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Merck
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Key Documents

O2136

Sigma-Aldrich

Oleamide

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

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C18H35NO
Número CAS:
Peso molecular:
281.48
Número CE:
Número MDL:
Código UNSPSC:
12352200
ID de substância PubChem:
NACRES:
NA.77

product name

Oleamide, ≥99%

Nível de qualidade

Ensaio

≥99%

controle de medicamentos

regulated under CDSA - not available from Sigma-Aldrich Canada

temperatura de armazenamento

−20°C

cadeia de caracteres 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-

chave InChI

FATBGEAMYMYZAF-KTKRTIGZSA-N

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Descrição geral

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.

Aplicação

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

Ações bioquímicas/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 perigo

Declarações de precaução

Classificações de perigo

Aquatic Chronic 4

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 1

Ponto de fulgor (°F)

404.6 °F - closed cup

Ponto de fulgor (°C)

207 °C - closed cup

Equipamento de proteção individual

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


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The sleep-inducing lipid oleamide deconvolutes gap junction communication and calcium wave transmission in glial cells
Guan X, et al.
The Journal of Cell Biology, 139(7), 1785-1792 (1997)
Oleamide and anandamide effects on food intake and sexual behavior of rats
Martinez-Gonzalez D, et al.
Neuroscience Letters, 364(1), 1-6 (2004)
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
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
Gayong Shim et al.
Journal of controlled release : official journal of the Controlled Release Society, 155(1), 60-66 (2010-10-26)
Oligolysine-based cationic lipid derivatives were synthesized for delivery of siRNA, and formulated into cationic liposomes. Among various oligolysine-based lipid derivatives differing in lysine residue number and lipid moiety, trilysinoyl oleylamide (TLO)-based liposomes (TLOL) showed the highest delivery efficiency combined with

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