O2136
Oleamide
≥99% (TLC), powder, sleep-inducing brain lipid
Sinónimos:
cis-9,10-Octadecenoamide, cis-9-Octadecenamide, Oleic acid amide
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Fórmula empírica (notación de Hill):
C18H35NO
Número CAS:
Peso molecular:
281.48
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
206-103-9
MDL number:
Assay:
≥99%
Quality level:
Servicio técnico
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Permítanos ayudarleNombre del producto
Oleamide, ≥99%
Quality Level
assay
≥99%
drug control
regulated under CDSA - not available from Sigma-Aldrich Canada
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
General description
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).
Biochem/physiol Actions
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.
hcodes
pcodes
Hazard Classifications
Aquatic Chronic 4
Clase de almacenamiento
11 - Combustible Solids
wgk
WGK 1
flash_point_f
404.6 °F - closed cup
flash_point_c
207 °C - closed cup
ppe
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
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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
Mónica Méndez-Díaz et al.
Addiction biology, 17(4), 725-735 (2010-12-25)
Endocannabinoids (eCBs) are mediators of the homeostatic and hedonic systems that modulate food ingestion. Hence, eCBs, by regulating the hedonic system, may be modulating the valence of the emotion associated to food ingestion (positive: pleasant or negative: unpleasant). Our first
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