1=C/COP(O)(O)=O)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)/b5-2-/t6-/m1/s1
InChI KeyPQMCQNOVNFNPFJ-HYIMLASBSA-N