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Details

Stereochemistry ABSOLUTE
Molecular Formula C11H15N5O3
Molecular Weight 265.2685
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of N6-METHYLDEOXYADENOSINE

SMILES

CNC1=C2N=CN([C@H]3C[C@H](O)[C@@H](CO)O3)C2=NC=N1

InChI

InChIKey=DYSDOYRQWBDGQQ-XLPZGREQSA-N
InChI=1S/C11H15N5O3/c1-12-10-9-11(14-4-13-10)16(5-15-9)8-2-6(18)7(3-17)19-8/h4-8,17-18H,2-3H2,1H3,(H,12,13,14)/t6-,7+,8+/m0/s1

HIDE SMILES / InChI

Molecular Formula C11H15N5O3
Molecular Weight 265.2685
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Purinergic receptors in the rat lens: activation of P2X receptors following hyperosmotic stress.
2010-08
Adenosine triphosphate stimulates RANKL expression through P2Y1 receptor-cyclo-oxygenase-dependent pathway in human periodontal ligament cells.
2010-06
P2Y1 receptors mediate apamin-sensitive and -insensitive inhibitory junction potentials in murine colonic circular smooth muscle.
2010-05
Two-pore potassium ion channels are inhibited by both G(q/11)- and G(i)-coupled P2Y receptors.
2010-04
Acetylsalicylic acid enhances purinergic receptor-mediated outward currents in rat megakaryocytes.
2010-03
Endogenous purinergic signaling is required for osmotic volume regulation of retinal glial cells.
2010-03
AMP N(1)-oxide, a unique compound of royal jelly, induces neurite outgrowth from PC12 cells via signaling by protein kinase A independent of that by mitogen-activated protein kinase.
2010-03
Axons and astrocytes release ATP and glutamate to evoke calcium signals in NG2-glia.
2010-01-01
CNGA2 contributes to ATP-induced noncapacitative Ca2+ influx in vascular endothelial cells.
2010
The P2Y(1) and P2Y(12) receptors mediate autoinhibition of transmitter release in sympathetic innervated tissues.
2009-12
Increase of intracellular Ca2+ by P2Y but not P2X receptors in cultured cortical multipolar neurons of the rat.
2009-10-10
Extracellular ADP regulates lesion-induced in vivo cell proliferation and death in the zebrafish retina.
2009-10
P2 receptor-mediated signaling in spherical bushy cells of the mammalian cochlear nucleus.
2009-09
Role of P2Y1 receptor in astroglia-to-neuron signaling at dorsal spinal cord.
2009-09
Role of purinergic P2Y1 receptors in regulation of vasopressin and oxytocin secretion.
2009-08
Electrical stimulation of the mucosa evokes slow EPSPs mediated by NK1 tachykinin receptors and by P2Y1 purinoceptors in different myenteric neurons.
2009-07
The NANC relaxation of the human ileal longitudinal and circular muscles is inhibited by MRS 2179, a P2 purinoceptor antagonist.
2009-06-19
Mechanism of activation and functional role of protein kinase Ceta in human platelets.
2009-05-15
Investigation of the role of adrenergic and non-nitrergic, non-adrenergic neurotransmission in the sheep isolated internal anal sphincter.
2009-03
Platelet responsiveness to yohimbine hydrochloride and MRS2179 in the context of the interaction between collagen and epinephrine in acute coronary syndrome.
2009-01-16
P2Y1 receptor activation elicits its partition out of membrane rafts and its rapid internalization from human blood vessels: implications for receptor signaling.
2008-12
Ca2+ signaling in injured in situ endothelium of rat aorta.
2008-09
Effects of P2Y1 receptor on glial fibrillary acidic protein and glial cell line-derived neurotrophic factor production of astrocytes under ischemic condition and the related signaling pathways.
2008-08
GPR17: molecular modeling and dynamics studies of the 3-D structure and purinergic ligand binding features in comparison with P2Y receptors.
2008-06-04
Contribution of P2Y(1) receptors to ADP signalling in mouse spinal cord cultures.
2008-04-25
Functional evidence for purinergic inhibitory neuromuscular transmission in the mouse internal anal sphincter.
2008-04
Acyl derivatives of coenzyme A inhibit platelet function via antagonism at P2Y1 and P2Y12 receptors: a new finding that may influence the design of anti-thrombotic agents.
2008-03
