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08393

Supelco

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:
301-02-0
Molecular Weight:
281.48
EC Number:
206-103-9
MDL number:
MFCD00053638
UNSPSC Code:
85151701
PubChem Substance ID:
329748578
NACRES:
NA.24

grade

analytical standard

Quality Level

100

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

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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

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.

hcodes

H413

Hazard Classifications

Aquatic Chronic 4

wgk_germany

WGK 1

flash_point_f

closed cup

flash_point_c

closed cup

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Oleic acid ≥99% (GC)

Sigma-Aldrich

O1008

Oleic acid

Oleylamine technical grade, 70%

Sigma-Aldrich

O7805

Oleylamine

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
Marta Kruk-Slomka et al.
Behavioural brain research, 284, 24-36 (2015-02-11)
The purpose of the experiments was to explore the role of the endocannabinoid system, through cannabinoid (CB) receptor ligands, nicotine and scopolamine, in the depression-related responses using the forced swimming test (FST) in mice. Our results revealed that acute injection
C Robin Hiley et al.
Cardiovascular drug reviews, 25(1), 46-60 (2007-04-21)
Oleamide (cis-9,10-octadecenoamide), a fatty acid primary amide discovered in the cerebrospinal fluid of sleep-deprived cats, has a variety of actions that give it potential as a signaling molecule, although these actions have not been extensively investigated in the cardiovascular system.
Hiroshi Nojima et al.
Current drug safety, 2(3), 204-211 (2008-08-12)
Despite considerable research, metastasis remains a major challenge in the clinical management of cancer. Recent reports show that abnormally augmented expression of Cx26 is responsible for the enhanced spontaneous metastasis of mouse BL6 melanoma cells. The function of Cx26 appears
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