Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:34:46 UTC
Update Date2024-04-30 19:39:15 UTC
Metabolite IDMMDBc0029618
Metabolite Identification
Common NamedTDP-D-Glucose
DescriptiondTDP-D-glucose is a member of the chemical class known as Pyrimidine Nucleotide Sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group. dTDP-D-glucose is a key metabolite in prokaryotes as a precursor for a large number of modified deoxysugars, and these deoxysugars are a major part of various antibiotics, ranging from glycosides to macrolides. (PMID 18051285 )
Structure
Synonyms
ValueSource
dTDP-delta-GlucoseHMDB
dTDP-GlucoseHMDB
DTDPglucoseHMDB
mono-a-D-Glucopyranosyl esterHMDB
mono-alpha-D-Glucopyranosyl esterHMDB
mono-alpha-delta-Glucopyranosyl esterHMDB
TDP-D-GlucoseHMDB
TDP-delta-GlucoseHMDB
TDP-GLCHMDB
TDPGHMDB
Thymidine 5-diphosphate-D-glucoseHMDB
Thymidine 5-diphosphate-delta-glucoseHMDB
Molecular FormulaC16H26N2O16P2
Average Mass564.329
Monoisotopic Mass564.075755818
IUPAC Name{[hydroxy({[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphoryl]oxy}({[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)oxolan-2-yl]methoxy})phosphinic acid
Traditional Namedtdp-D-glucose
CAS Registry Number2196-62-5
SMILES
CC1=CN([C@H]2C[C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OC3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)O2)C(=O)NC1=O
InChI Identifier
InChI=1S/C16H26N2O16P2/c1-6-3-18(16(25)17-14(6)24)10-2-7(20)9(31-10)5-30-35(26,27)34-36(28,29)33-15-13(23)12(22)11(21)8(4-19)32-15/h3,7-13,15,19-23H,2,4-5H2,1H3,(H,26,27)(H,28,29)(H,17,24,25)/t7-,8+,9+,10+,11+,12-,13+,15?/m0/s1
InChI KeyYSYKRGRSMLTJNL-KFQCIAAJSA-N