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 Peso molecular: 566.30 Número EC: 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 | GTPL1783 | Uridine 5'-(trihydrogen pyrophosphate), mono-alpha-D-glucopyranosyl este

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Descripción general

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

Sinónimos

(UDP)glucose | Uridine 5'-(trihydrogen pyrophosphate), mono-D-glucosyl ester | Uridine 5'-pyrophosphate glucose ester | Uridine 5'-pyrophosphate a-D-glucopyranosyl ester | GTPL1783 | Uridine 5'-(trihydrogen pyrophosphate), mono-alpha-D-glucopyranosyl este

Especificaciones y pureza

Moligand™, ≥95%

Mecanismos bioquímicos y fisiológicos

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

Condiciones de almacenamiento de almacenamiento

Store at -20°C

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Grado

Moligand™

Tipo de acción

AGONIST

Mecanismo de acción

Agonist of GPR17;Agonist of P2Y 14 receptor

Pureza

≥95%

Nombres e identificadores

• Pubchem Sid: 488180845
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488180845
• Sonrisas canónicas: 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
• Isómeros 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
• Peso molecular: 566.30

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Clase: 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
• Descripción: 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

Objetivos asociados (humanos)

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

Mecanismos de acción

Propiedades químicas y físicas

• Peso molecular: 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

Referencias

1. Chen Wang, Ding Tang, Wei Xu, Yan Liu, Zhao-He Huang, Pang-Chui Shaw, Ren-Wang Jiang.  (2023)  Glycosylation of the polyphenols from Resina draconis by glycosyltransferase YjiC1.  NATURAL PRODUCT RESEARCH,      [PMID:35437081] [10.1080/14786419.2022.2066100]

2. Xia Hui, Zhang Zihan, Ding Ji, Jiang Kehan, Xue Feng.  (2023)  A Glycosyltransferase from Arabidopsis thaliana Enables the Efficient Enzymatic Synthesis of Gastrodin.  CATALYSIS LETTERS,      [PMID:] [10.1007/s10562-023-04406-y]

3. Zhuqing Wang, Jiahui Li, Xueyun Wang, Boyu Jin, Liwei Zhou, Zili Zhao, Meijia Gu, Xuemin Song, Jiahong Wang, Zixin Deng, Shuwen Wu, Zhengyu Zhang, Wenqing Chen.  (2025)  Efficient Synthesis of Glycodiversified Nucleoside Analogues by a Thermophilic Promiscuous Glycosyltransferase.  ACS Catalysis,      [PMID:] [10.1021/acscatal.4c06506]

4. Guosi Li, Wei Wang, Heng Guo, Shanyong Yi, Fang Wang, Shiping Huang, Nan Hu, Qilin Xu, Yongjun Zang, Bangxing Han, Xinjian Yin.  (2024)  Mutability landscape guided engineering of a promiscuous microbial glycosyltransferase for regioselective synthesis of salidroside and icariside D2.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:38378110] [10.1016/j.ijbiomac.2024.130229]

5. Jian Zhang, Yan Shao, Weiwei Wang.  (2019)  Enzyme-Catalyzed Glycosylation of Curcumin and Its Analogues by Glycosyltransferases from Bacillus subtilis ATCC 6633.  Catalysts,  9  (9): (734).  [PMID:] [10.3390/catal9090734]

6. Haonan Zhang, Huili Zhao, Yingying Liu, Tuo Ji, Yuzhi Gao, Guohua Chen, Yuwei Bian, Zhiwen Zhao, Kun Yu, Xinwei Li, Xuzhu Gao.  (2025)  A multifunctional MOF-818-based nanozyme for synergistic therapy of hepatic steatosis via dual-channel lipid regulation and ROS scavenging.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.171909]

7. Zhiyao Wang, Naichao Zhang, Peimin Wu, Fei Chen, Ying Cao, Jing Wang, Yiming Qin, Wenhui Zheng, Yinghua Sheng, Shuai Chen, Baojing Li, Lei Wei, Junli Zhang, Yuqing Liu, Ninghua Tan, Wei Wang, Min Chen.  (2026)  Functional characterization of two O‑methyltransferases and a glycosyltransferase catalyzing the last two steps of phillyrin biosynthesis in Forsythia suspensa.  Journal of Integrative Plant Biology,      [PMID:] [10.1111/jipb.70216]