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Urocanic Acid

AlkaPlorer ID: AK446990

Synonym: None

IUPAC Name: (E)-3-(1H-imidazol-5-yl)prop-2-enoic acid

Structure

SMILES: O=C(O)/C=C/C1=CN=CN1

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InChI: InChI=1S/C6H6N2O2/c9-6(10)2-1-5-3-7-4-8-5/h1-4H,(H,7,8)(H,9,10)/b2-1+

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InChIKey: LOIYMIARKYCTBW-OWOJBTEDSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain
Coprinopsis atramentaria Coprinopsis Psathyrellaceae Agaricales Agaricomycetes Basidiomycota Fungi Eukaryota

Properties Information

Molecule Weight: 138.126

TPSA？: 65.97999999999999

MolLogP？: 0.5075

Number of H-Donors: 2

Number of H-Acceptors: 2

RingCount: 1

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Homo sapiens A498 GI50 500034.53 nM None
Homo sapiens A549 GI50 500034.53 nM None
Homo sapiens Bloom syndrome protein Potency 7.9 nM None
Homo sapiens CAKI-1 GI50 500034.53 nM None
Homo sapiens CCRF-CEM GI50 281190.08 nM None
Homo sapiens Cerebroside-sulfatase Potency 1199.5 nM None
Homo sapiens Chromobox protein homolog 1 Potency 19952.6 nM None
Homo sapiens COLO 205 GI50 500034.53 nM None
Homo sapiens DLD-1 GI50 500034.53 nM None
Homo sapiens DMS-114 GI50 500034.53 nM None
Homo sapiens DMS-273 GI50 500034.53 nM None
Homo sapiens EKVX GI50 500034.53 nM None
Homo sapiens GTP-binding nuclear protein Ran/Importin subunit beta-1/Snurportin-1 Potency 2310.9 nM None
Homo sapiens HCC 2998 GI50 500034.53 nM None
Homo sapiens HCT-116 GI50 500034.53 nM None
Homo sapiens HCT-15 GI50 446683.59 nM None
Homo sapiens Histone deacetylase 6 Inhibition -12.39 % 10.6019/CHEMBL4808148
Homo sapiens Histone deacetylase 6 Inhibition 19.36 % 10.6019/CHEMBL4808148
Homo sapiens Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 Potency 22.4 nM None
Homo sapiens Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 Potency 12589.3 nM None
Homo sapiens HL-60 GI50 281190.08 nM None
Homo sapiens HOP-18 GI50 500034.53 nM None
Homo sapiens HOP-62 GI50 493173.8 nM None
Homo sapiens HOP-92 GI50 500034.53 nM None
Homo sapiens HT-29 GI50 500034.53 nM None
Homo sapiens IGROV-1 GI50 500034.53 nM None
Homo sapiens K562 GI50 500034.53 nM None
Homo sapiens KM12 GI50 500034.53 nM None
Homo sapiens KM-20L2 GI50 50003.45 nM None
Homo sapiens LOX IMVI GI50 500034.53 nM None
Homo sapiens Lysine-specific demethylase 4D-like Potency 10000.0 nM None
Homo sapiens M19-MEL GI50 500034.53 nM None
Homo sapiens Malme-3M GI50 500034.53 nM None
Homo sapiens MCF7 GI50 500034.53 nM None
Homo sapiens MOLT-4 GI50 500034.53 nM None
Homo sapiens NCI/ADR-RES GI50 500034.53 nM None
Homo sapiens NCI-H226 GI50 500034.53 nM None
Homo sapiens NCI-H23 GI50 500034.53 nM None
Homo sapiens NCI-H322M GI50 335737.61 nM None
Homo sapiens NCI-H460 GI50 500034.53 nM None
Homo sapiens NCI-H522 GI50 500034.53 nM None
Homo sapiens Neuropeptide S receptor Potency 5011.9 nM None
Homo sapiens OVCAR-3 GI50 500034.53 nM None
Homo sapiens OVCAR-4 GI50 500034.53 nM None
Homo sapiens OVCAR-5 GI50 500034.53 nM None
Homo sapiens OVCAR-8 GI50 500034.53 nM None
Homo sapiens RPMI-8226 GI50 500034.53 nM None
Homo sapiens RXF 393 GI50 500034.53 nM None
Homo sapiens SF-268 GI50 259417.94 nM None
Homo sapiens SF-295 GI50 500034.53 nM None
Homo sapiens SF-539 GI50 500034.53 nM None
Homo sapiens SK-MEL-2 GI50 500034.53 nM None
Homo sapiens SK-MEL-28 GI50 500034.53 nM None
Homo sapiens SK-MEL-5 GI50 232273.68 nM None
Homo sapiens SK-OV-3 GI50 500034.53 nM None
Homo sapiens SN12C GI50 500034.53 nM None
Homo sapiens SN12K1 GI50 500034.53 nM None
Homo sapiens SNB-19 GI50 500034.53 nM None
Homo sapiens SNB-75 GI50 500034.53 nM None
Homo sapiens SNB-78 GI50 309741.93 nM None
Homo sapiens SW-620 GI50 500034.53 nM None
Homo sapiens U-251 GI50 500034.53 nM None
Homo sapiens UACC-257 GI50 500034.53 nM None
Homo sapiens UACC-62 GI50 500034.53 nM None
Homo sapiens UO-31 GI50 500034.53 nM None
Homo sapiens XF498 GI50 500034.53 nM None
Mus musculus GABA transporter 1 Activity 54.8 % 10.1016/j.ejmech.2011.01.042
Mus musculus GABA transporter 3 Activity 66.6 % 10.1016/j.ejmech.2011.01.042
Mus musculus GABA transporter 4 Activity 105.0 % 10.1016/j.ejmech.2011.01.042
Mus musculus P388 GI50 50003.45 nM None
Mus musculus P388/ADR GI50 500034.53 nM None
Saccharomyces cerevisiae Saccharomyces cerevisiae Potency 19952.6 nM None
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition 2.786 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition 26.67 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 19952.62 nM 10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 20000.0 nM 10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition 0.15 % 10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition 0.16 % 10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition 27.2 % 10.21203/rs.3.rs-23951/v1
None Unchecked Activity 95.8 % 10.1016/j.ejmech.2011.01.042
None Unchecked Inhibition nan % 10.1038/nchembio873
None Unchecked Potency 1258.9 nM None

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT017441 NC(Cc1cnc[nH]1)C(=O)O>>O=C(O)/C=C/c1cnc[nH]1 enzymemap_85731
AKRT019841 N[C@@H](Cc1c[nH]cn1)C(=O)O>>O=C(O)/C=C/c1c[nH]cn1 HISTIDINE-AMMONIA-LYASE-RXN
AKRT020140 N[C@@H](Cc1cnc[nH]1)C(=O)O>>O=C(O)/C=C/c1cnc[nH]1 enzymemap_85726
AKRT022547 O=C(O)/C=C/c1c[nH]cn1>>C=Cc1c[nH]cn1 retrobiocat_152
AKRT022548 O=C(O)/C=C/c1c[nH]cn1>>O=C(O)CCC1NC=NC1=O UROCANATE-HYDRATASE-RXN
AKRT022549 O=C(O)/C=C/c1c[nH]cn1>>O=C(O)CCc1c[nH]cn1 R10330
AKRT022567 O=C(O)/C=C/c1cnc[nH]1>>N[C@@H](Cc1cnc[nH]1)C(=O)O enzymemap_85727