a
adenosine
Chemical compound
Also known as Adenocard® · 9-beta-D-ribofuranosyl-9H-purin-6-amine · Ade-Rib · Ado · Adenosin · (2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
- Formula
- C₁₀H₁₃N₅O₄
1
- C₁₀H₁₃N₅O₄
- Mass
- 267.097 Da
1
- 267.097 Da
- Melting point
- 235.5°C
1
- , 235°C
1
- 235.5°C
- Solubility
- 5.1 gram per kilogram
1
- 5.1 gram per kilogram
Overview
Chemistry
All data
533 statements · 64% with external sources · numbers in brackets are citations
- Canonical SMILES
- C1=NC2=C(C(=N1)N)N=CN2C3C(C(C(O3)CO)O)O
1
- C1=NC2=C(C(=N1)N)N=CN2C3C(C(C(O3)CO)O)O
- Isomeric SMILES
- C1=NC2=C(C(=N1)N)N=CN2[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O
1
- C1=NC2=C(C(=N1)N)N=CN2[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O
- Found in taxon
- Homo sapiens
- Cynomorium songaricum
2
Sources- 1.Stated in Inhibitory effects of ursolic acid derivatives from Cynomorium songaricum, and related triterpenes on human immunodeficiency viral protease
- 2.Stated in Inhibitory effects of constituents from Cynomorium songaricum and related triterpene derivatives on HIV-1 protease
- Acanthus ebracteatus
- Acanthus ilicifolius
- Adiantum lunulatum
- Allium tuberosum
- Atractylodes lancea
1
- Capparis flavicans
Show 52 moreShow less
- Cassytha filiformis
- Codonopsis pilosula
- Crocus sativus
5
Sources- 1.Stated in Antityrosinase principles and constituents of the petals of Crocus sativus
- 2.Stated in Constituents of the stigmas of Crocus sativus and their tyrosinase inhibitory activity
- 3.Stated in Phenolic glucosides and a gamma-lactone glucoside from the sprouts of Crocus sativus
- 4.Stated in Constituents of the pollen of Crocus sativus L. and their tyrosinase inhibitory activity
- 5.Stated in Constituents of the Pollen of Crocus sativus L. and Their Tyrosinase Inhibitory Activity.
- Cucumis sativus
- Dioscorea oppositifolia
- Gastrodia elata
1
- Junceella juncea
- Oxytropis myriophylla
2
Sources- 1.Stated in New flavonoids from Oxytropis myriophylla
- 2.Stated in New Flavonoids from Oxytropis myriophylla.
- Strychnos lucida
1
- maize
- Nigrospora sphaerica
- Oligomeris linifolia
- Eleutherococcus giraldii
1
- Alangium platanifolium
- Allium chinense
- onion
- Allium sativum
- Angelica acutiloba
- Angelica archangelica
- Angelica dahurica
- Ashitaba
- Argemone mexicana
- Asterias forbesi
- Carthamus tinctorius
- Senna tora
- Cliona celata
- Coix lacryma-jobi
- Ophiocordyceps sinensis
4
Sources- 1.Stated in The fruiting body and its caterpillar host of Cordyceps sinensis show close resemblance in main constituents and anti-oxidation activity
- 2.Stated in Analysis of the Water Soluble Constituents ofCordyceps SinensisWith Heuristic Evolving Latent Projections
- 3.Stated in Medicinal Value of Cordyceps sinensis
- 4.Stated in Anti-inflammatory Principles from Cordyceps sinensis
- Coriandrum sativum
1
- Cucumis melo
- Melicope semecarpifolia
1
- Foeniculum vulgare
- Fritillaria yuminensis
1
- Ganoderma japonicum
- Ganoderma lucidum
3
Sources- 1.Stated in Central actions of adenosine, a nucleotide ofGanoderma lucidum
- 2.Stated in Identification and quantification of base and nucleoside markers in extracts of Ganoderma lucidum, Ganoderma japonicum and Ganoderma capsules by micellar electrokinetic chromatography.
