cis-Urocanic acid
SIGMA/U6883 - ≥98% (HPLC), solid (fluffy)
Synonym: cis-
CAS Number: 7699-35-6
Empirical Formula (Hill Notation): C6H6N2O2
Molecular Weight: 138.12
MDL Number: MFCD11045310
Linear Formula: C6H6N2O2
Product Type: Chemical
| assay | ≥98% (HPLC) |
| color | white |
| form | solid (fluffy) |
| InChI | 1S/C6H6N2O2/c9-6(10)2-1-5 |
| InChI key | LOIYMIARKYCTBW-UPHRSURJSA |
| Quality Level | 100  |
| SMILES string | OC(=O)C=C/c1c[nH]cn1 |
| solubility | H2O: >10 mg/mL |
| storage condition | protect from light |
| storage temp. | −20°C |
| Application: | cis-Urocanic acid (cis-UCA) has been used: • to study its protective effects on autoimmune encephalomyelitis • in sample preparation to study the distribution of skin chemical components by line illumination Raman microscopy technique in Line-focus illumination mode • as a standard to study the levels of cis-UCA and to check its effect on immune response in multiple sclerosis patients |
| Biochem/physiol Actions: | cis-Urocanic acid (cis-UCA) affects the immune cells of the body and is excreted in the urine due to photoisomerization. It inhibits tumor immunity through photocarcinogenesis in mice. cis-Urocanic acid has been studied to prevent UV-radiation-induced DNA damage leading to skin cancer. |
| Biochem/physiol Actions: | cis-Urocanic acid, a 5-HT agonist, is a product of UV isomerization of trans-urocanic acid in skin, which leads to immunosuppression via activation of 5-HT2A receptor. |
| Packaging: | 10, 50 mg in glass bottle |
| Preparation Note: | cis-Urocanic acid is soluble in water at a concentration that is greater than 10 mg/ml. |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥98% (HPLC) |
| Storage Temp. | −20°C |
| UNSPSC | 12352200 |