Navigation

name Structure Reference Source Properties Activities Metabolism

Uridine

AlkaPlorer ID: AK000452

Synonym: None

IUPAC Name: 1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione

Structure

SMILES: O=C1N=C(O)C=CN1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O

copy

InChI: InChI=1S/C9H12N2O6/c12-3-4-6(14)7(15)8(17-4)11-2-1-5(13)10-9(11)16/h1-2,4,6-8,12,14-15H,3H2,(H,10,13,16)/t4-,6-,7-,8-/m1/s1

copy

InChIKey: DRTQHJPVMGBUCF-XVFCMESISA-N

copy

Source

Species Genus Family Order Class Phylum Kingdom Domain
Carum carvi Carum Apiaceae Apiales Magnoliopsida Streptophyta Viridiplantae Eukaryota

Properties Information

Molecule Weight: 244.203

TPSA？: 125.04

MolLogP？: -2.4396

Number of H-Donors: 4

Number of H-Acceptors: 8

RingCount: 2

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Bacillus subtilis 4'-phosphopantetheinyl transferase ffp Potency 89125.1 nM None
Bacillus subtilis 4'-phosphopantetheinyl transferase ffp Potency 100000.0 nM None
Bos taurus Beta-1,4-galactosyltransferase 1 Inhibition nan % 10.1039/C4MD00077C
Cavia porcellus Ileum Activity 0.0 % 10.1021/np50060a041
Cavia porcellus Ileum Inhibition 83.0 % 10.1021/np50060a041
Escherichia coli K-12 Thymidine phosphorylase Activity 56.0 % 10.1016/j.bmc.2008.01.038
Escherichia coli K-12 Thymidine phosphorylase Activity 81.0 % 10.1016/j.bmc.2008.01.038
Hepacivirus hominis Hepatitis C virus EC50 65900.0 nM 10.1016/j.bmcl.2022.128605
Homo sapiens Cytidine deaminase Ki 0.0012 nM 10.1021/jm980111x
Homo sapiens Dihydroorotase Activity 100.0 % 10.1016/0960-894X(96)00452-0
Homo sapiens DNA-(apurinic or apyrimidinic site) lyase Potency 50118.7 nM None
Homo sapiens DNA polymerase iota Potency 89125.1 nM None
Homo sapiens Equilibrative nucleoside transporter 1 IC50 52000.0 nM 10.1124/dmd.112.049858
Homo sapiens Equilibrative nucleoside transporter 1 Ki 51000.0 nM 10.1124/dmd.112.049858
Homo sapiens Equilibrative nucleoside transporter 2 IC50 234000.0 nM 10.1124/dmd.112.049858
Homo sapiens Equilibrative nucleoside transporter 2 Ki 242000.0 nM 10.1124/dmd.112.049858
Homo sapiens Geminin Potency 1258.9 nM None
Homo sapiens Histone deacetylase 6 Inhibition 0.22 % 10.6019/CHEMBL4808148
Homo sapiens Histone deacetylase 6 Inhibition 1.75 % 10.6019/CHEMBL4808148
Homo sapiens Protein cereblon IC50 757000.0 nM 10.1021/acsmedchemlett.0c00440
Homo sapiens Protein cereblon Ki 390000.0 nM 10.1021/acsmedchemlett.0c00440
Homo sapiens Rap guanine nucleotide exchange factor 3 Potency 125892.5 nM None
Homo sapiens Sodium/nucleoside cotransporter 1 Drug transport nan None 10.1124/dmd.112.049858
Homo sapiens Sodium/nucleoside cotransporter 1 IC50 5800.0 nM 10.1124/dmd.112.049858
Homo sapiens Sodium/nucleoside cotransporter 1 Ki 5200.0 nM 10.1124/dmd.112.049858
Homo sapiens Sodium/nucleoside cotransporter 2 Drug transport nan None 10.1124/dmd.112.049858
Homo sapiens Sodium/nucleoside cotransporter 2 IC50 32000.0 nM 10.1124/dmd.112.049858
Homo sapiens Sodium/nucleoside cotransporter 2 Ki 31000.0 nM 10.1124/dmd.112.049858
