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O2136

Sigma-Aldrich

Oleamide

≥99% (TLC), powder, sleep-inducing brain lipid

Synonyme(s) :

cis-9,10-Octadecenoamide, cis-9-Octadecenamide, Oleic acid amide

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About This Item

Formule empirique (notation de Hill):
C18H35NO
Numéro CAS:
Poids moléculaire :
281.48
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352200
ID de substance PubChem :
Nomenclature NACRES :
NA.77

product name

Oleamide, ≥99%

Pureté

≥99%

Contrôle du médicament

regulated under CDSA - not available from Sigma-Aldrich Canada

Température de stockage

−20°C

Chaîne SMILES 

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-

Clé InChI

FATBGEAMYMYZAF-KTKRTIGZSA-N

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Description générale

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).

Actions biochimiques/physiologiques

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.

Mentions de danger

Conseils de prudence

Classification des risques

Aquatic Chronic 4

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

404.6 °F - closed cup

Point d'éclair (°C)

207 °C - closed cup

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


Certificats d'analyse (COA)

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Les clients ont également consulté

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Edgar Soria-Gómez et al.
The international journal of neuropsychopharmacology, 13(9), 1247-1254 (2010-07-29)
The central nervous system control of food intake has been extensively studied, hence, several neurotransmitter systems regulating this function are now clearly identified, for example, the endocannabinoid and serotoninergic systems. The former stimulates feeding while the latter inhibits it. Oleamide
Andrea Herrera-Solís et al.
Pharmacology, biochemistry, and behavior, 95(1), 106-112 (2010-01-09)
Anandamide and oleamide, induce sleep when administered acutely, via the CB1 receptor. Their subchronic administration must be tested to demonstrate the absence of tolerance to this effect, and that the sudden withdrawal of these endocannabinoids (eCBs) does not affect sleep
Varadarajan Sudhahar et al.
European journal of pharmacology, 607(1-3), 143-150 (2009-03-28)
Fatty acid amides are a new class of signaling lipids that have been implicated in diverse physiological and pathological conditions. Oleamide is a fatty acid amide that induces vasorelaxation. Here, we investigated the mechanisms behind the vasorelaxation effect of oleamide
Lidong Zhang et al.
Langmuir : the ACS journal of surfaces and colloids, 29(1), 65-74 (2012-12-12)
A series of oleamide derivatives, (C(18)H(34)NO)(2)(CH(2))(n) [n = 2 (1a), 3 (1b), 4 (1c), or 6 (1d); C(18)H(34)NO = oleic amide fragment] and (C(18)H(34)NO)(CH(2))(6)NH(2) (2), have been synthesized and their self-assembly is investigated in ethanol/water media. Self-assembly of 1a and
Chemosensation in the Ventricles of the Central Nervous System
Chemosensory Transduction: The Detection of Odors, Tastes, and Other Chemostimuli, 339-357 (2016)

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