Abcam, ab120438, IB-MECA, A3 agonist

Size: 5mg / 25mg
MW 510.3 Da, Purity >97%. Highly potent and selective A3 agonist (Ki values are 1.1, 12.6 and 56 nM at A3, A1 and A2A receptors, respectively). Produces potent cardioprotective effects against myocardial injury. Mediates suppression of melanoma cells and suppresses human breast cancer cell proliferation.
Key facts
CAS number:152918-18-8,
Purity:>97%,
Form:SolidSee storage information,
Molecular weight:510.3 Da,
Molecular formula:C18H19IN6O4,
PubChem:123683,
Nature:Synthetic,
Solubility:Soluble in DMSO to 50 mM,
Biochemical name:IB-Meca,
Biological description:Highly potent and selective A3 agonist (Ki values are 1.1, 12.6 and 56 nM at A3, A1 and A2A receptors, respectively). Produces potent cardioprotective effects against myocardial injury. Mediates suppression of melanoma cells and suppresses human breast cancer cell proliferation.,
Canonical smiles:CNC(=O)C1C(C(C(O1)N2C=NC3=C(N=CN=C32)NCC4=CC(=CC=C4)I)O)O,
Isomeric smiles:CNC(=O)[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=NC3=C(N=CN=C32)NCC4=CC(=CC=C4)I)O)O,
InChi:InChI=1S/C18H19IN6O4/c1-20-17(28)14-12(26)13(27)18(29-14)25-8-24-11-15(22-7-23-16(11)25)21-6-9-3-2-4-10(19)5-9/h2-5,7-8,12-14,18,26-27H,6H2,1H3,(H,20,28)(H,21,22,23)/t12-,13+,14-,18+/m0/s1,
InChiKey:HUJXGQILHAUCCV-MOROJQBDSA-N,
IUPAC Name:(2S,3S,4R,5R)-3,4-dihydroxy-5-[6-[(3-iodophenyl)methylamino]purin-9-yl]-N-methyloxolane-2-carboxamide

Properties and Storage Information:
Shipped at conditions-Ambient - Can Ship with Ice, Appropriate short-term storage conditions-+4°C, Appropriate long-term storage conditions-+4°C, Storage information-Store under desiccating conditions, The product can be stored for up to 12 months

Supplementary Information:
This supplementary information is collated from multiple sources and compiled automatically.
Adenosine receptors including the Adenosine A1 Receptor Adenosine A2a Receptor Adenosine A2b Receptor (ADORA2B) and Adenosine A3 Receptor (A3AR) function as G protein-coupled receptors (GPCRs) that modulate a range of cellular responses. These receptors are integral to cell membranes and are expressed in various tissues including the brain heart and vasculature. For instance the Adenosine A1 Receptor regulates heart rate and has a molecular mass of approximately 37 kDa. RXFP1 and 5-HT2B Receptor also part of the GPCR family contribute to different signaling mechanisms. Meanwhile ENT1 (Equilibrative Nucleoside Transporter 1) and SLC5A7 serve as transporters controlling the movement of adenosine and choline respectively. TDP1 although different in function plays a role in DNA repair.
Biological function summary
Adenosine receptors influence various physiological processes like inflammatory response and neurotransmission. They do not operate in isolation but interact with other components in complex networks. For instance the Adenosine A2a Receptor interacts with dopamine receptors affecting motor function and mood regulation. Conversely 5-HT2C Receptor a serotonin receptor modulates mood and appetite by influencing neurotransmitter release in the central nervous system. RXFP1 plays a part in reproductive system signaling. On another front ENT1 and SLC5A7 enable cellular uptake and distribution of key molecules necessary for maintaining cellular and systemic balance.
Pathways
Adenosine receptors participate in the cyclic AMP (cAMP) signaling pathway which is important for regulating metabolic and gene expression processes. These receptors particularly A2a and A2b often couple with Gs proteins to elevate cAMP levels. This influence extends to the Akt/mTOR pathway where the A3AR further modulates cellular survival and growth. Proteins like TDP1 integrate into the DNA damage repair pathway acting alongside other repair proteins ensuring genomic stability. Furthermore 5-HT2B and 5-HT2C receptors link to the phospholipase C pathway which impacts intracellular calcium levels and consequently various cellular activities.
Adenosine receptors are implicated in cardiovascular diseases due to their ability to influence heart rate and vasodilation. For example dysfunction in the Adenosine A1 Receptor can link to arrhythmias. Moreover A2a Receptor overactivity relates to Parkinson's disease as it disrupts dopamine signaling. Similarly alterations in 5-HT2C Receptor activity connect to psychiatric disorders like depression and anxiety owing to its role in serotonin regulation. ENT1's role in nucleoside transport has associations with neurological conditions when malfunctioning while aberrations in TDP1's repair function result in neurodegenerative conditions like Spinocerebellar Ataxia with Axonal Neuropathy (SCAN1).