UDP-glucose(UDP-G) - Moligand™, ≥95% , Agonist of GPR17;Agonist of P2Y 14 receptor, CAS No.133-89-1, Agonist of GPR17;Agonist of P2Y 14 receptor

CAS: 133-89-1 Cat. No.: U407346 Formula: C₁₅H₂₄N₂O₁₇P₂ Molecular Weight: 566.30 EC Number: 205-121-4 PubChem CID: 8629

GRADE & PURITY Moligand™, ≥95%

Synonyms

(UDP)glucose|Uridine 5'-(trihydrogen pyrophosphate), mono-D-glucosyl ester|Uridine 5'-pyrophosphate glucose ester|Uridine 5'-pyrophosphate a-D-glucopyranosyl ester|Uridine 5'-(trihydrogen pyrophosphate), mono-alpha-D-glucopyranosyl ester (8CI)|Uridine 5'-pyrophosphate, alpha-D-glucopyranosyl ester (6CI,7CI)|URIDINE DIPHOSPHATE GLUCOSE|Uridine 5'-diphospho-alpha-D-glucose|Uridine 5/'-(trihydrogen diphosphate), mono-alpha-d-glucopyranosyl ester|co-waldenase|UDP-D-glucose|UDP-glucose|Uridine 5'-diphospho-a-D-glucose|Uridine 5'-diphosphoglucose|Uridine-5''''-Diphosphoglucose|URIDINE-5'-DIPHOSPHOGLUCOSE|URIDINE DIPHOSPHATE GLUCOSE [MI]|UDP glucose|Uridine 5'-(trihydrogen diphosphate) alpha-D-gucopyranosyl ester|UDP-alpha-D-Glucose|Mono-D-glucosyl ester|UDPG|URIDINE 5'-(TRIHYDROGEN DIPHOSPHATE), P'-.ALPHA.-D- GLUCOPYRANOSYL ESTER|Uridine diphosphate-glucose|Uridine 5-(trihydrogen diphosphate)|COGALACTOISOMERASE [WHO-DD]|UDP-Glc|Uridindiphosphoglucose|Uridine diphospho-D-glucose|5'-Diphosphoglucose|Uridine 5'-diphospho-alpha-delta-glucose|Uridine 5'-(trihydrogen diphosphate), mono-alpha-d-glucopyranosyl ester|UDP-a-D-Glucose|UDP-alpha-delta-Glucose|URIDINE DIPHOSPHATE GLUCOSE [WHO-DD]|uridine 5''-[3-alpha-D-glucopyranosyl dihydrogen diphosphate]|uridine 5'-[3-alpha-D-glucopyranosyl dihydrogen diphosphate]|Uridine 5'-pyrophosphate a-delta-glucopyranosyl ester|URIDINE 5'-(TRIHYDROGEN DIPHOSPHATE), P'-.ALPHA.-D-GLUCOPYRANOSYL ESTER|[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl (2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl dihydrogen diphosphate (non-preferred name)|UDP-delta-glucose|UDP-glucose Disodium Salt|Cogalactoisomerase|co-galactoisomerase|URIDINE-5'-MONOPHOSPHATE GLUCOPYRANOSYL-MONOPHOSPHATE ESTER|Uridine diphosphoglucose|(UPD)-glucose|Uridine 5'-(trihydrogen diphosphate), P'-alpha-D-glucopyranosyl ester|URIDINE-5'-DIPHOSPHATE-GLUCOSE|Uridine 5'-(alpha-D-glucopyranosyl pyrophosphate)|Uridine 5'-diphosphate glucose|Uridine diphospho-delta-glucose|Uridine pyrophosphate-glucose|GLUCOSE-URIDINE-C1,5'-DIPHOSPHATE

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Uridine 5’-diphosphoglucose (UDP-glucose), secreted by cardiomyocytes during ischemia and reperfu, is a potent agonist of the proinflammatory P2Y14 receptor. It acts an important role in the regulation of inflammation and neutrophil polarization in neutrophils. Uridine 5’-diphosphoglucose is also the precursor of glucose-containing oligosaccharides, polysaccharides, glycoproteins, and glycolipids in animal tissues and in some microorganisms. Uridine 5’-diphosphoglucose is promising for research in counteracting myocardial infarction/reperfusion (MIR)-induced inflammation in the heart tissue.

