Trabodenoson - Moligand™, ≥97% , Adenosine A1 receptor agonist, CAS No.871108-05-3, Adenosine A1 receptor agonist

CAS: 871108-05-3 Cat. No.: T177798 Molecular Weight: 380.36 PubChem CID: 11610599

GRADE & PURITY Moligand™, ≥97%

Synonyms

MFCD28502082 | AKOS040754236 | BDBM108255 | Trabodenoson [USAN:INN] | AS-52370 | PJ-875 | ((2r,3s,4r,5r)-5-(6-(cyclopentylamino)-9h-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl nitrate | INNO-8875 | SY017820 | US8609833, 86 | NCGC00174864-01 | BDB

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Trabodenoson (INO-8875), an adenosine mimetic, is a highly selective Adenosine A1 receptor agonist. Trabodenoson (INO-8875) is used in the study for Primary Open-Angle Glaucoma

Specifications

Synonyms

MFCD28502082 | AKOS040754236 | BDBM108255 | Trabodenoson [USAN:INN] | AS-52370 | PJ-875 | ((2r, 3s, 4r, 5r)-5-(6-(cyclopentylamino)-9h-purin-9-yl)-3, 4-dihydroxytetrahydrofuran-2-yl)methyl nitrate | INNO-8875 | SY017820 | US8609833, 86 | NCGC00174864-01 | BDB

Specifications & Purity

Moligand™, ≥97%

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

Adenosine A1 receptor agonist

Purity

≥97%

Product Properties

• ALogP: 1.3

Names and Identifiers

• Canonical Smiles: C1CCC(C1)NC2=C3C(=NC=N2)N(C=N3)C4C(C(C(O4)CO[N+](=O)[O-])O)O
• IUPAC Name: [(2R,3S,4R,5R)-5-[6-(cyclopentylamino)purin-9-yl]-3,4-dihydroxyoxolan-2-yl]methyl nitrate
• InChIKey: AQLVRTWKJDTWQQ-SDBHATRESA-N
• INCHI: 1S/C15H20N6O6/c22-11-9(5-26-21(24)25)27-15(12(11)23)20-7-18-10-13(16-6-17-14(10)20)19-8-3-1-2-4-8/h6-9,11-12,15,22-23H,1-5H2,(H,16,17,19)/t9-,11-,12-,15-/m1/s1
• Isomeric SMILES: C1CCC(C1)NC2=C3C(=NC=N2)N(C=N3)[C@H]4[C@@H]([C@@H]([C@H](O4)CO[N+](=O)[O-])O)O
• PubChem CID: 11610599
• Molecular Weight: 380.36

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Class: Purine nucleosides
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Purine nucleosides
• Alternative Parents: 6-alkylaminopurines Glycosylamines Pentoses Secondary alkylarylamines Aminopyrimidines and derivatives Imidolactams N-substituted imidazoles Tetrahydrofurans Alkyl nitrates Heteroaromatic compounds 1,2-diols Secondary alcohols Organic nitro compounds Organic nitric acids and derivatives Azacyclic compounds Oxacyclic compounds Organic zwitterions Organic oxides Hydrocarbon derivatives Organopnictogen compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Purine nucleoside - Glycosyl compound - N-glycosyl compound - 6-alkylaminopurine - 6-aminopurine - Pentose monosaccharide - Imidazopyrimidine - Purine - Aminopyrimidine - Secondary aliphatic/aromatic amine - Monosaccharide - N-substituted imidazole - Pyrimidine - Imidolactam - Azole - Imidazole - Organic nitrate - Heteroaromatic compound - Tetrahydrofuran - Alkyl nitrate - Organic nitro compound - Secondary alcohol - Organic nitric acid or derivatives - 1,2-diol - Secondary amine - Azacycle - Oxacycle - Allyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Organoheterocyclic compound - Organic zwitterion - Hydrocarbon derivative - Amine - Organic oxide - Organopnictogen compound - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Alcohol - Organic oxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as purine nucleosides. These are compounds comprising a purine base attached to a ribosyl or deoxyribosyl 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)

ADORA1 Tclin Adenosine receptor A1 (4 Activities)

Discover Target: ADORA1

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

ADORA1 Tclin Adenosine A1 receptor (17603 Activities)

Discover Target: ADORA1

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

ADORA3 Tchem Adenosine A3 receptor (15931 Activities)

Discover Target: ADORA3

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

Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 380.360 g/mol
• XLogP3: 1.300
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 5
• Exact Mass: 380.144 Da
• Monoisotopic Mass: 380.144 Da
• Topological Polar Surface Area: 160.000 Ų
• Heavy Atom Count: 27
• Formal Charge: 0
• Complexity: 531.000
• 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