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Merck

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

Key Documents

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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

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCN8628
BCCN3341
BCCN3343
BCCM0231
BCCM0232

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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
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
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.
C J Fowler et al.
Biochemical pharmacology, 62(5), 517-526 (2001-10-05)
Fatty acid amide hydrolase (FAAH) is responsible for the hydrolysis of a number of important endogenous fatty acid amides, including the endogenous cannabimimetic agent anandamide (AEA), the sleep-inducing compound oleamide, and the putative anti-inflammatory agent palmitoylethanolamide (PEA). In recent years
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
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Global Trade Item Number

SKUGTIN
T68209-25G04061837372032
T68209-10G04061837372025
08393-25MG04061838652355

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