ADN

ADENOSINE

Created:	1999-07-08
Last modified:	2011-06-04

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218 entries where ADN is found as a standalone ligand4 entries where ADN is covalently linked to polymer or other heterogen groups 2 entries where ADN is found in a polymer sequence

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

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Chemical Component Summary
Name	ADENOSINE
Systematic Name (OpenEye OEToolkits)	(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

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	n2c1c(ncnc1n(c2)C3OC(C(O)C3O)CO)N
SMILES	CACTVS	3.341	Nc1ncnc2n(cnc12)[CH]3O[CH](CO)[CH](O)[CH]3O
SMILES	OpenEye OEToolkits	1.5.0	c1nc(c2c(n1)n(cn2)C3C(C(C(O3)CO)O)O)N
Canonical SMILES	CACTVS	3.341	Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O
Canonical SMILES	OpenEye OEToolkits	1.5.0	c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)N
InChI	InChI	1.03	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	InChI	1.03	OIRDTQYFTABQOQ-KQYNXXCUSA-N

Drug Info: DrugBank

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License

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thallium-201 in myocardial perfusion scintigraphy,[L31983] though it is rarely used in this indication, having largely been replaced by [dipyridamole] and [regadenson].[A229833,A229838] Adenosine is also indicated in the treatment of supraventricular tachycardia.[L31998] Adenosine was granted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	(2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol Adenin riboside Adenosinum beta-D-Adenosine 9-β-D-ribofuranosyl-9H-purin-6-amine Adenine Deoxyribonucleoside Ado Adenosin Adenosine Adénosine 9-beta-D-Ribofuranosyl-9H-purin-6-amine Adenosina 6-Amino-9-beta-D-ribofuranosyl-9H-purine Adenogesic Ade-Rib 9-beta-D-Ribofuranosidoadenine
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Collagen Cream Dermall Matrix Quick Vitalizing Renardblanc Multilayer Mask Yoma Ampoule Plus Collagen Mask Pack HERBAL IRON Enriched Moisture Dr JmeeLab Double Complex Smile Zone Voye Fresh Up Real Lifting Mask V Tox Lifting Ampule The Oozoo Recovery Cap Sule Activator Return 10 TIME LOCK PROGRAM Medi Peel Tranex Toning9 Essence Dual Yenaan Jinaek Essence Teradia Diamond Intensive Hydrogel Eye Armiyou Hydrogen Serum Frudia Pomegranate Nutri Moisturizing Mask MISSHA Time Revolution The First Treatment Essence Mask Ggulba Mask Medi Hydro DP Emulsion ARMIYOU HYDROGEN SERUM 1.5mL MULBIT Hydro Special Ample Primerose Double Effect Eye Red Ginseng Vitalizing Hydrog El Mask Mefactory 3Step Piggy Nose Pore Strip Step 01 Pore Opening Sheet AHC Hydration Special Gen Solution EXODERMA Regenerating Serum Plalab Placenta Skin Booster Biotoc Regen Peel Bvblab Squalan Serum Sti Ck 70 DIAPIA ADL Evercure Ampoule Toner NoTS Li p Shimmer Gloss Seolheun Ginseng Nature Essence Derma Blemish Balm blemish balm Lapcos Suntiaging Eye Zone Cooling Golf Pat Ch S COMPLETE CHOICE Moisture Amploule Jayjun Real Water Brightening Black Mask Step3 Real Water Brightening Black Mask Sheza Gusl Firming Mask Pack Oozoo Face Mask Alpha One Nutirient Plalab Placenta Mask Protective Base Sun for Dry Skin AHC Revitalizing Special Gen Mask derma J PEPTASTIN INTENSIVE Propolis 80 ARSMEDIC STEP 02 After Ampoule Barox White Magic Mask Honesi exofila By Selected Anti Wrinkle Day Serum Dr.Jucre Rebirth White Yoma Ampoule Plus Ginseng Mask Pack DPC Skin Up Perfection AAPE Continuous Renewal Serum Yoma Ampoule Plus White Peal Mask Pack Uniwell Natural Toner ROSELLE TEA EYE GE L 1.4g Cellmov Cell Line Mask Cellbn Damage Anti-aging Eye Reviver ELCURE AOUT Rose Hydro Multi-shield Jayjun Real Water Brightening Black Papa Recipe Eggplant Clearing The Fact Natural SFN 18 Skin Toner CellExosome HE SR Derma Eaude Glatok Cream Ginseng Berry 80 Eye Essence Cell Power Green Tea Eye Ge l Peptide no sebum Repair RETURN10 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Hyaluronic Acid Essence Hi Hanji JUVEHEAL Hydro Synergy Liposome Barrier The Oozoo Face Energy Shot Premium Black Ampoule2 Diapia Adl Ever-curecream The Oozoo Face Energy Shot Premium Black Mask Neogen Dermalogy White Truffle Hydramax Knit Mask Vitabrid C12 SENSITIVE Spot Pow der Serum Super Amazing Revolution For MultiLotion EXODERMA Real Cover BB Cream CELLSTORY Plus Cell Recovery Siseundeusi Luminant Skin Toner BonGin Revitalizing GIN Water The Real Glow Lifting Mask Dermahan Whitening Perfectcream AHC Hydration Special Gen Serum AHC Vital C Complex Mask Cell Power Essential Skin Ultimate Moisturizing Honey Overnight Mask MIRACLETOX Time Rewind Perfection VIP Program Wellage Fresh Water Essence Mist Incellderm Active Creamex Bandha You and Face Serum Ideal Tone Up Glow Bb CELLSTORY Plus Cellplant Meso-Care Program (4 week) Xoul secret solution cream mask Adenoscan - (for IV Infusion Only) Prestige Shiny Gold Yenaan Jinaek Toner Celonia Signature Bio Eye MEDIKOii Bio Active Vital 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Free Eye Mizon Collagen Power Firming Enriched Crea M Jeju Lava Sea Water All Day Brightening Mask Volcanic Homme Ginseng Royal Silk Boosting Ampoule Ultra V IDEBENONE AMPOULE Vitabrid C12 FACE Pow der 2g Derladie Witch Hazel Perfect Vitamin Serum Medi Hydro DP BB Cream SOROCI Morning Calming P1P Magic Whitening Antiaging Emmune Repair Oattbe Syn Bio beta Glucans Brightening Calming First C Superfull Teradia Milk Skin Creampad Bring Green Fresh Mask Avocado MIRACLETOX Time Rewind Advanced Essential Toner BRING GREEN Artemisia Calming Intensive Serum
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

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License

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
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