Phyto4Health

Caffeine

Representations & DB's id

ChEBI: CHEBI:27732
ChEMBL: CHEMBL113
PubChem: 2519
IUPAC: 1,3,7-trimethylpurine-2,6-dione
Standard InChI: InChI=1S/C8H10N4O2/c1-10-4-9-6-5(10)7(13)12(3)8(14)11(6)2/h4H,1-3H3
Standard InChI Key: RYYVLZVUVIJVGH-UHFFFAOYSA-N
SMILES: Cn1cnc2c1c(=O)n(C)c(=O)n2C

Molecular propeties

AlogP: -1.03
Hydrogen bonds acceptors: 6
Hydrogen bonds donors: 0
Rotatable bonds: 0
Number of rings: 2
Molecular Weight: 194.08
Topological polar surface area: 58.4
Number of aromatic rings: 2
Fsp3: 0.375
Number of carbons: 8

Plant sources

Part of plant Plant name Ref.
NigraSesamum indicum
StemCamellia sinensis
PlantCamellia sinensis
FlowerCamellia sinensis
Seed CoatCamellia sinensis
Tissue CultureCamellia sinensis
ShootCamellia sinensis
AntherCamellia sinensis
LeafCamellia sinensis
PericarpCamellia sinensis
SeedCamellia sinensis
StemCamellia sinensis
PlantCamellia sinensis
FlowerCamellia sinensis
Seed CoatCamellia sinensis
Tissue CultureCamellia sinensis
ShootCamellia sinensis
AntherCamellia sinensis
LeafCamellia sinensis
PericarpCamellia sinensis
SeedCamellia sinensis
StemCamellia sinensis
PlantCamellia sinensis
FlowerCamellia sinensis
Seed CoatCamellia sinensis
Tissue CultureCamellia sinensis
ShootCamellia sinensis
AntherCamellia sinensis
LeafCamellia sinensis
PericarpCamellia sinensis
SeedCamellia sinensis

In vitro data

Activity Type Activity Value Target Name UniProt ID Ref.
Others30000 nMBrain adenylate cyclase 1Q08828
Kd45000 nMAdenosine A1 receptorP30542
Ki49000 nMAdenosine A1 receptorP30542
Ki18100 nMAdenosine A2a receptorP29274
Others9 %Adenosine A3 receptorP0DMS8
Ki49000 nMAdenosine A1 receptorP30542
Ki18100 nMAdenosine A2a receptorP29274
Ki100000 nMAdenosine A3 receptorP0DMS8
Others-1.4 %Solute carrier family 22 member 1O15245
Ki3600000 nMMonoamine oxidase BP27338
Ki33800 nMAdenosine A2b receptorP29275
Ki10400 nMAdenosine A2b receptorP29275
Others9 %Adenosine A3 receptorP0DMS8
Ki18100 nMAdenosine A2a receptorP29274
Ki49000 nMAdenosine A1 receptorP30542
Ki100000 nMAdenosine A3 receptorP0DMS8
Ki33800 nMAdenosine A2b receptorP29275
Ki10400 nMAdenosine A2b receptorP29275
Potency79432.8 nMDNA polymerase betaP06746
IC504897.79 nMHERGQ12809
Potency10000 nMHistone-lysine N-methyltransferase, H3 lysine-9 specific 3Q96KQ7
Potency5011.9 nMHistone-lysine N-methyltransferase, H3 lysine-9 specific 3Q96KQ7
Potency1412.5 nMHistone-lysine N-methyltransferase, H3 lysine-9 specific 3Q96KQ7
Potency44668.4 nMChromobox protein homolog 1P83916
Ki5011.87 nMAdenosine A2a receptorP29274
Kd25118.86 nMAdenosine A2a receptorP29274
Potency231.1 nMGemininO75496
Ki44900 nMAdenosine A1 receptorP30542
Ki23400 nMAdenosine A2a receptorP29274
Ki20500 nMAdenosine A2b receptorP29275
Ki100000 nMAdenosine A3 receptorP0DMS8
Others3.2 %Solute carrier organic anion transporter family member 2B1O94956
Others22.1 %Solute carrier organic anion transporter family member 1B3Q9NPD5
Others-1.8 %Solute carrier organic anion transporter family member 1B1Q9Y6L6
Others72.7 %Serum albuminP02768
Others58.4 %Serum albuminP02768
Ki44000 nMAdenosine A1 receptorP30542
Ki23400 nMAdenosine A2a receptorP29274
IC5050000 nMButyrylcholinesteraseP06276
IC507250 nMAcetylcholinesteraseP22303
Ki9560 nMAdenosine A2a receptorP29274
Ki2480 nMAdenosine A2a receptorP29274
Ki13300 nMAdenosine A3 receptorP0DMS8
Ki33800 nMAdenosine A2b receptorP29275
Ki23400 nMAdenosine A2a receptorP29274
Ki44900 nMAdenosine A1 receptorP30542
Ki13300 nMAdenosine A3 receptorP0DMS8
Ki23400 nMAdenosine A2a receptorP29274
Ki44900 nMAdenosine A1 receptorP30542
Ki33800 nMAdenosine A2b receptorP29275
IC5075000 nMPI3-kinase p110-delta subunitO00329
IC50400000 nMPI3-kinase p110-alpha subunitP42336
IC50400000 nMPI3-kinase p110-beta subunitP42338
IC501000000 nMPI3-kinase p110-gamma subunitP48736
Ki20500 nMAdenosine A2b receptorP29275
Ki23400 nMAdenosine A2a receptorP29274
Ki44900 nMAdenosine A1 receptorP30542
IC503630000 nMPI3-kinase p110-gamma subunitP48736
Others10 %Cytochrome P450 1A2P05177
Others10 %Cytochrome P450 2B6P20813
Others10 %Cytochrome P450 2C8P10632
Others10 %Cytochrome P450 2C9P11712
Others10 %Cytochrome P450 2C19P33261
Others10 %Cytochrome P450 2D6P10635
Others10 %Cytochrome P450 3A4P08684
Ki3800000 nMMonoamine oxidase BP27338
Ki33800 nMAdenosine A2b receptorP29275