WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 555132
CAS#: 130193-44-1
Description: OMDM169 is a potent and selective MAGL inhibitor. OMDM169 is capable of enhancing 2-AG levels and of exerting analgesic activity via indirect activation of cannabinoid receptors. OMDM169 exhibited 0.13 microM<IC(50)<0.41 microM towards 2-AG hydrolysing activities in COS-7 cells and rat cerebellum, and inhibited (IC(50)=0.89 microM) the human recombinant MAGL, whilst being inactive (K(i)>10 microM) at human CB(1) and CB(2) receptors. OMDM69 might represent a template for the development of selective and even more potent inhibitors of 2-AG hydrolysis.
MedKoo Cat#: 555132
Name: OMDM169
CAS#: 130193-44-1
Chemical Formula: C25H45NO5
Exact Mass: 439.3298
Molecular Weight: 439.637
Elemental Analysis: C, 68.30; H, 10.32; N, 3.19; O, 18.20
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Synonym: OMDM169; OMDM-169; OMDM 169.
IUPAC/Chemical Name: (S)-1-((2S,3S)-3-hexyl-4-oxooxetan-2-yl)tridecan-2-yl formylglycinate
InChi Key: ANPULBVRORHAGO-VABKMULXSA-N
InChi Code: InChI=1S/C25H45NO5/c1-3-5-7-9-10-11-12-13-14-16-21(30-24(28)19-26-20-27)18-23-22(25(29)31-23)17-15-8-6-4-2/h20-23H,3-19H2,1-2H3,(H,26,27)/t21-,22-,23-/m0/s1
SMILES Code: O=C(O[C@@H](CCCCCCCCCCC)C[C@@H]([C@@H]1CCCCCC)OC1=O)CNC=O
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO
Shelf Life: >2 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
The following data is based on the product molecular weight 439.637 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 |
|---|---|---|---|
| 1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
| 5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
| 10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
1: Valdeolivas S, Pazos MR, Bisogno T, Piscitelli F, Iannotti FA, Allarà M,
Sagredo O, Di Marzo V, Fernández-Ruiz J. The inhibition of
2-arachidonoyl-glycerol (2-AG) biosynthesis, rather than enhancing striatal
damage, protects striatal neurons from malonate-induced death: a potential role
of cyclooxygenase-2-dependent metabolism of 2-AG. Cell Death Dis. 2013 Oct
17;4:e862. doi: 10.1038/cddis.2013.387. PubMed PMID: 24136226; PubMed Central
PMCID: PMC3920947.
2: Bisogno T, Ortar G, Petrosino S, Morera E, Palazzo E, Nalli M, Maione S, Di
Marzo V; Endocannabinoid Research Group. Development of a potent inhibitor of
2-arachidonoylglycerol hydrolysis with antinociceptive activity in vivo. Biochim
Biophys Acta. 2009 Jan;1791(1):53-60. doi: 10.1016/j.bbalip.2008.10.007. Epub
2008 Nov 5. PubMed PMID: 19027877.
However, OMDM169 shared with tetrahydrolipstatin the capability of inhibiting the human pancreatic lipase (IC(50)=0.6 microM). OMDM169 inhibited fatty acid amide hydrolase and diacylglycerol lipase only at higher concentrations (IC(50)=3.0 and 2.8 microM, respectively), and, accordingly, it increased by approximately 1.6-fold the levels of 2-AG, but not anandamide, in intact ionomycin-stimulated N18TG2 neuroblastoma cells. Acute intraperitoneal (i.p.) administration of OMDM169 to mice inhibited the second phase of the formalin-induced nocifensive response with an IC(50) of approximately 2.5 mg/kg, and concomitantly elevated 2-AG, but not anandamide, levels in the ipsilateral paw of formalin-treated mice. The antinociceptive effect of OMDM169 was antagonized by antagonists of CB(1) and CB(2) receptors, AM251 and AM630, respectively (1 mg/kg, i.p.).
