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08393

Supelco

Oleamide

analytical standard

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Synonym(s):
cis-9,10-Octadecenoamide, cis-9-Octadecenamide, Oleic acid amide
Empirical Formula (Hill Notation):
C18H35NO
CAS Number:
Molecular Weight:
281.48
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.24

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

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1 of 4

This Item
O21361545034O0140000
vibrant-m

08393

Oleamide

vibrant-m

O2136

Oleamide

vibrant-m

1545034

Plastic additive 12

vibrant-m

O0140000

Plastic additive 20

format

neat

format

-

format

neat

format

neat

application(s)

cleaning products
cosmetics
food and beverages
personal care

application(s)

-

application(s)

pharmaceutical (small molecule)

application(s)

pharmaceutical (small molecule)

grade

analytical standard

grade

-

grade

pharmaceutical primary standard

grade

pharmaceutical primary standard

shelf life

limited shelf life, expiry date on the label

shelf life

-

shelf life

-

shelf life

-

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

drug control

-

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

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

Hazard Classifications

Aquatic Chronic 4

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

404.6 °F

flash_point_c

207 °C


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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
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
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
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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