Homo sapiens Solute carrier family 28 member 3 Drug transport nan None 10.1124/dmd.112.049858
Homo sapiens Solute carrier family 28 member 3 IC50 5400.0 nM 10.1124/dmd.112.049858
Homo sapiens Solute carrier family 28 member 3 Ki 3400.0 nM 10.1124/dmd.112.049858
Homo sapiens Transient receptor potential cation channel subfamily A member 1 Activity 11.0 % 10.1016/j.bmcl.2020.127142
Homo sapiens Uridine-cytidine kinase 1 Kcat 0.51 /s 10.1128/aac.00400-06
Homo sapiens Uridine-cytidine kinase 1 Kcat/Km 0.0013 /uM/s 10.1128/aac.00400-06
Homo sapiens Uridine-cytidine kinase 1 Km 407000.0 nM 10.1128/aac.00400-06
Human immunodeficiency virus 1 Human immunodeficiency virus 1 EC50 10.0 ug.mL-1 10.1021/np50117a007
Influenza A virus Nonstructural protein 1 Potency 12589.3 nM None
Mus musculus 3T3-L1 Activity nan None 10.1016/j.bmcl.2021.128326
Mus musculus L1210 Concentration 0.0001 M 10.1021/jm00382a006
Mus musculus L1210 Concentration 0.001 M 10.1021/jm00382a006
Mus musculus L1210 IC50 200000.0 nM 10.1016/S0960-894X(97)00044-9
Mus musculus L1210 ID50 nan None 10.1021/jm00349a009
Mus musculus L1210 ILS 25.0 % 10.1021/jm00349a009
Mus musculus Mus musculus Control 93.0 % 10.1021/jm00395a009
Mus musculus Mus musculus Control 135.0 % 10.1021/jm00395a009
Mus musculus Mus musculus Control 138.0 % 10.1021/jm00395a009
Mus musculus Mus musculus Sleeping time nan None 10.1021/jm00395a009
Mus musculus Plasma T1/2 0.03333 hr 10.1021/jm401389u
Mus musculus RAW264.7 IC50 10000.0 nM 10.1016/j.bmcl.2017.04.072
Mus musculus Sarcoma-180 Phosphorylating activity 755.0 pM min-1 assay-1 10.1021/jm9801814
Neisseria meningitidis Alpha 1,4 galactosyltransferase Inhibition nan % 10.1039/C4MD00077C
Perknaster fuscus Perknaster fuscus Activity nan None 10.1021/np970358h
Rattus norvegicus Thymidine kinase Inhibition 4.0 % 10.1021/jm00348a007
Rattus norvegicus Thymidine kinase 2 Inhibition 4.0 % 10.1021/jm00348a007
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition -1.344 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition 31.53 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition -0.22 % 10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition 0.0 % 10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition 3.88 % 10.21203/rs.3.rs-23951/v1
Streptomyces avidinii Streptavidin Activity nan None 10.1016/j.bmcl.2012.09.088
None ADMET Drug metabolism 80.0 % 10.1021/jm401389u
None ADMET k_obs 0.01954 s-1 10.1016/0960-894X(96)00030-3
None ADMET Ratio IC50/EC50 10.0 None 10.1021/np50117a007
None Hepatotoxicity Hepatotoxicity nan None 10.1021/tx900326k
None No relevant target LogP -1.94 None 10.1021/jm00090a008
None Unchecked Activity nan None 10.1021/np900085n
None Unchecked IC50 200000.0 nM 10.1016/S0960-894X(97)00044-9
None Unchecked IC50 3100000.0 nM 10.1016/j.bmcl.2009.11.017
None Unchecked IC50 4600000.0 nM 10.1016/j.bmcl.2009.11.017
None Unchecked IC50 47500000.0 nM 10.1021/jm00198a017
None Unchecked Ki 28500.0 nM 10.1016/j.bmc.2012.09.067
None Unchecked Potency 19911.32 nM None

