ADN

ADENOSINE

Find entries where: ADN

is present as a standalone ligand in 207 entries

as a non-polymer is covalently linked to polymer or other heterogen groups 5 entries

is present in a polymer sequence 2 entries

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Chemical Component Summary
Name	ADENOSINE
Identifiers	(2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
Formula	C₁₀ H₁₃ N₅ O₄
Molecular Weight	267.241
Type	NON-POLYMER
Isomeric SMILES	c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)N
InChI	InChI=1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6-,7-,10-/m1/s1
InChIKey	OIRDTQYFTABQOQ-KQYNXXCUSA-N

Chemical Details
Formal Charge	0
Atom Count	32
Chiral Atom Count	4
Bond Count	34
Aromatic Bond Count	10

Drug Info: DrugBank

DrugBank ID	DB00640 ?
Name	Adenosine
Groups	approved investigational
Description	The structure of adenosine was first described in 1931,[A229823] though the vasodilating effects were not described in literature until the 1940s.[A229828] Adenosine is indicated as an adjunct to thallium-201 in myocardial perfusion scintigraphy,[L31983] though it is rarely used in this indication, having largely been replaced by [dipyridamole] and [regadenson].[A229833,A229838] Adenosine is also indicated in the treatment of supraventricular tachycardia.[L31998] Adenosine was granted FDA approval on 30 October 1989.[L31978]
Synonyms	Adénosine Adenogesic 6-Amino-9-beta-D-ribofuranosyl-9H-purine 9-beta-D-Ribofuranosyl-9H-purin-6-amine Adenosina Adenosine Adenin riboside beta-D-Adenosine Adenosin 9-beta-D-Ribofuranosidoadenine (2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol Adenosinum Adenine Deoxyribonucleoside Ado 9-β-D-ribofuranosyl-9H-purin-6-amine Ade-Rib
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Indication	Adenosine is indicated as an adjunct to thallium-201 in myocardial perfusion scintigraphy in patients unable to adequately exercise.[L31983] It is also indicated to convert sinus rhythm of paroxysmal supraventricular tachycardia.[L31998]
Categories	Adenosine, antagonists & inhibitors Agents producing tachycardia Alkenes Analgesics Antiarrhythmic agents Antiarrhythmics, Class V Biological Factors Carbohydrates Cardiac Therapy Cardiovascular Agents Central Nervous System Agents Cyclohexanes Cyclohexenes Cycloparaffins Glycosides Heterocyclic Compounds, Fused-Ring Hydrocarbons, Acyclic Miscellaneous Cardiac Drugs Miscellaneous Therapeutic Agents Moderate Risk QTc-Prolonging Agents Neurotransmitter Agents Nucleic Acids, Nucleotides, and Nucleosides Nucleosides Peripheral Nervous System Agents Polyenes Purine Nucleosides Purinergic Agents Purinergic Agonists Purinergic P1 Receptor Agonists Purines QTc Prolonging Agents Ribonucleosides Sensory System Agents Terpenes Vasodilating Agents
ATC-Code	C01EB10
CAS number	58-61-7

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Adenosine receptor A1	MPPSISAFQAAYIGIEVLIALVSVPGNVLVIWAVKVNQALRDATFCFIVS...	unknown	agonist
Adenosine receptor A2a	MPIMGSSVYITVELAIAVLAILGNVLVCWAVWLNSNLQNVTNYFVVSLAA...	unknown	agonist
Adenosine receptor A2b	MLLETQDALYVALELVIAALSVAGNVLVCAAVGTANTLQTPTNYFLVSLA...	unknown	agonist
Adenosine receptor A3	MPNNSTALSLANVTYITMEIFIGLCAIVGNVLVICVVKLNPSLQTTTFYF...	unknown	agonist
Adenylate kinase isoenzyme 1	MEEKLKKTKIIFVVGGPGSGKGTQCEKIVQKYGYTHLSTGDLLRSEVSSG...	unknown	substrate
Nucleoside diphosphate kinase A	MANCERTFIAIKPDGVQRGLVGEIIKRFEQKGFRLVGLKFMQASEDLLKE...	unknown	substrate
Nucleoside diphosphate kinase B	MANLERTFIAIKPDGVQRGLVGEIIKRFEQKGFRLVAMKFLRASEEHLKQ...	unknown	substrate
Purine nucleoside phosphorylase	MENGYTYEDYKNTAEWLLSHTKHRPQVAIICGSGLGGLTDKLTQAQIFDY...	unknown	substrate
Xanthine dehydrogenase/oxidase	MTADKLVFFVNGRKVVEKNADPETTLLAYLRRKLGLSGTKLGCGEGGCGA...	unknown	substrate
Adenosine deaminase	MAQTPAFDKPKVELHVHLDGSIKPETILYYGRRRGIALPANTAEGLLNVI...	unknown	substrate
Adenosine kinase	MAAAEEEPKPKKLKVEAPQALRENILFGMGNPLLDISAVVDKDFLDKYSL...	unknown	substrate
Serum albumin	MKWVTFISLLFLFSSAYSRGVFRRDAHKSEVAHRFKDLGEENFKALVLIA...	unknown	binder
Equilibrative nucleoside transporter 1	MTTSHQPQDRYKAVWLIFFMLGLGTLLPWNFFMTATQYFTNRLDMSQNVS...	unknown	substrate
Equilibrative nucleoside transporter 2	MARGDAPRDSYHLVGISFFILGLGTLLPWNFFITAIPYFQARLAGAGNST...	unknown	substrate
Equilibrative nucleoside transporter 3	MAVVSEDDFQHSSNSTYRTTSSSLRADQEALLEKLLDRPPPGLQRPEDRF...	unknown	substrate
Equilibrative nucleoside transporter 4	MGSVGSQRLEEPSVAGTPDPGVVMSFTFDSHQLEEAAEAAQGQGLRARGV...	unknown	substrate
Sodium/nucleoside cotransporter 1	MENDPSRRRESISLTPVAKGLENMGADFLESLEEGQLPRSDLSPAEIRSS...	unknown	substrate
Sodium/nucleoside cotransporter 2	MEKASGRQSIALSTVETGTVNPGLELMEKEVEPEGSKRTDAQGHSLGDGL...	unknown	substrate
Gap junction alpha-1 protein	MGDWSALGKLLDKVQAYSTAGGKVWLSVLFIFRILLLGTAVESAWGDEQS...	unknown	substrate
Solute carrier family 28 member 3	MELRSTAAPRAEGYSNVGFQNEENFLENENTSGNNSIRSRAVQSREHTNT...	unknown
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Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682