O2136
Oleamide
≥99% (TLC), powder, sleep-inducing brain lipid
Synonym(s):
cis-9,10-Octadecenoamide, cis-9-Octadecenamide, Oleic acid amide
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About This Item
Empirical Formula (Hill Notation):
C18H35NO
CAS Number:
Molecular Weight:
281.48
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
206-103-9
MDL number:
Assay:
≥99%
Quality level:
Product Name
Oleamide, ≥99%
Quality Level
assay
≥99%
drug control
regulated under CDSA - not available from Sigma-Aldrich Canada
storage temp.
−20°C
SMILES string
CCCCCCCC\C=C/CCCCCCCC(N)=O
InChI
1S/C18H35NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H2,19,20)/b10-9-
InChI key
FATBGEAMYMYZAF-KTKRTIGZSA-N
General description
Oleamide is a lipid or a brain fatty acid, that is found in the CSF (cerebrospinal fluid). It is originally obtained from the cerebrospinal fluid of cats, that are sleep-deprived.
Application
Oleamide has been used as a supplement in glucose and galactose media to prevent the rescue of galactose-induced Leigh syndrome (LS).
Biochem/physiol Actions
Oleamide has the ability to stimulate sleep. It possess several properties, like cannabinoid-like activity. Oleamide can also disable the communication, facilitated by gap junction between rat glial cells.
Sleep-inducing brain lipid, which allosterically modulates GABAA receptors and potentiates 5-HT7 serotonin receptor responses. Selective endogenous agonist of rat and human CB1 cannabinoid receptor.
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hcodes
pcodes
Hazard Classifications
Aquatic Chronic 4
Storage Class
11 - Combustible Solids
wgk
WGK 1
flash_point_f
404.6 °F - closed cup
flash_point_c
207 °C - closed cup
ppe
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
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Articles
Discover Bioactive Small Molecules for Lipid Signaling Research
Related Content
Oleamide and anandamide effects on food intake and sexual behavior of rats
Martinez-Gonzalez D, et al.
Neuroscience Letters, 364(1), 1-6 (2004)
The sleep-inducing lipid oleamide deconvolutes gap junction communication and calcium wave transmission in glial cells
Guan X, et al.
The Journal of Cell Biology, 139(7), 1785-1792 (1997)
Gayong Shim et al.
Journal of controlled release : official journal of the Controlled Release Society, 155(1), 60-66 (2010-10-26)
Oligolysine-based cationic lipid derivatives were synthesized for delivery of siRNA, and formulated into cationic liposomes. Among various oligolysine-based lipid derivatives differing in lysine residue number and lipid moiety, trilysinoyl oleylamide (TLO)-based liposomes (TLOL) showed the highest delivery efficiency combined with
Global Trade Item Number
| SKU | GTIN |
|---|---|
| O2136-100MG | 04061834217862 |
| O2136-500MG | 04061833264546 |