cis-Urocanic acid
Based on 1 Customer Validation
cis-Urocanic acid is a 5-HT2A receptor agonist. cis-Urocanic acid binds to 5-HT receptor with relatively high affinity (Kd=4.6 nM). cis-Urocanic acid is an immune modulator that induces immunosuppression by binding to the 5-HT2A receptor.
For research use only. We do not sell to patients.
- Purity: 99.92%
- CAS No.: 7699-35-6
- Formula: C6H6N2O2
- Molecular Weight:138.12
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Storage:Powder -20°C, 3 years ; In solvent -80°C, 6 months , -20°C, 1 month
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Biological Activity
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Chemical Information
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Solvent & Solubility
- Purity & Documentation
- References
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Help & FAQs
All 5-HT Receptor Isoforms
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Biological Activity
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5-HT2A Receptor |
Treatment with 100 μg/mL cis-Urocanic acid (cis-UCA) completely suppresses IL-6 and IL-8 secretion, decreases caspase-3 activity, and improves cell viability against UV-B irradiation. No significant effects on IL-6 or IL-8 secretion, caspase-3 activity, or viability of the non-irradiated cells are observed with 100 μg/mL cis-Urocanic acid in both cell types. The 5000 μg/mL concentration is toxic[1].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:Human corneal epithelial cells (HCE-2) and human conjunctival epithelial cells (HCECs)
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Concentration:10, 100, 1,000, and 5,000 μg/mL
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Incubation Time:24, 48, or 72 hours
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Result:Treatment with 100 μg/mL completely suppressed IL-6 and IL-8 secretion, decreased caspase-3 activity, and improved cell viability against UV-B irradiation. No significant effects on IL-6 or IL-8 secretion, caspase-3 activity, or viability of the non-irradiated cells were observed with 100 μg/mL in both cell types.
| NCT Number | Sponsor | Condition | Start Date |
Phase
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|---|---|---|---|---|
| NCT01329991 | Plexxikon| | 2011-05 | PHASE1 |
Chemical Information
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CAS No. 7699-35-6
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Appearance Solid
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Molecular Weight 138.12
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Formula C6H6N2O2
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Color White to off-white
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SMILES
O=C(O)/C=C\C1=CN=CN1
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Synonyms
(Z)-Urocanic acid; cis-UCA
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Powder -20°C 3 years In solvent -80°C 6 months -20°C 1 month
Solvent & Solubility
H2O : 50 mg/mL (362.00 mM; Need ultrasonic)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Purity & Documentation
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Data Sheet (276 KB)
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SDS (251 KB)
- English - EN (251 KB)
- Français - FR (251 KB)
- Deutsch - DE (251 KB)
- Norwegian - NO (251 KB)
- Español - ES (251 KB)
- Swedish - SV (251 KB)
- Italian - IT (251 KB)
- Korean - KR (251 KB)
- Portuguese - PT (251 KB)
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Handling Instructions (2659 KB)
References
[1]. Walterscheid JP, et al. Cis-urocanic acid, a sunlight-induced immunosuppressive factor, activates immune suppression via the 5-HT2A receptor. Proc Natl Acad Sci U S A. 2006 Nov 14;103(46):17420-5. [Content Brief]
[2]. Viiri J, et al. Cis-urocanic acid suppresses UV-B-induced interleukin-6 and -8 secretion and cytotoxicity in human corneal and conjunctival epithelial cells in vitro. Mol Vis. 2009 Sep 8;15:1799-805. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
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| H2O | 1 mM | 7.2401 mL | 36.2004 mL | 72.4008 mL | 181.0020 mL |
| 5 mM | 1.4480 mL | 7.2401 mL | 14.4802 mL | 36.2004 mL | |
| 10 mM | 0.7240 mL | 3.6200 mL | 7.2401 mL | 18.1002 mL | |
| 15 mM | 0.4827 mL | 2.4134 mL | 4.8267 mL | 12.0668 mL | |
| 20 mM | 0.3620 mL | 1.8100 mL | 3.6200 mL | 9.0501 mL | |
| 25 mM | 0.2896 mL | 1.4480 mL | 2.8960 mL | 7.2401 mL | |
| 30 mM | 0.2413 mL | 1.2067 mL | 2.4134 mL | 6.0334 mL | |
| 40 mM | 0.1810 mL | 0.9050 mL | 1.8100 mL | 4.5251 mL | |
| 50 mM | 0.1448 mL | 0.7240 mL | 1.4480 mL | 3.6200 mL | |
| 60 mM | 0.1207 mL | 0.6033 mL | 1.2067 mL | 3.0167 mL | |
| 80 mM | 0.0905 mL | 0.4525 mL | 0.9050 mL | 2.2625 mL | |
| 100 mM | 0.0724 mL | 0.3620 mL | 0.7240 mL | 1.8100 mL |
* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.
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