Adenosine

Representations & DB's id
ChEBI:	CHEBI:16335
ChEMBL:	CHEMBL477
PubChem:	60961
IUPAC:	(2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
Standard 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
Standard InChI Key:	OIRDTQYFTABQOQ-KQYNXXCUSA-N
SMILES:	OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2N

Molecular propeties
AlogP:	-1.98
Hydrogen bonds acceptors:	9
Hydrogen bonds donors:	4
Rotatable bonds:	2
Number of rings:	3
Molecular Weight:	267.1
Topological polar surface area:	140
Number of aromatic rings:	2
Fsp3:	0.5
Number of carbons:	10

Plant sources

Part of plant	Plant name	Ref.
Root	Panax ginseng
Rhizome	Panax ginseng
Root	Panax ginseng
Rhizome	Panax ginseng
Nigra	Sesamum indicum
Flos	Tussilago farfara
Plant	Juglans regia
Fructus	Capsicum annuum
Plant	Artemisia cina
Plant	Crocus sativus

In vitro data

Activity Type	Activity Value	Target Name	UniProt ID
ED50	0.01 nM	Adenosine kinase	P55263
Others	1	Adenosine kinase	P55263
IC50	195000 nM	Epidermal growth factor receptor erbB1	P00533
IC50	1600000 nM	Receptor protein-tyrosine kinase erbB-2	P04626
EC50	1040 nM	Adenosine A3 receptor	P0DMS8
Others	10 %	Adenosine A3 receptor	P0DMS8
Ki	100000 nM	Inosine-5'-monophosphate dehydrogenase 1	P20839
Ki	100000 nM	Inosine-5'-monophosphate dehydrogenase 2	P12268
EC50	290 nM	Adenosine A3 receptor	P0DMS8
EC50	310 nM	Adenosine A1 receptor	P30542
EC50	700 nM	Adenosine A2a receptor	P29274
EC50	24000 nM	Adenosine A2b receptor	P29275
Potency	1122 nM	Survival motor neuron protein	Q16637
Potency	12589.3 nM	MAP kinase ERK2	P28482
Potency	1258.9 nM	Signal transducer and activator of transcription 6	P42226
Potency	1258.9 nM	Signal transducer and activator of transcription 6	P42226
EC50	290 nM	Adenosine A3 receptor	P0DMS8
EC50	310 nM	Adenosine A1 receptor	P30542
EC50	700 nM	Adenosine A2a receptor	P29274
EC50	24000 nM	Adenosine A2b receptor	P29275
EC50	1410 nM	Adenosine A1 receptor	P30542
EC50	39 nM	Adenosine A1 receptor	P30542
Others	0 %	Purine nucleoside phosphorylase	P00491
Others	30 %	Purine nucleoside phosphorylase	P00491
Ki	2000000 nM	Purine nucleoside phosphorylase	P00491
EC50	700 nM	Adenosine A2a receptor	P29274
EC50	24000 nM	Adenosine A2b receptor	P29275
EC50	310 nM	Adenosine A1 receptor	P30542
EC50	290 nM	Adenosine A3 receptor	P0DMS8
Others	100 %	Adenosine kinase	P55263
Others	8 %	Adenosine kinase	P55263
Others	20 %	Adenosine kinase	P55263
Ki	2100 nM	Solute carrier family 28 member 3	Q9HAS3
IC50	3300 nM	Solute carrier family 28 member 3	Q9HAS3
Ki	5300 nM	Sodium/nucleoside cotransporter 2	O43868
IC50	5500 nM	Sodium/nucleoside cotransporter 2	O43868
Ki	1800 nM	Sodium/nucleoside cotransporter 1	O00337
IC50	5500 nM	Sodium/nucleoside cotransporter 1	O00337
Ki	106000 nM	Equilibrative nucleoside transporter 2	Q14542
IC50	106000 nM	Equilibrative nucleoside transporter 2	Q14542
Ki	12000 nM	Equilibrative nucleoside transporter 1	Q99808
IC50	17000 nM	Equilibrative nucleoside transporter 1	Q99808
Kd	184000 nM	Cyclin-dependent kinase 2	P24941
EC50	2511.89 nM	Adenosine A1 receptor	P30542
EC50	5754.4 nM	Adenosine A2a receptor	P29274
EC50	51286.14 nM	Adenosine A2b receptor	P29275
IC50	2.344 nM	Adenosine A1 receptor	P30542
IC50	1.148 nM	Adenosine A3 receptor	P0DMS8
Others	-66.4 %	Adenosine A1 receptor	P30542
Others	-38.7 %	Adenosine A3 receptor	P0DMS8
EC50	310 nM	Adenosine A1 receptor	P30542
EC50	730 nM	Adenosine A2a receptor	P29274
EC50	23500 nM	Adenosine A2b receptor	P29275
EC50	290 nM	Adenosine A3 receptor	P0DMS8
Kd	112201.85 nM	Heat shock cognate 71 kDa protein	P11142
Kd	110000 nM	Heat shock cognate 71 kDa protein	P11142

Adenosine

Representations & DB's id

Molecular propeties

Plant sources

In vitro data