ChemFOnt: Showing chemical card for Uridine diphosphate acetylgalactosamine 4-sulfate (CFc000000745)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:45:14 UTC

Chemfont ID

CFc000000745

Molecule Identification

Common Name

Uridine diphosphate acetylgalactosamine 4-sulfate

Definition

Uridine diphosphate, abbreviated UDP, is a nucleotide. It is an ester of pyrophosphoric acid with the nucleoside uridine. UDP consists of the pyrophosphate group, the pentose sugar ribose, and the nucleobase uracil.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Uridine diphosphate acetylgalactosamine 4-sulphate	Generator
Uridine diphosphoric acid acetylgalactosamine 4-sulfuric acid	Generator
Uridine diphosphoric acid acetylgalactosamine 4-sulphuric acid	Generator
UDP Acetylgalactosamine-4-sulfate	HMDB
UDP Acetylgalactosamine-4-sulphate	HMDB
UDP-GalNAc-S	HMDB
UDP-N-Acetylgalactosamine 4-sulfate	HMDB
UDP-N-Acetylgalactosamine 4-sulphate	HMDB
UDP-N-Acetylgalactosamine-4-sulfate	HMDB
UDP-N-Acetylgalactosamine-4-sulphate	HMDB
Uridine diphosphate acetylgalactosamine-4-sulfate	HMDB
Uridine diphosphate acetylgalactosamine-4-sulphate	HMDB
Uridine diphosphate-N-acetylgalactosamine 4-sulfate	HMDB
Uridine diphosphate-N-acetylgalactosamine 4-sulphate	HMDB
[({[(2R,3S,4R,5R)-3-[({[(2R,3R,4R,5R)-5-amino-1,2,4-trihydroxy-6,7-dioxooctan-3-yl]oxy}sulfonyl)oxy]-4-hydroxy-5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonate	HMDB
[({[(2R,3S,4R,5R)-3-[({[(2R,3R,4R,5R)-5-amino-1,2,4-trihydroxy-6,7-dioxooctan-3-yl]oxy}sulphonyl)oxy]-4-hydroxy-5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonate	HMDB
[({[(2R,3S,4R,5R)-3-[({[(2R,3R,4R,5R)-5-amino-1,2,4-trihydroxy-6,7-dioxooctan-3-yl]oxy}sulphonyl)oxy]-4-hydroxy-5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid	HMDB

Chemical Formula

C₁₇H₂₇N₃O₂₀P₂S

Average Molecular Weight

687.417

Monoisotopic Molecular Weight

687.038384033

IUPAC Name

[({[(2R,3S,4R,5R)-3-[({[(2R,3R,4R,5R)-5-amino-1,2,4-trihydroxy-6,7-dioxooctan-3-yl]oxy}sulfonyl)oxy]-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)-4-hydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]phosphonic acid

Traditional Name

{[(2R,3S,4R,5R)-3-({[(2R,3R,4R,5R)-5-amino-1,2,4-trihydroxy-6,7-dioxooctan-3-yl]oxysulfonyl}oxy)-5-(2,4-dioxo-3H-pyrimidin-1-yl)-4-hydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxyphosphonic acid

CAS Registry Number

3863-56-7

SMILES

CC(=O)C(=O)[C@H](N)[C@@H](O)[C@@H](OS(=O)(=O)O[C@@H]1[C@@H](COP(O)(=O)OP(O)(O)=O)O[C@H]([C@@H]1O)N1C=CC(=O)NC1=O)[C@H](O)CO

InChI Identifier

InChI=1S/C17H27N3O20P2S/c1-6(22)11(25)10(18)12(26)14(7(23)4-21)38-43(34,35)39-15-8(5-36-42(32,33)40-41(29,30)31)37-16(13(15)27)20-3-2-9(24)19-17(20)28/h2-3,7-8,10,12-16,21,23,26-27H,4-5,18H2,1H3,(H,32,33)(H,19,24,28)(H2,29,30,31)/t7-,8-,10+,12-,13-,14+,15-,16-/m1/s1

InChI Key

MVHRGUAARHOHCJ-JANKDUHBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrimidine ribonucleoside diphosphates. These are pyrimidine ribonucleotides with diphosphate group linked to the ribose moiety.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Pyrimidine nucleotides

Sub Class

Pyrimidine ribonucleotides

Direct Parent

Pyrimidine ribonucleoside diphosphates

Alternative Parents

Substituents

Pyrimidine ribonucleoside diphosphate
Pentose-5-phosphate
Pentose phosphate
Glycosyl compound
N-glycosyl compound
Pentose monosaccharide
Organic pyrophosphate
Monosaccharide phosphate
Pyrimidone
Sulfuric acid diester
Monoalkyl phosphate
Amino saccharide
Alpha-diketone
Phosphoric acid ester
Beta-aminoketone
Beta-hydroxy ketone
Pyrimidine
Sulfuric acid ester
Alkyl sulfate
Alkyl phosphate
Monosaccharide
Organic phosphoric acid derivative
Hydropyrimidine
Tetrahydrofuran
Organic sulfuric acid or derivatives
Alpha-aminoketone
Heteroaromatic compound
Vinylogous amide
Ketone
Lactam
Urea
Secondary alcohol
Polyol
Oxacycle
Azacycle
Organoheterocyclic compound
Primary amine
Primary aliphatic amine
Organic nitrogen compound
Alcohol
Organic oxygen compound
Amine
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organopnictogen compound
Primary alcohol
Organonitrogen compound
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Cytoplasm (HMDB: HMDB0000934)

Source

Endogenous

Endogenous (HMDB: HMDB0000934)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	18.3 g/L	ALOGPS
logP	-0.44	ALOGPS
logP	-6.1	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	1.77	ChemAxon
pKa (Strongest Basic)	6.43	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	365.61 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	129.35 m³·mol⁻¹	ChemAxon
Polarizability	55.61 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0000934

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022324

KNApSAcK ID

Not Available

Chemspider ID

17216024

KEGG Compound ID

C04426

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5883

PubChem Compound

22833553

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Leznicki, Antoni J.; Bialkowski, Karol. Improved high-performance liquid chromatographic method for N-acetylgalactosamine-4-sulfate sulfatase (arylsulfatase B) activity determination using uridine diphospho-N-acetylgalactosamine-4-sulfate. Journal of Chromatography, B: Biomedical Sciences and Applications (1997), 696(2), 193-202.

Showing chemical card for Uridine diphosphate acetylgalactosamine 4-sulfate (CFc000000745)

MOL for CFc000000745 (Uridine diphosphate acetylgalactosamine 4-sulfate)

3D MOL for CFc000000745 (Uridine diphosphate acetylgalactosamine 4-sulfate)

3D SDF for CFc000000745 (Uridine diphosphate acetylgalactosamine 4-sulfate)

3D-SDF for CFc000000745 (Uridine diphosphate acetylgalactosamine 4-sulfate)

PDB for CFc000000745 (Uridine diphosphate acetylgalactosamine 4-sulfate)

3D PDB for CFc000000745 (Uridine diphosphate acetylgalactosamine 4-sulfate)

SMILES for CFc000000745 (Uridine diphosphate acetylgalactosamine 4-sulfate)

INCHI for CFc000000745 (Uridine diphosphate acetylgalactosamine 4-sulfate)

Structure for CFc000000745 (Uridine diphosphate acetylgalactosamine 4-sulfate)

3D Structure for CFc000000745 (Uridine diphosphate acetylgalactosamine 4-sulfate)