| In ZINC since | Heavy atoms | Benign functionality |
|---|---|---|
| October 12th, 2004 | 19 | Yes |
Popular Name: Adenosine Adenosine
Find On: PubMed — Wikipedia — Google
CAS Numbers: 24356-66-9 , 5536-17-4 , 5536-17-4; 5682-25-7; 58-61-7 , 58-61-7 , 64503-27-1 , [58-61-7] , [58056-57-8]
"9-(¦Â-D-Arabinofuranosyl)adenine, 98%"
(2R,3R,4S,5R)-2-(6-amino-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
(2R,3R,4S,5R)-2-(6-Amino-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
(2R,3R,4S,5R)-2-(6-Amino-purin-9-yl)-5-hydroxymethyl-tetrahydro-furan-3,4-diol
(2R,3R,4S,5R)-2-(6-Aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
4-Aminopyrazolo[3,4-d]pyrimidine ribonucleoside
58-61-7; adenine-D-ribose; adenosine
58-61-7; Adenocard (TN); Adenoscan (TN); Adenosine (JAN/USP); D00045
6-Amino-9-.beta.-ribofuranosyl-9H-purine
6-Amino-9-beta-D-ribofuranosyl-9H-purine
6-Amino-9beta-D-ribofuranosyl-9H-purine
9-(beta-D-Arabinofuranosyl)adenine
9-beta-D-Ribofuranosidoadenine
9-beta-D-Ribofuranosyl-9H-purin-6-amine
9-Beta-d-ribofuranosyladenine hemisulfate salt
9H-Purin-6-amine, 9beta-D-ribofuranosyl-
Adenine 9-beta-D-arabinofuranoside
Adenine-9-beta-D-ribofuranoside
Adenocard; Adenocor; Adenoscan
beta-D-Ribofuranose, 1-(6-amino-9H-purin-9-yl)-1-deoxy-
beta-D-Ribofuranoside, adenine-9
CHEBI:40558; CHEBI:40906; CHEBI:40911; CHEBI:40825; CHEBI:13734; CHEBI:22237; CHEBI:2472
| Type pH range | xlogP | Des A‑Pol Apolar desolvation (kcal/mol) | Des Pol Polar desolvation (kcal/mol) | H Don H-bond donors | H Acc H-bond acceptors | Chg Net charge | tPSA (Ų) | MWT Molecular weight (g/mol) | RB Rotatable bonds | DL |
|---|---|---|---|---|---|---|---|---|---|---|
| Ref Reference (pH 7) | -0.85 | -4.39 | -15.03 | 5 | 9 | 0 | 140 | 267.245 | 2 | ↓ |
| Note Type | Comments | Provided By |
|---|---|---|
| ALOGPS_SOLUBILITY | 1.40e+01 g/l | DrugBank-approved |
| Mp [°C] | 233 - 238 | Acros Organics |
| MP | 234-236° | Oakwood Chemical |
| Melting_Point | 234-237? | Alfa-Aesar |
| Melting_Point | 234-237° | Alfa-Aesar |
| MP | 253 | TCI |
| UniProt Database Links | 4CLLA_ARATH; 5NT1A_HUMAN; 5NT1A_MOUSE; 5NT1B_HUMAN; 5NT1B_MOUSE; 5NT3A_CHICK; 5NTD_HAEIN; AA1R_BOVIN; AA1R_CANFA; AA1R_CAVPO; AA1R_CHICK; AA1R_HUMAN; AA1R_MOUSE; AA1R_PONAB; AA1R_RABIT; AA1R_RAT; AA2AR_CANFA; AA2AR_CAVPO; AA2AR_HORSE; AA2AR_HUMAN; AA2AR_M | ChEBI |
| Purity | 95% | Fluorochem |
| Purity | 99% | Fluorochem |
| mechanism | Adenosine-a1-agonist | IBScreen Bioactives IBScreen Bioactives |
| mechanism | Adenosine-a1-agonist; Adenosine-a2-agonist | ZereneX Building Blocks |
| mechanism | Adenosine-a2-agonist | IBScreen Bioactives |
| biological_use | Antiarrhythmic agent | IBScreen Bioactives IBScreen Bioactives |
| Therapy | antiarrhythmic, cardiac depressant | SMDC Pharmakon |
| biological_use | Cardiac depressant | IBScreen Bioactives |
| PUBCHEM_PATENT_ID | EP0297630A1; EP0335379A2; EP0335379B1; EP0363355A1; EP0423290A1; EP0517573A1; EP0553790A1; EP0553790B1; EP0672122A1; EP0673783A2; EP0673783A3; EP0673783B1; EP0743573A3; EP0743573B1; EP0743574A3; EP0743574B1; EP0878549A3; EP0934331A2; EP0954600A2; EP096668 | IBM Patent Data |
| Patent Database Links | EP0806140; EP0972525; EP1054012; EP1060742; EP1069126; EP1084710; EP1116722; EP1148059; EP1177797; EP1180518; EP1221444; EP1227098; EP1229034; EP1247809; EP1254902; EP1283056; EP1300147; EP1308441; EP1310797; EP1364953; EP1415983; EP1426374; EP1439175; EP | ChEBI |
| Target | Others | Selleck Chemicals |
| biological_use | Purinergic | IBScreen Bioactives |
| Reactome Database Links | REACT_1054; REACT_120830; REACT_1268; REACT_1504; REACT_15538; REACT_1556; REACT_17008; REACT_1728; REACT_18299; REACT_18300; REACT_2011; REACT_2012; REACT_2135; REACT_22188; REACT_22212; REACT_22234; REACT_22239; REACT_22268; REACT_22289; REACT_22315; RE | ChEBI |
