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Urocanic Acid

PubChem CID: 736715

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Compound Synonyms urocanic acid, 4-imidazoleacrylic acid, 104-98-3, trans-Urocanic acid, 3465-72-3, Urocaninic acid, urocanate, imidazoleacrylic acid, 5-Imidazoleacrylic acid, Imidazole-4-acrylic acid, (2E)-3-(1H-IMIDAZOL-4-YL)ACRYLIC ACID, (E)-3-(1H-imidazol-5-yl)acrylic acid, (E)-3-(4-Imidazolyl)acrylic acid, 3-Imidazol-4-ylacrylic acid, 3-(1H-Imidazol-4-yl)-2-propenoic acid, (2E)-3-(1H-imidazol-4-yl)prop-2-enoic acid, (E)-3-(1H-Imidazol-4-yl)-2-propenoic acid, 2-Propenoic acid, 3-(1H-imidazol-4-yl)-, 3-(1H-imidazol-4-yl)acrylic acid, G8D26XJJ3B, NSC 66357, (E)-3-(1H-imidazol-5-yl)prop-2-enoic acid, 3-(4-Imidazolyl)acrylic acid, DTXSID5041148, CHEBI:30817, 4-IMIDAZOLE ACRYLIC ACID DIHYDRATE, (E)-Urocanic acid, NSC-66357, 2-Propenoic acid, 3-(1H-imidazol-4-yl)-, (E)-, 2-Propenoic acid, 3-(1H-imidazol-4-yl)-, (2E)-, UROCANIC ACID, TRANS-, MLS000069482, DTXCID3021148, CHEBI:27248, CCRIS 3414, 3-(1H-imidazol-4-yl)prop-2-enoic acid, IMIDAZOLE-4-ACRYLIC ACID, (E)-, SMR000059098, EINECS 203-258-4, 2-Propenoic acid, 3-(1H-imidazol-5-yl)-, BRN 0081405, (E)-3-(IMIDAZOL-4-YL)-2-PROPENOIC ACID, Acid, Urocanic, (E)-3-(imidazol-4-yl)propenoate, Glyoxalinylacrylic Acid, (Z)-Urocanic acid, cis-UCA, Acid, Glyoxalinylacrylic, 4-25-00-00786 (Beilstein Handbook Reference), MFCD00005203, UNII-G8D26XJJ3B, DTXSID50859181, 3-(1H-Imidazol-5-yl)-2-propenoic acid, 4-Imidazoleacrylic acid, 5-Imidazoleacrylic acid, Urocaninic acid, 5-Imidazoleacrylate, Imidazole-4-acrylate, (E)-3-(1H-Imidazol-5-yl)-2-propenoic acid, Opera_ID_26, (2E)-3-(1H-Imidazole-4-yl)propenoic acid, UROCANIC ACID, CIS, 3-(4-Imidazolyl)acrylate, bmse000279, Lopac0_001255, SCHEMBL15417, trans-4-imidazoleacrylic acid, UROCANIC ACID [INCI], MLS001148240, 4-Imidazoleacrylic acid, 99%, 3-(1H-Imidazol-4-yl)acrylate, CHEMBL1236602, DTXCID10809662, E-3-(4-imidazolyl)propenoic acid, HMS2234N08, HMS3263L12, ALBB-025618, NSC66357, Tox21_202978, Tox21_501255, BBL027507, MFCD01593677, NSC407934, s9449, STK735136, (E)-3-(imidazol-4-yl)acrylic acid, 3-(3H-Imidazol-4-yl)-acrylic acid, 3-(1H-Imidazol-4-yl)-2-propenoate, AKOS001745677, AKOS005265082, AKOS022488522, (e)-3-(Imidazol-4-yl)propenoic acid, CCG-205329, DB01971, FU29984, HS-0075, LP01255, SDCCGSBI-0051222.P002, (E)-3-(1H-imidazol-5-yl)acrylicacid, NCGC00094495-01, NCGC00094495-02, NCGC00094495-03, NCGC00094495-05, NCGC00260524-01, NCGC00261940-01, 3-(1H-imidazol-5-yl)prop-2-enoic acid, CAS-104-98-3, DB-222681, HY-113008, CS-0059340, EU-0101255, I0002, NS00014985, 1H-ImidaZole-4-acrylic acid (Urocanic acid), 2-Propenoic acid, 3-(1H-imidazole-4-yl)-, (E)-3-(1H-imidazol-4-yl)prop-2-enoic acid, A11380, C00785, E72446, EN300-343465, Q30536, U 7500, (2E)-3-(1H-imidazol-5-yl)prop-2-enoic acid, Imidazole-4-propene-2-enoic acid [Urocanic acid], SR-01000076189, SR-01000076189-1, 2-Propenoic acid, 3-(1H-imidazol-4-yl)-, dihydrate, BRD-K52670952-003-01-4, Q60998685, 23A7DA77-EC02-46B9-AA22-514C2B2A62E9
Topological Polar Surface Area 66.0
Hydrogen Bond Donor Count 2.0
Heavy Atom Count 10.0
