Navigation

name Structure Reference Source Properties Activities Metabolism

Xanthine

AlkaPlorer ID: AK005199

Synonym: None

IUPAC Name: 3,7-dihydropurine-2,6-dione

Structure

SMILES: O=C1NC(=O)C2=C(N=CN2)N1

copy

InChI: InChI=1S/C5H4N4O2/c10-4-2-3(7-1-6-2)8-5(11)9-4/h1H,(H3,6,7,8,9,10,11)

copy

InChIKey: LRFVTYWOQMYALW-UHFFFAOYSA-N

copy

Source

Species Genus Family Order Class Phylum Kingdom Domain
Camellia sinensis Camellia Theaceae Ericales Magnoliopsida Streptophyta Viridiplantae Eukaryota

Properties Information

Molecule Weight: 152.113

TPSA？: 94.4

MolLogP？: -1.0605000000000002

Number of H-Donors: 3

Number of H-Acceptors: 3

RingCount: 2

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Bos taurus Xanthine dehydrogenase Activity nan None 10.1021/jm00224a017
Bos taurus Xanthine dehydrogenase Km 21400.0 nM 10.1016/j.ejmech.2007.07.015
Bos taurus Xanthine dehydrogenase Vmax 2.768 microM/min 10.1016/j.ejmech.2007.07.015
Cavia porcellus Adenosine A1 receptor EC15 100.0 uM 10.1021/jm00100a008
Cavia porcellus Adenosine A1 receptor Ki 200000.0 nM 10.1021/jm00100a008
Escherichia coli K-12 Thymidine phosphorylase Activity nan None 10.1016/j.ejmech.2007.07.015
Homo sapiens Acetylcholinesterase IC50 9000.0 nM 10.1016/j.bmcl.2013.05.092
Homo sapiens Adenosine A2a receptor EC50 100000.0 nM 10.1021/jm00100a008
Homo sapiens Butyrylcholinesterase IC50 50000.0 nM 10.1016/j.bmcl.2013.05.092
Homo sapiens Guanine deaminase Inhibition nan % 10.1016/j.bmc.2010.07.054
Homo sapiens Guanine deaminase Ki 1960.0 nM 10.1016/j.bmc.2010.07.054
Homo sapiens Hypoxanthine-guanine phosphoribosyltransferase Km(app) nan None 10.1021/jm061012j
Homo sapiens Phosphodiesterase 4 Ki 200000.0 nM 10.1021/jm00100a008
Homo sapiens Thyroid hormone receptor beta-1 Potency 50.1 nM None
Plasmodium falciparum Plasmodium falciparum Activity nan None 10.1021/jm061012j
Rattus norvegicus Adenosine A2 receptor Ki 130000.0 nM 10.1021/jm00118a032
Rattus norvegicus Rattus norvegicus Insulin release 3.5 ng/islet/h 10.1016/j.bmcl.2004.12.003
Rattus norvegicus Rattus norvegicus Insulin release 7.72 ng/islet/h 10.1016/j.bmcl.2004.12.003
Rattus norvegicus Rattus norvegicus pKa 7.7 None 10.1016/j.bmcl.2004.12.003
Ricinus communis Ricin IC50 3600000.0 nM 10.1021/jm010186s
Toxoplasma gondii Toxoplasma gondii GI nan None 10.1021/jm3007596
None Molecular identity unknown Activity 9.28 nmol/min/mg 10.1016/j.bmc.2023.117255
None Molecular identity unknown Activity 15.9 nmol/min/mg 10.1016/j.bmc.2023.117255
None Molecular identity unknown Activity 319.0 nmol/min/mg 10.1016/j.bmc.2023.117255
None No relevant target pKa 7.6 None 10.1021/jm00224a017
None Nucleic Acid K ass 0.0 M-1 10.1021/jm9904708
None Unchecked Broncho selectivity 1.0 None 10.1021/jm00100a008
None Unchecked IC50 160000.0 nM 10.1016/j.bmcl.2009.11.017
None Unchecked IC50 220000.0 nM 10.1016/j.bmcl.2009.11.017
None Unchecked IC50 230000.0 nM 10.1016/j.bmcl.2009.11.017
None Unchecked IC50 370000.0 nM 10.1016/j.bmcl.2009.11.017
None Unchecked Km 189000.0 nM 10.1021/jm061012j
None Unchecked Km 420000.0 nM 10.1021/jm061012j
None Unchecked Potentiation 41.0 % 10.1021/jm980469t

