UCM 707Potent anandamide transport inhibitor CAS# 390824-20-1 |
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Quality Control & MSDS
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Chemical structure
3D structure
| Cas No. | 390824-20-1 | SDF | Download SDF |
| PubChem ID | 10199993 | Appearance | Powder |
| Formula | C25H37NO2 | M.Wt | 383.57 |
| Type of Compound | N/A | Storage | Desiccate at -20°C |
| Solubility | Soluble to 100 mM in ethanol and to 100 mM in DMSO | ||
| Chemical Name | (5Z,8Z,11Z,14Z)-N-(furan-3-ylmethyl)icosa-5,8,11,14-tetraenamide | ||
| SMILES | CCCCCC=CCC=CCC=CCC=CCCCC(=O)NCC1=COC=C1 | ||
| Standard InChIKey | FZNNBSHTNRBBBD-DOFZRALJSA-N | ||
| Standard InChI | InChI=1S/C25H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-25(27)26-22-24-20-21-28-23-24/h6-7,9-10,12-13,15-16,20-21,23H,2-5,8,11,14,17-19,22H2,1H3,(H,26,27)/b7-6-,10-9-,13-12-,16-15- | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | Potent endocannabinoid transport inhibitor. IC50 values are 0.8 and 30 μM for inhibition of the anandamide transporter and FAAH respectively. Ki values are 4700, 67 and > 5000 nM for CB1, CB2 and VR1 receptors respectively. Potentiates hypokinetic and antinociceptive effects of anandamide in vivo. |
UCM 707 Dilution Calculator
UCM 707 Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.6071 mL | 13.0354 mL | 26.0709 mL | 52.1417 mL | 65.1772 mL |
| 5 mM | 0.5214 mL | 2.6071 mL | 5.2142 mL | 10.4283 mL | 13.0354 mL |
| 10 mM | 0.2607 mL | 1.3035 mL | 2.6071 mL | 5.2142 mL | 6.5177 mL |
| 50 mM | 0.0521 mL | 0.2607 mL | 0.5214 mL | 1.0428 mL | 1.3035 mL |
| 100 mM | 0.0261 mL | 0.1304 mL | 0.2607 mL | 0.5214 mL | 0.6518 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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Design, synthesis and biological evaluation of new endocannabinoid transporter inhibitors.[Pubmed:12750028]
Eur J Med Chem. 2003 Apr;38(4):403-12.
In the present work we describe the synthesis and the in vitro evaluation of a series of arachidonic acid derivatives of general structure I as endocannabinoid transporter inhibitors. In addition, we report the first in vivo studies of the most potent derivative (4, UCM707) within this series. The majority of compounds studied are highly potent (IC(50)=24-0.8 micro M) and selective endocannabinoid uptake inhibitors with very low affinities for either the enzyme fatty acid amide hydrolase (IC(50)=30-113 micro M) or for cannabinoid receptor subtype 1 (CB(1)), cannabinoid receptor subtype 2 (CB(2)) and vanilloid receptor subtype 1 (VR(1)) (K(i)=1000-10000 nM). Among them, (5Z,8Z,11Z,14Z)-N-(fur-3-ylmethyl)icosa-5,8,11,14-tetraenamide (UCM707) behaves as the most potent endocannabinoid transporter inhibitor described to date (IC(50)=0.8 micro M) and exhibits improved potency for the anandamide transporter, high selectivity for CB(1) and VR(1) receptors, and modest selectivity for CB(2). In vivo it enhances the analgesia and hypokinetic effects induced by a subeffective dose of anandamide.
Design, synthesis, and biological evaluation of new inhibitors of the endocannabinoid uptake: comparison with effects on fatty acid amidohydrolase.[Pubmed:12672252]
J Med Chem. 2003 Apr 10;46(8):1512-22.
A new series of arachidonic acid derivatives were synthesized and evaluated as inhibitors of the endocannabinoid uptake. Most of them are able to inhibit anandamide uptake with IC(50) values in the low micromolar range (IC(50) = 0.8-24 microM). In general, the compounds had only weak effects upon CB(1), CB(2), and VR(1) receptors (K(i) > 1000-10000 nM). In addition, there was no obvious relationship between the abilities of the compounds to affect anandamide uptake and to inhibit anandamide metabolism by fatty acid amidohydrolase (FAAH; IC(50) = 30-113 microM). This indicates that the compounds do not exert their effects secondarily to FAAH inhibition. It is hoped that these compounds, particularly the most potent in this series (compound 5, UCM707, with IC(50) values for anandamide uptake and FAAH of 0.8 and 30 microM, respectively), will provide useful tools for the elucidation of the role of the anandamide transporter system in vivo.
