Polyinosinic acid-polycytidylic acid - Moligand™, ≥90% , Agonist of TLR3, CAS No.24939-03-5, Agonist of TLR3

CAS: 24939-03-5 Cat. No.: P588406 PubChem CID: 135618150

GRADE & PURITY Moligand™, ≥90%

Synonyms

[(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate;[(2R,3S,4R,5R)-3,4-dihydroxy-5-(6-oxo-1H-purin-9-yl)oxolan-2-yl]methyl dihydrogen phosphate | AC-8822 | AKOS040745302 | {[(2R,3S,4R,5R)-3,4-dihydroxy-5-(6-

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

[(2R, 3S, 4R, 5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3, 4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate;[(2R, 3S, 4R, 5R)-3, 4-dihydroxy-5-(6-oxo-1H-purin-9-yl)oxolan-2-yl]methyl dihydrogen phosphate | AC-8822 | AKOS040745302 | {[(2R, 3S, 4R, 5R)-3, 4-dihydroxy-5-(6-

Specifications & Purity

Moligand™, ≥90%

Biochemical and Physiological Mechanisms

Polyinosinic-polycytidylic acid (Poly(I:C)) is a synthetic double-stranded RNA (dsRNA), which is a Toll-like receptor 3 (TLR3) agonist. Polyinosinic-polycytidylic acid presents in some viruses, and is therefore commonly used to model the actions of extrac

Storage

Store at -20°C, Argon charged

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 TLR3

Purity

≥90%

Names and Identifiers

• Canonical Smiles: C1=CN(C(=O)N=C1N)C2C(C(C(O2)COP(=O)(O)O)O)O.C1=NC2=C(C(=O)N1)N=CN2C3C(C(C(O3)COP(=O)(O)O)O)O
• IUPAC Name: [(2R,3S,4R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate;[(2R,3S,4R,5R)-3,4-dihydroxy-5-(6-oxo-1H-purin-9-yl)oxolan-2-yl]methyl dihydrogen phosphate
• InChIKey: ACEVNMQDUCOKHT-ZLOOHWKQSA-N
• INCHI: 1S/C10H13N4O8P.C9H14N3O8P/c15-6-4(1-21-23(18,19)20)22-10(7(6)16)14-3-13-5-8(14)11-2-12-9(5)17;10-5-1-2-12(9(15)11-5)8-7(14)6(13)4(20-8)3-19-21(16,17)18/h2-4,6-7,10,15-16H,1H2,(H,11,12,17)(H2,18,19,20);1-2,4,6-8,13-14H,3H2,(H2,10,11,15)(H2,16,17,18)/t4-,6-,7-,10-;4-,6-,7-,8-/m11/s1
• Isomeric SMILES: C1=CN(C(=O)N=C1N)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O.C1=NC2=C(C(=O)N1)N=CN2[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O
• PubChem CID: 135618150

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Class: Purine nucleotides
• Subclass: Purine ribonucleotides
• Intermediate Tree Nodes: Not available
• Direct Parent: Purine ribonucleoside monophosphates
• Alternative Parents: Pyrimidine ribonucleoside monophosphates Pentose phosphates Glycosylamines 6-oxopurines Hypoxanthines Monosaccharide phosphates Pyrimidones Aminopyrimidines and derivatives Monoalkyl phosphates Hydropyrimidines Imidolactams N-substituted imidazoles Tetrahydrofurans Heteroaromatic compounds Vinylogous amides Lactams Secondary alcohols Oxacyclic compounds Azacyclic compounds Organopnictogen compounds Hydrocarbon derivatives Primary amines Organic oxides
• Molecular Framework: Not available
• Substituents: Purine ribonucleoside monophosphate - Pyrimidine ribonucleoside monophosphate - Pentose phosphate - Pentose-5-phosphate - Glycosyl compound - N-glycosyl compound - 6-oxopurine - Hypoxanthine - Monosaccharide phosphate - Imidazopyrimidine - Purine - Aminopyrimidine - Monoalkyl phosphate - Pyrimidone - Hydropyrimidine - Monosaccharide - N-substituted imidazole - Organic phosphoric acid derivative - Phosphoric acid ester - Imidolactam - Alkyl phosphate - Pyrimidine - Tetrahydrofuran - Azole - Vinylogous amide - Imidazole - Heteroaromatic compound - Lactam - Secondary alcohol - Oxacycle - Azacycle - Organoheterocyclic compound - Amine - Alcohol - Organopnictogen compound - Hydrocarbon derivative - Organic nitrogen compound - Primary amine - Organic oxide - Organic oxygen compound - Organonitrogen compound - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached.
• 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)

TLR3 Tbio Toll-like receptor 3 (0 Activities)

Discover Target: TLR3

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

Chemical and Physical Properties

• Sensitivity: Hygroscopic
• Molecular Weight: 671.400 g/mol
• Hydrogen Bond Donor Count: 10
• Hydrogen Bond Acceptor Count: 18
• Rotatable Bond Count: 8
• Exact Mass: 671.099 Da
• Monoisotopic Mass: 671.099 Da
• Topological Polar Surface Area: 351.000 Ų
• Heavy Atom Count: 44
• Formal Charge: 0
• Complexity: 1090.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 8
• 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: 2

XLogP3

References

1. Zeng Chu, Lyu Likang, Liu Mengqun, Yang Xiaodong, Zhao Hongkui, Wen Haishen, Li Jifang, Qi Xin.  (2026)  Functional Characterization and Pathogen-Responsive Regulation of Caspase-9 in Rainbow Trout (Oncorhynchus mykiss).  Journal of Ocean University of China,  25  (2): (586-598).  [PMID:] [10.1007/s11802-026-6246-3]