Description Trans-urocanic acid, also known as 4-imidazoleacrylic acid or urocanate, belongs to imidazolyl carboxylic acids and derivatives class of compounds. Those are organic compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an imidazole ring. Trans-urocanic acid is soluble (in water) and a weakly acidic compound (based on its pKa). Trans-urocanic acid can be found in mung bean, which makes trans-urocanic acid a potential biomarker for the consumption of this food product. Trans-urocanic acid can be found primarily in most biofluids, including sweat, feces, blood, and urine, as well as in human liver and skin tissues. Trans-urocanic acid exists in all living organisms, ranging from bacteria to humans. In humans, trans-urocanic acid is involved in the histidine metabolism. Trans-urocanic acid is also involved in a couple of metabolic disorders, which include ammonia recycling and histidinemia.
Isotope Atom Count 0.0
Molecular Complexity 156.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id P42357, Q96N76, B2RXH2, P54132, Q6W5P4, Q96KQ7, P83916, P31648, P31649, P31650, O95149, P15289, n.a., P0DTD1
Iupac Name (E)-3-(1H-imidazol-5-yl)prop-2-enoic acid
Prediction Hob 1.0
Class Azoles
Target Id NPT48, NPT58, NPT1416
Xlogp 0.0
Superclass Organoheterocyclic compounds
Subclass Imidazoles
Molecular Formula C6H6N2O2
Prediction Swissadme 0.0
Inchi Key LOIYMIARKYCTBW-OWOJBTEDSA-N
Fcsp3 0.0
Logs -0.238
Rotatable Bond Count 2.0
State Solid
Logd -0.592
Synonyms (2E)-3-(1H-Imidazol-4-yl)acrylic acid, (e)-3-(1H-Imidazol-4-yl)-2-propenoic acid, (2E)-3-(1H-Imidazol-4-yl)acrylate, (e)-3-(1H-Imidazol-4-yl)-2-propenoate, Urocanate, 3-(1H-Imidazol-4-yl)-2-propenoate, 3-(1H-Imidazol-4-yl)-2-propenoic acid, 3-(1H-Imidazol-4-yl)acrylate, 3-(1H-Imidazol-4-yl)acrylic acid, 3-(4-Imidazolyl)acrylate, 3-(4-Imidazolyl)acrylic acid, 5-Imidazoleacrylate, 5-Imidazoleacrylic acid, Imidazole-4-acrylate, Imidazole-4-acrylic acid, Imidazoleacrylic acid, Acid, glyoxalinylacrylic, Acid, urocanic, Glyoxalinylacrylic acid, (2E)-3-(1H-Imidazol-5-yl)-2-propenoic acid, (e)-3-(4-Imidazolyl)acrylic acid, (e)-3-(Imidazol-4-yl)-2-propenoic acid, (e)-Urocanic acid, trans-Urocanic acid
Compound Name Urocanic Acid
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 138.043
Formal Charge 0.0
Monoisotopic Mass 138.043
Hydrogen Bond Acceptor Count 3.0
Molecular Weight 138.12
Covalent Unit Count 1.0
Total Atom Stereocenter Count 0.0
Total Bond Stereocenter Count 1.0
Molecular Framework Aromatic heteromonocyclic compounds
Esol -0.9658811999999999
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+
Smiles C1=C(NC=N1)/C=C/C(=O)O
Nring 1.0
Defined Bond Stereocenter Count 1.0
Taxonomy Direct Parent Imidazolyl carboxylic acids and derivatives

  • 1. Outgoing r'ship FOUND_IN to/from Astragalus Oxyphysus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Centaurea Glastifolia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Cuscuta Reflexa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Euphorbia Armena (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Galanthus Nivalis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Grindelia Havardii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 7. Outgoing r'ship FOUND_IN to/from Hydrodictyon Reticulatum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 8. Outgoing r'ship FOUND_IN to/from Nephelium Maingayi (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 9. Outgoing r'ship FOUND_IN to/from Plantago Depressa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 10. Outgoing r'ship FOUND_IN to/from Polyscias Scutellaria (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 11. Outgoing r'ship FOUND_IN to/from Prunus Dulcis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 12. Outgoing r'ship FOUND_IN to/from Pyrus Pyraster (Plant) Rel Props:Source_db:npass_chem_all
  • 13. Outgoing r'ship FOUND_IN to/from Senecio Candollei (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 14. Outgoing r'ship FOUND_IN to/from Vigna Radiata (Plant) Rel Props:Source_db:fooddb_chem_all