ChemFOnt: Showing chemical card for dTDP-alpha-D-glucose (CFc000283860)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:37:31 UTC

Chemfont ID

CFc000283860

Molecule Identification

Common Name

dTDP-alpha-D-glucose

Definition

Tdp-glucose, also known as dtdp-glucose dianion or dtdp-A-D-glucose, is a member of the class of compounds known as pyrimidine nucleotide sugars. Pyrimidine nucleotide sugars are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group. Tdp-glucose is soluble (in water) and a moderately acidic compound (based on its pKa). Tdp-glucose can be found in a number of food items such as bog bilberry, red rice, grass pea, and highbush blueberry, which makes tdp-glucose a potential biomarker for the consumption of these food products. Tdp-glucose exists in all living organisms, ranging from bacteria to humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
dTDP-alpha-D-Glucose	ChEBI
dTDP-Glucose dianion	ChEBI
dTDP-Glucose(2-)	ChEBI
dTDP-a-D-Glucose	Generator
dTDP-Α-D-glucose	Generator
dTDP-a-D-Glucose(2-)	Generator
dTDP-Α-D-glucose(2-)	Generator
Deoxythymidine diphosphate-glucose	MeSH
dTDP-Glucose	MeSH

Chemical Formula

C₁₆H₂₄N₂O₁₆P₂

Average Molecular Weight

562.3131

Monoisotopic Molecular Weight

562.060105754

IUPAC Name

1-[(2R,4S,5R)-4-hydroxy-5-({[hydroxy({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphoryl phosphonato]oxy}methyl)oxolan-2-yl]-5-methyl-2-oxo-1,2-dihydropyrimidin-4-olate

Traditional Name

1-[(2R,4S,5R)-4-hydroxy-5-[({hydroxy[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphosphoryl phosphonato}oxy)methyl]oxolan-2-yl]-5-methyl-2-oxopyrimidin-4-olate

CAS Registry Number

2196-62-5

SMILES

[H][C@]1(O)C[C@@]([H])(O[C@]1([H])COP([O-])(=O)OP(O)(=O)O[C@@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O)N1C=C(C)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)/p-2/t7-,8+,9+,10+,11+,12-,13+,15+/m0/s1

InChI Key

YSYKRGRSMLTJNL-URARBOGNSA-L

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrimidine nucleotide sugars. These are pyrimidine nucleotides bound to a saccharide derivative through the terminal phosphate group.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Pyrimidine nucleotides

Sub Class

Pyrimidine nucleotide sugars

Direct Parent

Pyrimidine nucleotide sugars

Alternative Parents

Substituents

Pyrimidine nucleotide sugar
Pyrimidine 2'-deoxyribonucleoside diphosphate
Pentose phosphate
Monosaccharide phosphate
Organic pyrophosphate
Pyrimidone
Hydropyrimidine
Monosaccharide
Organic phosphoric acid derivative
Oxane
Pyrimidine
Phosphoric acid ester
Alkyl phosphate
Heteroaromatic compound
Vinylogous amide
Tetrahydrofuran
Urea
Secondary alcohol
Lactam
Oxacycle
Azacycle
Organoheterocyclic compound
Polyol
Organooxygen compound
Organonitrogen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Organic oxygen compound
Primary alcohol
Organic anion
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

nucleotide-sugar oxoanion (CHEBI:57477 )

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	33 g/L	ALOGPS
logP	-1.7	ALOGPS
logP	-3.3	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	1.73	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	280.46 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	119.05 m³·mol⁻¹	ChemAxon
Polarizability	45.74 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0304344

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030839

KNApSAcK ID

Not Available

Chemspider ID

26233430

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25202390

PDB ID

Not Available

ChEBI ID

57477

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for dTDP-alpha-D-glucose (CFc000283860)

MOL for CFc000283860 (dTDP-alpha-D-glucose)

3D MOL for CFc000283860 (dTDP-alpha-D-glucose)

3D SDF for CFc000283860 (dTDP-alpha-D-glucose)

3D-SDF for CFc000283860 (dTDP-alpha-D-glucose)

PDB for CFc000283860 (dTDP-alpha-D-glucose)

3D PDB for CFc000283860 (dTDP-alpha-D-glucose)

SMILES for CFc000283860 (dTDP-alpha-D-glucose)

INCHI for CFc000283860 (dTDP-alpha-D-glucose)

Structure for CFc000283860 (dTDP-alpha-D-glucose)

3D Structure for CFc000283860 (dTDP-alpha-D-glucose)