A synthetic analog of palmitoyl ethanolamide
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R-Palmitoyl-(2-methyl) Ethanolamide

Item No. 90357

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-(2R-hydroxypropyl)-hexadecanamide
CAS Number
179951-56-5
Synonyms
  • RP-2ME
Molecular Formula
C19H39NO2
Formula Weight
313.5
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 4 mg/mlEthanol: 25 mg/mlEthanol:PBS (1:10): 10 µg/ml
SMILES
CCCCCCCCCCCCCCCC(=O)NC[C@@H](C)O
InChi Code
InChI=1S/C19H39NO2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-19(22)20-17-18(2)21/h18,21H,3-17H2,1-2H3,(H,20,22)/t18-/m1/s1
InChi Key
VQNMGLLFMPXVFN-GOSISDBHSA-N
Shipping & Storage Information
Storage
4°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    5 mg

    $36

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    10 mg

    $68

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    50 mg

    $288

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    Product Description

    R-Palmitoyl-(2-methyl) ethanolamide (RP-2ME) is a metabolically stable analog of the anti-inflammatory endogenous cannabinoid, palmitoyl ethanolamide (PEA). PEA is an endogenous cannabinoid found in brain, liver, and other mammalian tissues.1 PEA has also been isolated from egg yolk, and found to have anti-anaphylactic and anti-inflammatory activity in vitro.2 RP-2ME is a synthetic analog of PEA which incorporates an (R)-methyl group vicinal to the alcohol on the ethanolamine moiety. RP-2ME inhibits FAAH-mediated hydrolysis of AEA by 54% at a concentration of 100 µM.3 It also has weak CB receptor affinity, in that 100 µM inhibits agonist binding (1 nM CP 55,940 or WIN 55,212-2) only 26% and 15.5% at the human CB1 and CB2 receptors, respectively.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bachur, N.R., Masek, K., Melmon, K.L., et al. Fatty acid amides of ethanolamine in mammalian tissues. The Journal of Biological Chemisty 240, 1019-1024 (1965).

    2. Ganley, O.H., Graessle, O.E., Robinson, H.J., et al. Anti-inflammatory activity of compounds obtained from egg yolk, peanut oil, and soybean lecithin. J. Lab. Clin. Med. 51(5), 709-714 (1958).

    3. Jonsson, K.O., Vandevoorde, S., Lambert, D.M., et al. Effects of homologues and analogues of palmitoylethanolamide upon the inactivation of the endocannabinoid anandamide. Br. J. Pharmacol. 133(8), 1263-1275 (2001).