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
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
More Info
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.).
Preparing Stock Solutions
The following data is based on the
product
molecular weight
439.64
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.