Specifications

Synonyms

(UDP)glucose | Uridine 5'-(trihydrogen pyrophosphate), mono-D-glucosyl ester | Uridine 5'-pyrophosphate glucose ester | Uridine 5'-pyrophosphate a-D-glucopyranosyl ester | Uridine 5'-(trihydrogen pyrophosphate), mono-alpha-D-glucopyranosyl ester (8CI) | Uridine 5'-pyrophosphate, alpha-D-glucopyranosyl ester (6CI,7CI) | URIDINE DIPHOSPHATE Show more

Specifications & Purity

Moligand™, ≥95%

Biochemical and Physiological Mechanisms

UDP-glucose is a nucleotide sugar involved in glycosyltransferase reactions during metabolism. It serves as a precursor for glycogen and can be converted into galactose and UDP-glucuronic acid, which are then used by enzymes to synthesize polysaccharides

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

AGONIST

Mechanism of action

Agonist of GPR17;Agonist of P2Y 14 receptor

Purity

≥95%

Names and Identifiers

Pubchem Sid

488180845

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/488180845

Canonical Smiles

C1=CN(C(=O)NC1=O)C2C(C(C(O2)COP(=O)(O)OP(=O)(O)OC3C(C(C(C(O3)CO)O)O)O)O)O

IUPAC Name

[[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] hydrogen phosphate

InChIKey

HSCJRCZFDFQWRP-JZMIEXBBSA-N

INCHI

1S/C15H24N2O17P2/c18-3-5-8(20)10(22)12(24)14(32-5)33-36(28,29)34-35(26,27)30-4-6-9(21)11(23)13(31-6)17-2-1-7(19)16-15(17)25/h1-2,5-6,8-14,18,20-24H,3-4H2,(H,26,27)(H,28,29)(H,16,19,25)/t5-,6-,8-,9-,10+,11-,12-,13-,14-/m1/s1

Isomeric SMILES

C1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)OP(=O)(O)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O

PubChem CID

8629

Molecular Weight

566.30

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Nucleosides, nucleotides, and analogues
    • Class Pyrimidine nucleotides
      • Subclass Pyrimidine nucleotide sugars

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Class: Pyrimidine nucleotides
• Subclass: Pyrimidine nucleotide sugars
• Intermediate Tree Nodes: Not available
• Direct Parent: Pyrimidine nucleotide sugars
• Alternative Parents: Pyrimidine ribonucleoside diphosphates Pentose phosphates Glycosylamines Monosaccharide phosphates Organic pyrophosphates Monoalkyl phosphates Pyrimidones Oxanes Hydropyrimidines Tetrahydrofurans Vinylogous amides Heteroaromatic compounds Ureas Lactams Secondary alcohols Azacyclic compounds Polyols Oxacyclic compounds Organic oxides Hydrocarbon derivatives Organonitrogen compounds Organopnictogen compounds Primary alcohols
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Pyrimidine nucleotide sugar - Pyrimidine ribonucleoside diphosphate - Pentose phosphate - Pentose-5-phosphate - Glycosyl compound - N-glycosyl compound - Monosaccharide phosphate - Organic pyrophosphate - Pyrimidone - Monoalkyl phosphate - Hydropyrimidine - Monosaccharide - Organic phosphoric acid derivative - Oxane - Phosphoric acid ester - Pyrimidine - Alkyl phosphate - Heteroaromatic compound - Vinylogous amide - Tetrahydrofuran - Urea - Secondary alcohol - Lactam - Polyol - Oxacycle - Organoheterocyclic compound - Azacycle - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Primary alcohol - Alcohol - Organonitrogen compound - Organooxygen compound - Organic oxygen compound - Organopnictogen compound - Aromatic heteromonocyclic compound
• Description: This compound 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.
• External Descriptors: UDP-D-glucose

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

GPR17 Tchem Uracil nucleotide/cysteinyl leukotriene receptor (0 Activities)

Discover Target: GPR17

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

P2RY14 Tchem P2Y purinoceptor 14 (3 Activities)

Discover Target: P2RY14

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

P2RY6 Tchem Pyrimidinergic receptor P2Y6 (717 Activities)

Discover Target: P2RY6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

P2RY2 Tclin Purinergic receptor P2Y2 (1109 Activities)

Discover Target: P2RY2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

P2RY14 Tchem Purinergic receptor P2Y14 (692 Activities)

Discover Target: P2RY14

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 566.300 g/mol
• XLogP3: -6.300
• Hydrogen Bond Donor Count: 9
• Hydrogen Bond Acceptor Count: 17
• Rotatable Bond Count: 9
• Exact Mass: 566.055 Da
• Monoisotopic Mass: 566.055 Da
• Topological Polar Surface Area: 292.000 Ų
• Heavy Atom Count: 36
• Formal Charge: 0
• Complexity: 964.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 9
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Frequently Asked Questions

What is the purity of this product?

This product is supplied at ≥95% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

What is Moligand??

Moligand? is one of Aladdin Scientific's premium product lines, formulated for high-purity applications across multiple workflows. Compared to standard grades in the same workflow, Moligand? products typically offer tighter specifications, more rigorous QC, and stronger lot-to-lot consistency.

How should this product be stored?

Store at ?20 °C. Freezer storage is required to maintain the specified shelf life.

How is this product shipped?

This product ships in an insulated container with ice pads. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 133-89-1, the molecular formula is C15H24N2O17P2, and the molecular weight is 566.30 g/mol. InChIKey HSCJRCZFDFQWRP-JZMIEXBBSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.