- 3.Stated in Isolation of an inhibitor of platelet aggregation from a fungus, Ganoderma lucidum
- Glehnia littoralis
- Helichrysum arenarium
2
Sources- 1.Stated in Medicinal flowers. XXVII. New flavanone and chalcone glycosides, arenariumosides I, II, III, and IV, and tumor necrosis factor-alpha inhibitors from everlasting, flowers of Helichrysum arenarium
- 2.Stated in Medicinal flowers. XXX. Eight new glycosides, everlastosides F-M, from the flowers of Helichrysum arenarium
- Hemerocallis fulva
- Ilex cornuta
1
- Isatis tinctoria
- Juglans regia
- Lactarius subplinthogalus
1
- Conioselinum anthriscoides
1
- Ligusticum chuanxiong
1
- Lilium mackliniae
- Lilium tenuifolium
- Marchantia polymorpha
- Medicago sativa
- Neptunea antiqua
- Paeonia obovata
- Panax ginseng
2
Sources- 1.Stated in Isolation of isomaltol-α-d-glucopyranoside1 and ketopropyl-α-d-glucopyranoside2 from Korean red ginseng
- 2.Stated in Application of High-speed Liquid Chromatography and Dual Wave-length Thin-Layer Chromatograph-Densitometry to Analysis of Crude Drugs : Nucleosides and Free Bases of Nucleic Acids in Ginseng Roots
- Phaseolus vulgaris
- Defined daily dose
- 15 milligram route of administration: parenteral route of administration
- PKa
- 3.6 temperature: 25°C
1
- 12.4 temperature: 25°C
1
- 3.6 temperature: 25°C
- Physically interacts with
- Adenosine A1 receptor subject has role: agonist
2
Sources- 1.Stated in IUPHAR/BPS Guide to PHARMACOLOGYRetrieved 2016-08-17
- 2.Stated in Open Targets Platformplatform.opentargets.org/drug/CHEMBL477Retrieved 2023-08-14
- Adenosine A2a receptor subject has role: agonist
1
- Adenosine A2b receptor subject has role: agonist
2
Sources- 1.Stated in IUPHAR/BPS Guide to PHARMACOLOGYRetrieved 2016-08-17
- 2.Stated in Open Targets Platformplatform.opentargets.org/drug/CHEMBL477Retrieved 2023-08-14
- Adenosine A3 receptor subject has role: agonist
2
Sources- 1.Stated in IUPHAR/BPS Guide to PHARMACOLOGYRetrieved 2016-08-17
- 2.Stated in Open Targets Platformplatform.opentargets.org/drug/CHEMBL477Retrieved 2023-08-14
- Phosphatidylinositol 4-kinase type 2 alpha subject has role: agonist
1
- Phosphatidylinositol 4-kinase type 2 beta subject has role: agonist
1
- Transient receptor potential cation channel subfamily M member 4 subject has role: agonist
1
- Adenosine A1 receptor subject has role: agonist
- Part of
- adenosine catabolic process subject has role: reactant
1
- adenosine salvage subject has role: product
1
- adenosine metabolic process subject has role: participant
1
- adenosine biosynthetic process subject has role: product
1
- adenosine transport subject has role: cargo
1
- G protein-coupled adenosine receptor activity subject has role: reactant
1
- adenosine deaminase activity
1
- adenosine kinase activity
1
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- adenosine catabolic process subject has role: reactant
On other databases
71 identifiers linking adenosine across the web's reference databases
- ATC codeC01EB10
- Bibliothèque nationale de France ID121238390
- BNCF Thesaurus ID47130
- Cannabis Database ID004791
- CAS Registry Number58-61-7
- CCDC Number1101224
- ChEBI ID16335
- ChEMBL IDCHEMBL477
- ChemSpider ID54923
- CosIng number31367
- CSD RefcodeADENOS10
- Dewey Decimal Classification615.7
- DrugBank IDDB00640
- DrugCentral ID90
- DSSTOX compound identifierDTXCID902558
- DSSTox substance IDDTXSID1022558
- EC number200-389-9
- ECHA Substance Infocard ID100.000.354
- Elhuyar ZTH ID019783
- Encyclopedia of China (Third Edition) ID (2026)2NhZNh
- Encyclopedia of China (Third Edition) old ID (2021)534705
- Freebase ID/m/0m86w
- Gmelin number53385
- GND ID4130804-9
- Gran Enciclopèdia Catalana IDadenosina
- Gran Enciclopèdia Catalana ID (former scheme)0219762
- Guide to Pharmacology Ligand ID2844
- HSDB ID7774
- Human Metabolome Database IDHMDB0000050
- IEDB Epitope ID140947
- InChIInChI=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
- InChIKeyOIRDTQYFTABQOQ-KQYNXXCUSA-N
- J9U entity ID987007292950605171
- KEGG IDD00045
- KNApSAcK IDC00007444
- LEM IDLEM201000143
- Lex IDadenosin
- Library of Congress Authorities IDsh85000846
- MassBank accession IDMSBNK-Eawag-EQ330401
- MeSH descriptor IDD000241
- MeSH tree codeD03.633.100.759.590.138
- Microsoft Academic ID (discontinued)2776991684
- NALT ID4142
- NDF-RT IDN0000147627
- NDL Authority ID00575511
- NL CR AUT IDph798831
- NSC number7652
- OmegaWiki Defined Meaning1229006
- Online PWN Encyclopedia ID3865787
- OpenAlex IDC2776991684
- PDB ligand IDADN
- PDB structure ID4LCA
- Probes And Drugs IDPD002487
- PubChem CID60961
- Quora topic IDAdenosine
- Reaxys registry number93029
- RxNorm CUI296
- ScienceDirect topic IDagricultural-and-biological-sciences/adenosine
- Semantic Scholar topic ID2893
- SPLASHsplash10-000i-0900000000-38a0b51e84259a90e0bf
- SureChEMBL ID731
- Treccani IDadenosina
- Treccani's Dizionario delle Scienze Fisiche IDadenosina
- Treccani's Dizionario di Medicina IDadenosina
- UMLS CUIC0001443
- UniChem compound ID202864
- UNIIK72T3FS567
- WikiProjectMed IDAdenosine
- WordNet 3.1 Synset ID14731262-n
- Yale LUX IDconcept/5aa8437e-f4ba-4268-8201-26cfea90cd7e
- YSO ID23459