5BrUTP - Moligand™ , Agonist of P2Y 2 receptor;Agonist of P2Y 6 receptor, CAS No.3398-50-3, Agonist of P2Y 2 receptor;Agonist of P2Y 6 receptor

CAS: 3398-50-3 Cat. No.: B607211 PubChem CID: 9872620

GRADE & PURITY Moligand™

Synonyms

((2R,3S,4R,5R)-5-(5-bromo-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl tetrahydrogen triphosphate | 5BrUTP | bromouridine 5'-triphosphate | PD051420 | 5-bromouridine 5'-(tetrahydrogen triphosphate) | 5-Bromo- 2', 3'- d

Storage

Room temperature

Specifications

Synonyms

((2R, 3S, 4R, 5R)-5-(5-bromo-2, 4-dioxo-3, 4-dihydropyrimidin-1(2H)-yl)-3, 4-dihydroxytetrahydrofuran-2-yl)methyl tetrahydrogen triphosphate | 5BrUTP | bromouridine 5'-triphosphate | PD051420 | 5-bromouridine 5'-(tetrahydrogen triphosphate) | 5-Bromo- 2', 3'- d

Specifications & Purity

Moligand™

Storage

Room temperature

Grade

Moligand™

Action Type

AGONIST

Mechanism of action

Agonist of P2Y 2 receptor;Agonist of P2Y 6 receptor

Names and Identifiers

• Canonical Smiles: O[C@@H]1[C@@H](COP(=O)(OP(=O)(OP(=O)(O)O)O)O)O[C@H]([C@@H]1O)n1cc(Br)c(=O)[nH]c1=O
• IUPAC Name: [(2R,3S,4R,5R)-5-(5-bromo-2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl (hydroxy-phosphonooxyphosphoryl) hydrogen phosphate
• InChIKey: IWFHOSULCAJGRM-UAKXSSHOSA-N
• INCHI: 1S/C9H14BrN2O15P3/c10-3-1-12(9(16)11-7(3)15)8-6(14)5(13)4(25-8)2-24-29(20,21)27-30(22,23)26-28(17,18)19/h1,4-6,8,13-14H,2H2,(H,20,21)(H,22,23)(H,11,15,16)(H2,17,18,19)/t4-,5-,6-,8-/m1/s1
• Isomeric SMILES: C1=C(C(=O)NC(=O)N1[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O)O)Br
• PubChem CID: 9872620

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Class: Pyrimidine nucleotides
• Subclass: Pyrimidine ribonucleotides
• Intermediate Tree Nodes: Not available
• Direct Parent: Pyrimidine ribonucleoside triphosphates
• Alternative Parents: Pentose phosphates Glycosylamines Monosaccharide phosphates Halopyrimidines Pyrimidones Monoalkyl phosphates Aryl bromides Hydropyrimidines Vinylogous amides Heteroaromatic compounds Oxolanes Lactams 1,2-diols Secondary alcohols Ureas Oxacyclic compounds Azacyclic compounds Hydrocarbon derivatives Organonitrogen compounds Organic oxides Organobromides
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Pyrimidine ribonucleoside triphosphate - Pentose phosphate - Pentose-5-phosphate - Glycosyl compound - N-glycosyl compound - Monosaccharide phosphate - Pentose monosaccharide - Halopyrimidine - Pyrimidone - Monoalkyl phosphate - Alkyl phosphate - Aryl bromide - Aryl halide - Pyrimidine - Hydropyrimidine - Phosphoric acid ester - Monosaccharide - Organic phosphoric acid derivative - Vinylogous amide - Heteroaromatic compound - Oxolane - Urea - Secondary alcohol - 1,2-diol - Lactam - Oxacycle - Organoheterocyclic compound - Azacycle - Organohalogen compound - Organic oxide - Organic oxygen compound - Organic nitrogen compound - Alcohol - Hydrocarbon derivative - Organobromide - Organonitrogen compound - Organooxygen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as pyrimidine ribonucleoside triphosphates. These are pyrimidine ribobucleotides with triphosphate group linked to the ribose moiety.
• External Descriptors: Not available

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)

P2RY2 Tclin P2Y purinoceptor 2 (1 Activities)

Discover Target: P2RY2

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

P2RY6 Tchem P2Y purinoceptor 6 (1 Activities)

Discover Target: P2RY6

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

P2RY4 Tchem Pyrimidinergic receptor P2Y4 (598 Activities)

Discover Target: P2RY4

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

Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 563.040 g/mol
• XLogP3: -5.200
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 15
• Rotatable Bond Count: 8
• Exact Mass: 561.879 Da
• Monoisotopic Mass: 561.879 Da
• Topological Polar Surface Area: 259.000 Ų
• Heavy Atom Count: 30
• Formal Charge: 0
• Complexity: 889.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• 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

References

1. Huiwang Dai, Jingyi Zhu, Fanxu Meng, Daohui Lin, Wenjun Zhou, Dingjiang Chen, Ming Zhang, Qingqing Wang.  (2023)  Activation of peroxymonosulfate by Cu–Ni–Fe layered double oxides for degradation of butyl 4-hydroxybenzoate: Synergistic effect of oxygen vacancy and Cu(I).  CHEMOSPHERE,      [PMID:37741373] [10.1016/j.chemosphere.2023.140253]

2. Dan Liu, Jingdong Peng, Shaopu Liu, Mingqiong Zhou, Jing Zhang, Aiping Li.  (2016)  Resonance Rayleigh scattering technique as a detection method for the RP-HPLC determination of local anaesthetics in human urine.  LUMINESCENCE,  32  (1): (4-10).  [PMID:27145989] [10.1002/bio.3140]

3. Qunfei Zhang, Xiang Liu, Hongqiang Liu, Shufen Li, Zhenping An, Zujian Feng.  (2024)  Construction of bupivacaine-loaded gelatin-based hydrogel delivery system for sciatic nerve block in mice.  JOURNAL OF BIOMEDICAL MATERIALS RESEARCH PART A,      [PMID:38804067] [10.1002/jbm.a.37754]