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O2136

Sigma-Aldrich

Oleamide

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

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C18H35NO
Número de CAS:
301-02-0
Peso molecular:
281.48
Número CE:
206-103-9
Número MDL:
MFCD00053638
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
24897957
NACRES:
NA.77

product name

Oleamide, ≥99%

Análisis

≥99%

control farmacológico

regulated under CDSA - not available from Sigma-Aldrich Canada

temp. de almacenamiento

−20°C

cadena 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-

Clave InChI

FATBGEAMYMYZAF-KTKRTIGZSA-N

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Descripción general

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.

Aplicación

Oleamide has been used as a supplement in glucose and galactose media to prevent the rescue of galactose-induced Leigh syndrome (LS).

Acciones bioquímicas o fisiológicas

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.

Frases de peligro

H413

Consejos de prudencia

P273 - P501

Clasificaciones de peligro

Aquatic Chronic 4

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 1

Punto de inflamabilidad (°F)

404.6 °F - closed cup

Punto de inflamabilidad (°C)

207 °C - closed cup

Equipo de protección personal

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

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Plastic additive 13 United States Pharmacopeia (USP) Reference Standard

USP

1545045

Plastic additive 13

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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