UCSF

ZINC02169830

Substance Information

In ZINC since Heavy atoms Benign functionality
October 12th, 2004 19 Yes

Other Names:

"9-(-D-Arabinofuranosyl)adenine, 98%"

"Adenosine, 99%"

(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

(2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol; 6-Amino-9-beta-D-ribofuranosyl-9H-purine; 9-beta-D-Ribofuranosidoadenine; 9-beta-D-Ribofuranosyl-9H-purin-6-amine; 9-beta-D-ribofuranosyl-9H-purin-6-amine; 9beta-D-Ribofuranosyladenine

1-(6-amino-9H-purin-9-yl)-1-deoxy-beta-D-Ribofuranose; 1-(6-amino-9H-purin-9-yl)-1-deoxy-beta-delta-Ribofuranose; 6-Amino-9beta-D-ribofuranosyl-9H-purine; 6-Amino-9beta-delta-ribofuranosyl-9H-purine; 9-beta-D-Arabinofuranosyladenine; 9-beta-D-Ribofuranosi

1-(6-amino-9H-purin-9-yl)-1-deoxy-beta-D-Ribofuranose; 6-Amino-9beta-D-ribofuranosyl-9H-purine; 9-beta-D-Arabinofuranosyladenine; 9-beta-D-Ribofuranosidoadenine; 9-beta-D-Ribofuranosyl-9H-purin-6-amine; 9-beta-d-ribofuranosyl-9H-Purin-6-amine; 9-beta-d-Ri

1-(6-Amino-9H-purin-9-yl)-1-deoxy-beta-D-Ribofuranose;1-(6-Amino-9H-purin-9-yl)-1-deoxy-beta-delta-Ribofuranose;6-Amino-9beta-D-ribofuranosyl-9H-purine;6-Amino-9beta-delta-ribofuranosyl-9H-purine;9-beta-D-Arabinofuranosyladenine;9-beta-D-Ribofuranosidoade

1odi

2'-Deoxyadenosine

2fqy

2gl0

30143-02-3

4-Aminopyrazolo[3,4-d]pyrimidine ribonucleoside

4-N-Boc-2-Methyl-piperazine

46946-45-6

46969-16-8

58-61-7

58-61-7; adenine-D-ribose; adenosine

58-61-7; Adenocard (TN); Adenoscan (TN); Adenosine (JAN/USP); D00045

58-61-7; Adenosine; C00212

6-Amino-9-.beta.-ribofuranosyl-9H-purine

6-Amino-9-beta-D-ribofuranosyl-9H-purine

6-Amino-9-beta-D-ribofuranosyl-9H-purine; 6-Amino-9beta-D-ribofuranosyl-9H-purine; 9-beta-D-Ribofuranosidoadenine; 9-beta-D-Ribofuranosyl-9H-purin-6-amine; 9-beta-D-Ribofuranosyladenine; 9H-Purin-6-amine, 9beta-D-ribofuranosyl-; 9beta-D-Ribofuranosyladeni

6-Amino-9beta-D-ribofuranosyl-9H-purine

9-(beta-D-Arabinofuranosyl)adenine

9-beta-D-Arabinosyladenine

9-beta-D-Ribofuranosidoadenine

9-beta-D-Ribofuranosyl-9H-purin-6-amine

9-beta-D-Ribofuranosyladenine

9-Beta-d-ribofuranosyladenine hemisulfate salt

9-_-D-Ribofuranosyladenine

9beta-D-Ribofuranosyladenine

9H-Purin-6-amine, 9beta-D-ribofuranosyl-

A0152

A4036_SIGMA

A9251_SIGMA

AC1L1U8O

AC1Q1ID3

AC1Q52XU

Ade-Rib

Adenine 9-beta-D-arabinofuranoside

Adenine Deoxy Nucleoside

Adenine Deoxyribonucleoside

Adenine Deoxyribose

Adenine Nucleoside

Adenine Riboside

Adenine-9-beta-D-ribofuranoside

Adenine-9-_-D-ribofuranoside

adenine-D-ribose

Adenocard

Adenocard (TN)

Adenocard, Adenosine

Adenocard

Adenocard; Adenocor; Adenoscan

Adenocor

Adenoscan

Adenoscan (TN)

Adenosin

Adenosin [German]

Adenosine (Adenocard)

Adenosine (BAN

Adenosine (JAN/USP)

Adenosine hydrochloride

Adenosine [USAN:BAN]

Adenosine, 99%

Adenosine, 99+%

Adenosine, homopolymer

Adensoine

Adenyldeoxyriboside

ADN

AI3-52413

BB_NC-0565

beta-Adenosine

beta-D-Adenosine

beta-D-Ribofuranose, 1-(6-amino-9H-purin-9-yl)-1-deoxy-

beta-D-Ribofuranoside, adenine-9

Bio1_000437

Bio1_000926

Bio1_001415

bmse000061

Boniton

BSPBio_001796

C00212

Caswell No. 010B

CCRIS 2557

CHEBI:16335

CHEBI:40558; CHEBI:40906; CHEBI:40911; CHEBI:40825; CHEBI:13734; CHEBI:22237; CHEBI:2472

CHEMBL477

CID60961

D000241

D00045

DAP000223

DB00640

Deoxyadenosine

Desoxyadenosine

EA6C60C2-6AFB-4264-A2F0-541373DB950E

EINECS 200-389-9

FDA

FT-0082881

HMS1920A13

HMS2091G13

KBio3_001296

LS-15085

MEDR-640

MFCD00005752

MFCD00058340

MFCD00065471

MFCD10566668

MLS000069638

MLS002153227

MolPort-001-838-229

Myocol

NCGC00023673-03

NCGC00023673-04

NCGC00023673-05

NCGC00023673-06

NCGC00023673-07

nchembio.143-comp9

nchembio.186-comp109

nchembio.2007.56-comp13

nchembio.64-comp4

nchembio706-5

NSC 627048

NSC 7652

NSC627048

NSC7652

Nucleocardyl

Pallacor

Polyadenosine

Polyriboadenosine

S1647_Selleck

Sandesin

SDCCGMLS-0003108.P003

SMR000058216

SPBio_001194

SPECTRUM1500107

Spectrum2_001257

Spectrum3_000288

SR 96225

SR-96225

SUN-Y4001

TL8003749

UNII-K72T3FS567

USAF CB-10

USAN

USP)

V0098

Vidarabine

Vidarabine Monohydrate

ZINC02169830

Download: MOL2 SDF SMILES Flexibase

Annotations

Vendors

Physical Representations

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

Vendor Notes

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

Activity (Go SEA)

Clustered Target Annotations
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
ChEMBL Target Annotations
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

Direct Reactome Annotations (via ChEBI)

Description Species
Abacavir metabolism
Adenosine P1 receptors
G alpha (i) signalling events
G alpha (s) signalling events
Methylation
NGF-independant TRKA activation
Purine catabolism
Purine salvage
Sulfur amino acid metabolism
Transport of nucleosides and free purine and pyrimidine bases across the plasma

Reactome Annotations from Targets (via Uniprot)

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

Analogs ( Draw Identity 99% 90% 80% 70% )