| S phrase | S24/25: Avoid contact with skin and eyes. | Acros Organics |
| biological_source | Widely distributed in nature. One of the four principal nucleosides of nucleic acid | ZereneX Building Blocks |
| Code | Description | Organism Class | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| AA1R-2-E | Adenosine A1 Receptor (cluster #2 Of 4), Eukaryotic | Eukaryotes | 5 | 0.61 | Binding ≤ 10μM |
| AA2AR-1-E | Adenosine A2a Receptor (cluster #1 Of 4), Eukaryotic | Eukaryotes | 5 | 0.61 | Binding ≤ 10μM |
| AA2BR-1-E | Adenosine A2b Receptor (cluster #1 Of 1), Eukaryotic | Eukaryotes | 5 | 0.61 | Binding ≤ 10μM |
| AA3R-2-E | Adenosine Receptor A3 (cluster #2 Of 6), Eukaryotic | Eukaryotes | 100 | 0.52 | Binding ≤ 10μM |
| ADK-1-E | Adenosine Kinase (cluster #1 Of 1), Eukaryotic | Eukaryotes | 8900 | 0.37 | Binding ≤ 10μM |
| AA1R-1-E | Adenosine A1 Receptor (cluster #1 Of 1), Eukaryotic | Eukaryotes | 310 | 0.48 | Functional ≤ 10μM |
| AA2AR-1-E | Adenosine A2a Receptor (cluster #1 Of 1), Eukaryotic | Eukaryotes | 150 | 0.50 | Functional ≤ 10μM |
| AA3R-1-E | Adenosine A3 Receptor (cluster #1 Of 1), Eukaryotic | Eukaryotes | 290 | 0.48 | Functional ≤ 10μM |
| ADCY2-1-E | Adenylate Cyclase Type II (cluster #1 Of 1), Eukaryotic | Eukaryotes | 150 | 0.50 | Functional ≤ 10μM |
| Z50587-5-O | Homo Sapiens (cluster #5 Of 9), Other | Other | 6000 | 0.38 | Functional ≤ 10μM |
| Z50588-2-O | Canis Familiaris (cluster #2 Of 7), Other | Other | 0 | 0.00 | Functional ≤ 10μM |
| Z80945-1-O | HEp-2 (Laryngeal Carcinoma Cells) (cluster #1 Of 4), Other | Other | 700 | 0.45 | Functional ≤ 10μM |
| Uniprot | Swissprot | Description | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| AA1R_RAT | P25099 | Adenosine A1 Receptor, Rat | 10 | 0.59 | Binding ≤ 1μM |
| AA2AR_RAT | P30543 | Adenosine A2a Receptor, Rat | 30 | 0.55 | Binding ≤ 1μM |
| AA2BR_RAT | P29276 | Adenosine A2b Receptor, Rat | 37 | 0.55 | Binding ≤ 1μM |
| AA3R_RAT | P28647 | Adenosine A3 Receptor, Rat | 100 | 0.52 | Binding ≤ 1μM |
| AA1R_RAT | P25099 | Adenosine A1 Receptor, Rat | 10 | 0.59 | Binding ≤ 10μM |
| AA2AR_RAT | P30543 | Adenosine A2a Receptor, Rat | 30 | 0.55 | Binding ≤ 10μM |
| AA2BR_RAT | P29276 | Adenosine A2b Receptor, Rat | 37 | 0.55 | Binding ≤ 10μM |
| AA3R_RAT | P28647 | Adenosine A3 Receptor, Rat | 100 | 0.52 | Binding ≤ 10μM |
| ADK_TOXGO | Q9TVW2 | Adenosine Kinase, Toxgo | 8900 | 0.37 | Binding ≤ 10μM |
| AA1R_HUMAN | P30542 | Adenosine A1 Receptor, Human | 310 | 0.48 | Functional ≤ 10μM |
| AA2AR_RAT | P30543 | Adenosine A2a Receptor, Rat | 150 | 0.50 | Functional ≤ 10μM |
| AA2AR_HUMAN | P29274 | Adenosine A2a Receptor, Human | 700 | 0.45 | Functional ≤ 10μM |
| AA3R_HUMAN | P33765 | Adenosine A3 Receptor, Human | 1040 | 0.44 | Functional ≤ 10μM |
| ADCY2_RAT | P26769 | Adenylate Cyclase Type II, Rat | 150 | 0.50 | Functional ≤ 10μM |
| Z50588 | Z50588 | Canis Familiaris | 0.12 | 0.73 | Functional ≤ 10μM |
| Z80945 | Z80945 | HEp-2 (Laryngeal Carcinoma Cells) | 700 | 0.45 | Functional ≤ 10μM |
| Z50587 | Z50587 | Homo Sapiens | 5940 | 0.39 | Functional ≤ 10μM |
| Description | Species |
|---|---|
| Adenosine P1 receptors | |
| Adenylate cyclase activating pathway | |
| Adenylate cyclase inhibitory pathway | |
| G alpha (i) signalling events | |
| G alpha (s) signalling events | |
| G alpha (z) signalling events | |
| Glucagon signaling in metabolic regulation | |
| NGF-independant TRKA activation | |
| PKA activation | |
| PKA activation in glucagon signalling | |
| Vasopressin regulates renal water homeostasis via Aquaporins |
