Description

Urocanic Acid (CAS: 104-98-3) is a naturally occurring imidazole derivative with the molecular formula C₆H₆N₂O₂. This high-purity compound is widely utilized in biochemical research, particularly in studies involving UV-induced skin damage, immunomodulation, and histidine metabolism. Urocanic Acid exists in both trans and cis isomeric forms, with the trans isomer being the predominant physiological form. It serves as a critical intermediate in the catabolism of histidine and exhibits unique photochemical properties, making it invaluable for dermatological and photobiology research. Our product is rigorously tested for purity (>98%) and stability, ensuring reliable performance in HPLC, spectroscopy, and cell culture applications. Supplied as a white to off-white crystalline powder, it is soluble in water and polar organic solvents, facilitating easy integration into experimental protocols.

Properties

• CAS Number: 104-98-3
• Complexity: 156
• IUPAC Name: (E)-3-(1H-imidazol-5-yl)prop-2-enoic acid
• 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+
• InChI Key: LOIYMIARKYCTBW-OWOJBTEDSA-N
• Exact Mass: 138.042927438
• Molecular Formula: C6H6N2O2
• Molecular Weight: 138.12
• SMILES: C1=C(NC=N1)/C=C/C(=O)O
• Topological: 66
• Monoisotopic Mass: 138.042927438
• Physical Description: Solid
• Synonyms: urocanic acid, trans-Urocanic acid, 104-98-3, 3465-72-3, Urocaninic acid, imidazoleacrylic acid, 5-Imidazoleacrylic acid, Imidazole-4-acrylic acid, (2E)-3-(1H-IMIDAZOL-4-YL)ACRYLIC ACID, (E)-3-(4-Imidazolyl)acrylic 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)-, G8D26XJJ3B, NSC 66357, DTXSID5041148, CHEBI:30817, NSC-66357, 2-Propenoic acid, 3-(1H-imidazol-4-yl)-, (E)-, UROCANIC ACID, TRANS-, DTXCID3021148, CHEBI:27248, CCRIS 3414, 3-(1H-imidazol-4-yl)prop-2-enoic acid, IMIDAZOLE-4-ACRYLIC ACID, (E)-, EINECS 203-258-4, 2-Propenoic acid, 3-(1H-imidazol-5-yl)-, BRN 0081405, (E)-3-(IMIDAZOL-4-YL)-2-PROPENOIC ACID, Acid, Urocanic, Glyoxalinylacrylic Acid, Acid, Glyoxalinylacrylic, 4-25-00-00786 (Beilstein Handbook Reference), DTXSID50859181, UROCANIC ACID [INCI], DTXCID10809662, 3-(1H-imidazol-5-yl)prop-2-enoic acid, 2-Propenoic acid, 3-(1H-imidazol-4-yl)-, dihydrate, 4-imidazoleacrylic acid, urocanate, (E)-3-(1H-imidazol-5-yl)acrylic acid, 3-Imidazol-4-ylacrylic acid, 3-(1H-imidazol-4-yl)acrylic acid, (E)-3-(1H-imidazol-5-yl)prop-2-enoic acid, 3-(4-Imidazolyl)acrylic acid, 4-IMIDAZOLE ACRYLIC ACID DIHYDRATE, (E)-Urocanic acid, 2-Propenoic acid, 3-(1H-imidazol-4-yl)-, (2E)-, MLS000069482, SMR000059098, (2E)-3-imidazol-4-ylprop-2-enoic acid, (E)-3-(imidazol-4-yl)propenoate, (Z)-3-(3H-imidazol-4-yl)prop-2-enoic Acid, (Z)-Urocanic acid;cis-UCA, MFCD00005203, UNII-G8D26XJJ3B, 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, MLS001148240, SCHEMBL338885, 4-Imidazoleacrylic acid, 99%, 3-(1H-Imidazol-4-yl)acrylate, CHEMBL1236602, E-3-(4-imidazolyl)propenoic acid, HMS2234N08, HMS3263L12, ALBB-025618, NSC66357, Tox21_202978, Tox21_501255, BBL027507, MFCD01593677, NSC407934, s9449, SBB006702, 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, CAS-104-98-3, ST085933, 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, BRD-K52670952-003-01-4, Q60998685, 23A7DA77-EC02-46B9-AA22-514C2B2A62E9

Urocanic Acid is primarily used as a biomarker for UV exposure in dermatological studies. It plays a role in modulating immune responses and is investigated for its effects on T-cell function. Researchers also employ it in metabolic pathway analysis related to histidine degradation. Its photoisomerization properties make it relevant in studies of UV-induced skin damage mechanisms.

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