08393
Oleamide
analytical standard
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.24
PubChem Substance ID:
UNSPSC Code:
85151701
EC Number:
206-103-9
MDL number:
grade
analytical standard
Quality Level
assay
≥98.5% (TLC)
shelf life
limited shelf life, expiry date on the label
drug control
regulated under CDSA - not available from Sigma-Aldrich Canada
application(s)
cleaning products
cosmetics
food and beverages
personal care
format
neat
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
This substance is listed on the positive list of the EU regulation 10/2011 for plastics intended to come into contact with food.
Find all available reference materials for compounds listed in 10/2011 here
Find all available reference materials for compounds listed in 10/2011 here
Biochem/physiol Actions
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
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Gregory P Mueller et al.
Vitamins and hormones, 81, 55-78 (2009-08-04)
Oleamide (cis-9-octadecenamide) is the prototype long chain primary fatty acid amide lipid messenger. The natural occurrence of oleamide was first reported in human serum in 1989. Subsequently oleamide was shown to accumulate in the cerebrospinal fluid of sleep-deprived cats and
Christopher J Fowler
British journal of pharmacology, 141(2), 195-196 (2003-12-24)
The fatty acid amide class of compounds, which include the endocannabinoid anandamide and the sleep-inducing compound oleamide, have been shown in vitro to have a multiplicity of actions upon different neurochemical systems. In the present issue of this journal, Leggett
W B Mendelson et al.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 25(5 Suppl), S36-S39 (2001-10-30)
Oleamide is an endogenous fatty acid amide which can be synthesized de novo in the mammalian nervous system, and has been detected in human plasma. It accumulates in the CSF of rats after six hours of sleep deprivation and induces
Global Trade Item Number
| SKU | GTIN |
|---|---|
| T68209-10G | 04061837372025 |
| T68209-25G | 04061837372032 |
| 08393-25MG | 04061838652355 |