ChemFOnt: Showing chemical card for UDP-alpha-D-xylose (CFc000284045)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:37:52 UTC

Chemfont ID

CFc000284045

Molecule Identification

Common Name

UDP-alpha-D-xylose

Definition

Udp-alpha-d-xylose is a member of the class of compounds known as pyrimidine ribonucleoside diphosphates. Pyrimidine ribonucleoside diphosphates are pyrimidine ribonucleotides with diphosphate group linked to the ribose moiety. Udp-alpha-d-xylose is soluble (in water) and a moderately acidic compound (based on its pKa). Udp-alpha-d-xylose can be found in a number of food items such as pak choy, turmeric, arrowhead, and agar, which makes udp-alpha-d-xylose a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-{3,4-dihydroxy-5-[({hydroxy[(3,4,5-trihydroxyoxan-2-yl)oxy]phosphoryl phosphonato}oxy)methyl]oxolan-2-yl}-2-oxo-1,2-dihydropyrimidin-4-olic acid	Generator

Chemical Formula

C₁₄H₂₀N₂O₁₆P₂

Average Molecular Weight

534.261

Monoisotopic Molecular Weight

534.029903728

IUPAC Name

[5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl [(3,4,5-trihydroxyoxan-2-yl phosphonato)oxy]phosphonate

Traditional Name

[5-(2,4-dioxo-3H-pyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl (3,4,5-trihydroxyoxan-2-yl phosphonato)oxyphosphonate

CAS Registry Number

3616-06-6

SMILES

OC1C(O)C(OC1COP([O-])(=O)OP([O-])(=O)OC1OCC(O)C(O)C1O)N1C=CC(=O)NC1=O

InChI Identifier

InChI=1S/C14H22N2O16P2/c17-5-3-28-13(11(22)8(5)19)31-34(26,27)32-33(24,25)29-4-6-9(20)10(21)12(30-6)16-2-1-7(18)15-14(16)23/h1-2,5-6,8-13,17,19-22H,3-4H2,(H,24,25)(H,26,27)(H,15,18,23)/p-2

InChI Key

DQQDLYVHOTZLOR-UHFFFAOYSA-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 ribonucleoside diphosphate
Pentose phosphate
Pentose-5-phosphate
Glycosyl compound
N-glycosyl compound
Monosaccharide phosphate
Organic pyrophosphate
Pyrimidone
Hydropyrimidine
Monosaccharide
Organic phosphoric acid derivative
Phosphoric acid ester
Pyrimidine
Alkyl phosphate
Vinylogous amide
Heteroaromatic compound
Tetrahydrofuran
Lactam
Urea
Secondary alcohol
Organoheterocyclic compound
Azacycle
Oxacycle
Alcohol
Primary alcohol
Organonitrogen compound
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Organic anion
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

UDP-L-arabinofuranose (CPD-12512 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0304529)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	30.6 g/L	ALOGPS
logP	-1.5	ALOGPS
logP	-4.4	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	1.73	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	276.97 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	98.25 m³·mol⁻¹	ChemAxon
Polarizability	43.05 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

HMDB0304529

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB031246

KNApSAcK ID

Not Available

Chemspider ID

21232501

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for UDP-alpha-D-xylose (CFc000284045)

MOL for CFc000284045 (UDP-alpha-D-xylose)

3D MOL for CFc000284045 (UDP-alpha-D-xylose)

3D SDF for CFc000284045 (UDP-alpha-D-xylose)

3D-SDF for CFc000284045 (UDP-alpha-D-xylose)

PDB for CFc000284045 (UDP-alpha-D-xylose)

3D PDB for CFc000284045 (UDP-alpha-D-xylose)

SMILES for CFc000284045 (UDP-alpha-D-xylose)

INCHI for CFc000284045 (UDP-alpha-D-xylose)

Structure for CFc000284045 (UDP-alpha-D-xylose)

3D Structure for CFc000284045 (UDP-alpha-D-xylose)