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT000494 *C.O=c1[nH]c(=O)c2nc[nH]c2[nH]1>>Cn1c(=O)[nH]c(=O)c2[nH]cnc21 MNXR176079
AKRT014739 C[SAH].O=c1[nH]c(=O)c2nc[nH]c2[nH]1>>Cn1c(=O)[nH]c(=O)c2[nH]cnc21 RXN-7602
AKRT015505 Cn1c(=O)[nH]c(=O)c2[nH]cnc21>>O=c1[nH]c(=O)c2nc[nH]c2[nH]1 RXN-13109
AKRT015508 Cn1c(=O)[nH]c2nc[nH]c2c1=O>>O=c1[nH]c(=O)c2nc[nH]c2[nH]1 RXN-13111
AKRT015545 Cn1cnc2[nH]c(=O)[nH]c(=O)c21>>O=c1[nH]c(=O)c2nc[nH]c2[nH]1 RXN-11518
AKRT021068 Nc1nc(=O)[nH]c2[nH]cnc12>>O=c1[nH]c(=O)c2nc[nH]c2[nH]1 RXN0-6708
AKRT021119 Nc1nc2[nH]cnc2c(=O)[nH]1>>O=c1[nH]c(=O)c2[nH]cnc2[nH]1 R01676
AKRT021120 Nc1nc2[nH]cnc2c(=O)[nH]1>>O=c1[nH]c(=O)c2nc[nH]c2[nH]1 GUANINE-DEAMINASE-RXN
AKRT023840 O=P(O)(O)OC[C@H]1O[C@H](OP(=O)(O)OP(=O)(O)O)[C@H](O)[C@@H]1O.O=c1[nH]c(=O)c2[nH]cnc2[nH]1>>O=c1[nH]c(=O)c2ncn([C@@H]3O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]3O)c2[nH]1 R02142
AKRT023841 O=P(O)(O)OC[C@H]1O[C@H](OP(=O)(O)OP(=O)(O)O)[C@H](O)[C@@H]1O.O=c1[nH]c(=O)c2nc[nH]c2[nH]1>>O=c1[nH]c(=O)c2ncn([C@@H]3O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]3O)c2[nH]1 XANPRIBOSYLTRAN-RXN
AKRT023848 O=P(O)(O)OC[C@H]1O[C@H](OP(=O)(O)OP(=O)(O)O)[C@H](O)[C@@H]1O.O=c1nc2[nH]cnc2c(O)[nH]1>>O=c1[nH]c(=O)n([C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)c2[nH]cnc12 enzymemap_38618
AKRT023870 O=P(O)(O)O[C@H]1O[C@H](CO)[C@@H](O)[C@H]1O.O=c1[nH]c(=O)c2[nH]cnc2[nH]1>>O=c1[nH]c(=O)c2ncn([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)c2[nH]1 R02297
AKRT024114 O=c1[nH]c(=O)c2[nH]c(=O)[nH]c2[nH]1>>O=c1[nH]c(=O)c2nc[nH]c2[nH]1 RXN0-901
AKRT024117 O=c1[nH]c(=O)c2[nH]cnc2[nH]1>>NC(=O)Nc1[nH]cnc1C(=O)O R02141
AKRT024118 O=c1[nH]c(=O)c2[nH]cnc2[nH]1>>O=c1[nH]c(=O)c2[nH]c(=O)[nH]c2[nH]1 R02103
AKRT024123 O=c1[nH]c(=O)c2nc[nH]c2[nH]1.O=c1[nH]cnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O>>O=c1[nH]c(=O)c2ncn([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)c2[nH]1 RXN-22629
AKRT024124 O=c1[nH]c(=O)c2nc[nH]c2[nH]1>>NC(=O)Nc1[nH]cnc1C(=O)O R127-RXN
AKRT024125 O=c1[nH]c(=O)c2nc[nH]c2[nH]1>>O=c1[nH]c(=O)c2[nH]c(=O)[nH]c2[nH]1 XANTHINE-OXIDASE-RXN
AKRT024126 O=c1[nH]c(=O)c2nc[nH]c2[nH]1>>Oc1ncc2[nH]cnc2n1 MNXR141718
AKRT024131 O=c1[nH]c(=O)c2ncn([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)c2[nH]1>>O=c1[nH]c(=O)c2[nH]cnc2[nH]1 R02143
AKRT024132 O=c1[nH]c(=O)c2ncn([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)c2[nH]1>>O=c1[nH]c(=O)c2nc[nH]c2[nH]1 XANTHOSINEPHOSPHORY-RXN
AKRT024171 O=c1[nH]cnc2[nH]cnc12>>O=c1[nH]c(=O)c2[nH]cnc2[nH]1 R01768
AKRT024219 O=c1[nH]cnc2nc[nH]c12>>O=c1[nH]c(=O)c2nc[nH]c2[nH]1 RXN-21065
AKRT024989 c1ncc2[nH]cnc2n1>>O=c1[nH]c(=O)c2nc[nH]c2[nH]1 MNXR132931