Synonym
AM-3102, AM3102, AM 3102, KDS-5104, Methyl oleoylethanolamide
IUPAC/Chemical Name
9-Octadecenamide, N-((1R)-2-hydroxy-1-methylethyl)-, (9Z)-
InChi Key
IPVYNYWIRWMRHH-JPMGXVIASA-N
InChi Code
1S/C21H41NO2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-21(24)22-20(2)19-23/h10-11,20,23H,3-9,12-19H2,1-2H3,(H,22,24)/b11-10-/t20-/m1/s1
SMILES Code
CCCCCCCC\C=C/CCCCCCCC(=O)N[C@H](C)CO
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
>3 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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
339.56
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: Orio L, Alen F, Pavón FJ, Serrano A, García-Bueno B. Oleoylethanolamide, Neuroinflammation, and Alcohol Abuse. Front Mol Neurosci. 2019 Jan 9;11:490. doi: 10.3389/fnmol.2018.00490. eCollection 2018. Review. PubMed PMID: 30687006; PubMed Central PMCID: PMC6333756.
2: Bowen KJ, Kris-Etherton PM, Shearer GC, West SG, Reddivari L, Jones PJH. Oleic acid-derived oleoylethanolamide: A nutritional science perspective. Prog Lipid Res. 2017 Jul;67:1-15. doi: 10.1016/j.plipres.2017.04.001. Epub 2017 Apr 5. Review. PubMed PMID: 28389247.
3: Brown JD, Karimian Azari E, Ayala JE. Oleoylethanolamide: A fat ally in the fight against obesity. Physiol Behav. 2017 Jul 1;176:50-58. doi: 10.1016/j.physbeh.2017.02.034. Epub 2017 Feb 27. Review. PubMed PMID: 28254531.
4: Zhou H, Yang WS, Li Y, Ren T, Peng L, Guo H, Liu JF, Zhou Y, Zhao Y, Yang LC, Jin X. Oleoylethanolamide attenuates apoptosis by inhibiting the TLR4/NF-κB and ERK1/2 signaling pathways in mice with acute ischemic stroke. Naunyn Schmiedebergs Arch Pharmacol. 2017 Jan;390(1):77-84. doi: 10.1007/s00210-016-1309-4. Epub 2016 Oct 13. PubMed PMID: 27738712.