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT001727 C=C1O[C@H](OP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)[C@H](NC(C)=O)[C@@H](O)[C@H]1O.O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1>>CC(=O)N[C@H]1[C@@H](OP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)O[C@H](CC(O)[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)[C@H](O)[C@@H]1O RXN-18070
AKRT011986 CP(=O)(O)OC[C@H]1O[C@@H](n2ccc(=O)[nH]c2=O)[C@H](O)[C@@H]1OP(=O)(O)OC[C@H]1O[C@@H](n2ccc(=O)[nH]c2=O)[C@H](O)[C@@H]1O>>O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1 46052
AKRT016396 N=c1[nH]c(=O)c2ncn([C@@H]3O[C@H](CO)[C@@H](OP(=O)(O)OC[C@H]4O[C@@H](n5ccc(=O)[nH]c5=O)[C@H](O)[C@@H]4O)[C@H]3O)c2[nH]1>>O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1 enzymemap_86514
AKRT016625 N=c1[nH]c(=O)c2ncn([C@@H]3O[C@H](COP(=O)(O)O[C@@H]4[C@@H](CO)O[C@@H](n5ccc(=O)[nH]c5=O)[C@@H]4O)[C@@H](O)[C@H]3O)c2[nH]1>>O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1 enzymemap_55065
AKRT020810 Nc1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)n1>>O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1 CYTIDEAM2-RXN
AKRT020822 Nc1ccn([C@@H]2O[C@H](CO)[C@@H](OP(=O)(O)OC[C@H]3O[C@@H](n4ccc(=O)[nH]c4=O)[C@H](O)[C@@H]3O)[C@H]2O)c(=O)n1>>O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1 enzymemap_54451
AKRT020850 Nc1ccn([C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)n1.O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1>>Nc1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)n1 MNXR131638
AKRT020851 Nc1ccn([C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)n1.O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1>>O=c1ccn([C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)[nH]1 MNXR131638
AKRT020994 Nc1ccn([C@@H]2O[C@H](COP(=O)(O)O[C@@H]3[C@@H](CO)O[C@@H](n4ccc(=O)[nH]c4=O)[C@@H]3O)[C@@H](O)[C@H]2O)c(=O)n1>>O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1 enzymemap_55064
AKRT021294 Nc1nc2c(ncn2[C@@H]2O[C@H](CO)[C@@H](OP(=O)(O)OC[C@H]3O[C@@H](n4ccc(=O)[nH]c4=O)[C@H](O)[C@@H]3O)[C@H]2O)c(=O)[nH]1>>O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1 enzymemap_86514
AKRT021543 Nc1nc2c(ncn2[C@@H]2O[C@H](COP(=O)(O)O[C@@H]3[C@@H](CO)O[C@@H](n4ccc(=O)[nH]c4=O)[C@@H]3O)[C@@H](O)[C@H]2O)c(=O)[nH]1>>O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1 enzymemap_55065
AKRT021697 Nc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](OP(=O)(O)OC[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)[C@H]1O>>O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1 enzymemap_86508
AKRT022051 Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O.O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1>>Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O.O=c1ccn([C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)[nH]1 None
AKRT022186 Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)O[C@@H]2[C@@H](CO)O[C@@H](n3ccc(=O)[nH]c3=O)[C@@H]2O)[C@@H](O)[C@H]1O>>O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1 enzymemap_55063
AKRT023280 O=C(O)c1cc(=O)[nH]c(=O)n1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O>>O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1 enzymemap_81606
AKRT023874 O=P(O)(O)O[C@H]1O[C@H](CO)[C@@H](O)[C@H]1O.O=c1cc[nH]c(=O)[nH]1>>O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1 R01876
AKRT024362 O=c1cc[nH]c(=O)[nH]1.O=P(O)(O)O[C@H]1O[C@H](CO)[C@@H](O)[C@H]1O>>O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1 enzymemap_38569
AKRT024363 O=c1cc[nH]c(=O)[nH]1.OC[C@H]1OC(O)[C@H](O)[C@@H]1O>>O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1 R01080
AKRT024395 O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1>>O=C(O)[C@H]1O[C@@H](n2ccc(=O)[nH]c2=O)[C@H](O)[C@@H]1O enzymemap_7120
AKRT024396 O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1>>O=C[C@H](O)[C@H](O)[C@H](O)CO MNXR178053
AKRT024397 O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1>>O=P(O)(O)O[C@H]1O[C@H](CO)[C@@H](O)[C@H]1O URPHOS-RXN
AKRT024398 O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1>>O=P(O)(O)O[C@H]1O[C@H](CO)[C@@H](O)[C@H]1O.O=c1cc[nH]c(=O)[nH]1 None
AKRT024399 O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1>>O=c1cc[nH]c(=O)[nH]1 URPHOS-RXN
AKRT024400 O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1>>O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=S)[nH]1 MNXR179548
AKRT024401 O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1>>O=c1ccn([C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)[nH]1 URIDINEKIN-RXN
AKRT024402 O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1>>O=c1ccn([C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]1 enzymemap_10808
AKRT024403 O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1>>OC[C@H]1OC(O)[C@H](O)[C@@H]1O URIDINE-NUCLEOSIDASE-RXN
AKRT024404 O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1>>OC[C@H]1O[C@@H](O)[C@H](O)[C@@H]1O MNXR173147
AKRT024405 O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1>>O[C@@H]1CO[C@@H](O)[C@H](O)[C@@H]1O MNXR179645
AKRT024406 O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2OP(=O)(O)O)c(=O)[nH]1>>O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1 37355
AKRT024407 O=c1ccn([C@@H]2O[C@H](CO)[C@@H](OP(=O)(O)O)[C@H]2O)c(=O)[nH]1>>O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1 R01877
AKRT024408 O=c1ccn([C@@H]2O[C@H](CO)[C@@H](OP(=O)(O)Oc3cccc4ccccc34)[C@H]2O)c(=O)[nH]1>>O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1 enzymemap_80744
AKRT024409 O=c1ccn([C@@H]2O[C@H](CO)[C@@H](OP(=O)(O)Oc3ccccc3)[C@H]2O)c(=O)[nH]1>>O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1 enzymemap_80745
AKRT024416 O=c1ccn([C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)[nH]1.OC[C@H]1O[C@@H](n2cnc3c(O)ncnc32)[C@H](O)[C@@H]1O>>O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1 69588
AKRT024423 O=c1ccn([C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)[nH]1>>O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1 RXN-14025
AKRT024444 O=c1ccn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)[nH]1>>O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1 enzymemap_80437
AKRT024764 O=c1ccn([C@@H]2O[C@H](COP(=O)(O)O[C@@H]3[C@@H](CO)O[C@@H](n4ccc(=O)[nH]c4=O)[C@@H]3O)[C@@H](O)[C@H]2O)c(=O)[nH]1>>O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1 enzymemap_55066
AKRT024777 O=c1ccn([C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]1>>O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1 1.14.11.3-RXN
AKRT024794 O=c1ccn([C@H]2O[C@@H](COP(=O)(O)O)[C@H](O)[C@@H]2O)c(=O)[nH]1>>O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1 enzymemap_80437