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Description: Potent inhibitor of anandamide uptake
Chemical Name: (9Z)-N-[1-((R)-4-Hydroxbenzyl)-2-hydroxyethyl]-9-octadecenamide
Purity: ≥99% (HPLC)
Biological Activity
Metabolically stable inhibitor of anandamide cellular uptake (Ki = 3 μM). Displays relatively low affinity for CB1 and CB2 receptors (Ki values are 5.1 and > 10 μM) and for vanilloid VR1 receptors (EC50 = 10 μM). FABP inhibitor. Has minimal activity against FAAH (Ki > 50 μM). Active in vivo.
Technical Data
| M. Wt | 431.66 |
| Formula | C27H45NO3 |
| Storage | Store at +4°C |
| Purity | ≥99% (HPLC) |
| CAS Number | 616884-63-0 |
| PubChem ID | 9928181 |
| InChI Key | ITXVOUSORXSTQH-UHFFFAOYSA-N |
| Smiles | CCCCCCCC\C=C/CCCCCCCC(=O)N[C@@H](CO)CC1=CC=C(O)C=C1 |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| ethanol | 4.32 | 10 | |
| DMSO | 4.32 | 10 |
Preparing Stock Solutions
The following data is based on the product molecular weight 431.66. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 0.1 mM | 23.17 mL | 115.83 mL | 231.66 mL |
| 0.5 mM | 4.63 mL | 23.17 mL | 46.33 mL |
| 1 mM | 2.32 mL | 11.58 mL | 23.17 mL |
| 5 mM | 0.46 mL | 2.32 mL | 4.63 mL |
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References
References are publications that support the biological activity of the product.
Ortar et al (2003) Novel selective and metabolically stable inhibitors of anandamide cellular uptake. Biochem.Pharmacol. 35 1473 PMID: 12732359
de Lago et al (2004) In vivo pharmacological actions of two novel inhibitors of anandamide cellular uptake. Eur.J.Pharmacol. 484 249 PMID: 14744610
Deutsch (2016) A personal retrospective: Elevating Anandamide (AEA) by targeting fatty acid amide hydrolase (FAAH) and the fatty acid binding proteins (FABPs). Front.Pharmacol. 7 370 PMID: 27790143
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Keywords: OMDM-2, OMDM-2 supplier, Potent, inhibitors, inhibits, anandamide, reuptake, AMT, Transporters, cannabinoids, Monoamine, Neurotransmitter, FABPs, FABP, fatty, acid, binding, proteins, Cannabinoid, Fatty, Acid, Binding, Proteins, 1797, Tocris Bioscience
1 Citation for OMDM-2
Citations are publications that use Tocris products. Selected citations for OMDM-2 include:
Bátkai et al (2004) Endocannabinoids acting at cannabinoid-1 receptors regulate cardiovascular function in hypertension. FASEB J 110 1996 PMID: 15451779
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