Involvement of P2Y1 and P2Y11 purinoceptors in parasympathetic inhibition of colonic smooth muscle.
2008-03
P2Y1 receptors mediate inhibitory neuromuscular transmission and enteric neuronal activation in small intestine.
2008-02
Possible role of extracellular nucleotides in ectopic ossification of human spinal ligaments.
2008-01
Gi-coupled P2Y-ADP receptor mediates GSK-3 phosphorylation and beta-catenin nuclear translocation in granule neurons.
2008-01
Inhibition of ATP-induced glutamate release by MRS2179 in cultured dorsal spinal cord astrocytes.
2008
Nucleotide P2Y1 receptor regulates EGF receptor mitogenic signaling and expression in epithelial cells.
2007-12-15
Pulses of somatostatin release are slightly delayed compared with insulin and antisynchronous to glucagon.
2007-12-04
P2Y receptor-activating nucleotides modulate cellular reactive oxygen species production in dissociated hippocampal astrocytes and neurons in culture independent of parallel cytosolic Ca(2+) rise and change in mitochondrial potential.
2007-11-15
The ADP receptor P2Y(1) mediates t-PA release in pigs during cardiac ischemia.
2007-10
Reference curves for aggregation and ATP secretion to aid diagnose of platelet-based bleeding disorders: effect of inhibition of ADP and thromboxane A(2) pathways.
2007-08
ATP release and hydrolysis contribute to rat pial arteriolar dilatation elicited by neuronal activation.
2007-07
Inhibitory neuromuscular transmission mediated by the P2Y1 purinergic receptor in guinea pig small intestine.
2007-06
Evidence that ATP or a related purine is an excitatory neurotransmitter in the longitudinal muscle of mouse distal colon.
2007-05
Glycoprotein Ibalpha inhibition and ADP receptor antagonists, but not aspirin, reduce platelet thrombus formation in flowing blood exposed to atherosclerotic plaques.
2007-03
A novel mechanism of vasoregulation: ADP-induced relaxation of the porcine isolated coronary artery is mediated via adenosine release.
2007-02
Stimulation of adenosine A1 and A2A receptors by AMP in the submucosal plexus of guinea pig small intestine.
2007-02
P2Y1 receptor modulation of the pre-Bötzinger complex inspiratory rhythm generating network in vitro.
2007-01-31
ATP increases intracellular calcium in supraoptic neurons by activation of both P2X and P2Y purinergic receptors.
2007-01
Mitochondrial calcium transport is regulated by P2Y1- and P2Y2-like mitochondrial receptors.
2006-11-01
Regulation of death and survival in astrocytes by ADP activating P2Y1 and P2Y12 receptors.
2006-10-16
Enhanced food intake after stimulation of hypothalamic P2Y1 receptors in rats: modulation of feeding behaviour by extracellular nucleotides.
2006-10
PAR4, but not PAR1, signals human platelet aggregation via Ca2+ mobilization and synergistic P2Y12 receptor activation.
2006-09-08
P2Y receptor-mediated excitation in the posterior hypothalamus.
2006-09
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:43:08 GMT 2025
Edited
by admin
on Mon Mar 31 18:43:08 GMT 2025
Record UNII
48QZW2IR9H
Record Status Validated (UNII)
Record Version
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Name Type Language
NSC-66392
Preferred Name English
N6-METHYLDEOXYADENOSINE
Systematic Name English
ADENOSINE, 2'-DEOXY-N-METHYL-
Systematic Name English
2'-DEOXY-N6-METHYLADENOSINE
Systematic Name English
6-(METHYLAMINO)PURINE DEOXYRIBOSIDE
Common Name English
N6-METHYL-2'-DEOXYADENOSINE
Systematic Name English
Code System Code Type Description
NSC
66392
Created by admin on Mon Mar 31 18:43:08 GMT 2025 , Edited by admin on Mon Mar 31 18:43:08 GMT 2025
PRIMARY
FDA UNII
48QZW2IR9H
Created by admin on Mon Mar 31 18:43:08 GMT 2025 , Edited by admin on Mon Mar 31 18:43:08 GMT 2025
PRIMARY
PUBCHEM
168948
Created by admin on Mon Mar 31 18:43:08 GMT 2025 , Edited by admin on Mon Mar 31 18:43:08 GMT 2025
PRIMARY
CAS
2002-35-9
Created by admin on Mon Mar 31 18:43:08 GMT 2025 , Edited by admin on Mon Mar 31 18:43:08 GMT 2025
PRIMARY
EPA CompTox
DTXSID60173840
Created by admin on Mon Mar 31 18:43:08 GMT 2025 , Edited by admin on Mon Mar 31 18:43:08 GMT 2025
PRIMARY