Oleamid

Bezeichnung:Oleamid

CAS-Nr301-02-0

Englisch Name:Oleamide

CBNumberCB3238286

SummenformelC18H35NO

Molgewicht281.48

MOL-Datei301-02-0.mol

Synonyma

Oleamid

Oleamid physikalisch-chemischer Eigenschaften

Schmelzpunkt	70°C
Siedepunkt	433.3±24.0 °C(Predicted)
Dichte	0.94 g/cm3
storage temp.	-20°C
Löslichkeit	Soluble in chloroform (50 mg/ml), ethanol (100 mM), DMSO (~14 mg/ml), and DMF (~14 mg/ml)
pka	16.61±0.40(Predicted)
Farbe	White to off-white
Wasserlöslichkeit	Insoluble in water.
Stabilität	Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month.
InChIKey	FATBGEAMYMYZAF-KTKRTIGZSA-N
LogP	6.882 (est)
CAS Datenbank	301-02-0(CAS DataBase Reference)
NIST chemische Informationen	9-Octadecenamide, (z)-(301-02-0)
EPA chemische Informationen	Oleamide (301-02-0)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38-43
S-Sätze:	26-36-37
WGK Germany	1
HS Code	29241990
Giftige Stoffe Daten	301-02-0(Hazardous Substances Data)

Gefahreninformationscode (GHS)

Oleamide Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Beschreibung
OOleamide (301-02-0) was originally identified in the cerebrospinal fluid of sleep-deprived cats acting as an inducer of physiological sleep in animals.1 Displays agonist activity at cannabinoid CB1 receptors (Ki=8.13 μM).2 Activates PPARγ.3 Produces vasodilator effects in rats.4 Displays neuroprotective effects5 and attenuates sepsis-induced intestinal injury6.
Chemische Eigenschaften
White Powder
Verwenden
A brain lipid that induces physiological sleep at nanomolar quantities when injected into rats. This lipid may represent a new class of biological signaling molecules.
Verwenden
Oleamide has been used as a supplement in glucose and galactose media to prevent the rescue of galactose-induced Leigh syndrome (LS).
Definition
ChEBI: A fatty amide derived from oleic acid.
Allgemeine Beschreibung
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.
Biologische Aktivität
Endogenous sleep-inducing lipid. Acts as an agonist at the CB 1 cannabinoid receptor (EC 50 = 1.64 μ M). Also appears to potentiate the actions of 5-HT on 5-HT 2A and 2C receptors, and act via an allosteric regulatory site on 5-HT 7 receptors.
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.
Synthese
Oleamide can be synthesized by ammonolysis of fatty acid or esters with ammonia gas at high pressure.
Lager
Store at +4°C
Einzelnachweise
Boger et al. (1998), Oleamide: an endogenous sleep-inducing lipid and prototypical member of a new class of biological signaling molecules; Curr. Pharm. Des., 4 303 Leggett et al. (2004), Oleamide is a selective endogenous agonist of rat and human CB1 cannabinoid receptors; Br. J. Pharmacol., 141 253 Dionisi et al. (2012), Oleamide activates peroxisome proliferator-activated receptor gamma (PPARγ) in vitro; Lipids Health Dis., 11 51 Hernandez-Diaz et al. (2020), Effects of Oleamide on the Vasomotor Responses in the Rat; Cannabis Cannabinoid Res. 5 42 Maya-Lopez et al. (2020), A Cannabinoid Receptor-Mediated Mechanism Participates in the Neuroprotective Effects of Oleamide Against Excitotoxic Damage in Rat Brain Synaptosomes and Cortical Slices; Neurotox. Res., 37 126 Zou et al. (2019), Cx43 Inhibition Attenuates Sepsis-Induced Intestinal Injury via Downregulating ROS Transfer and the Activation of the JNK1/Sirt1/FoxO3a Signaling Pathway; Mediators Inflamm., 2019 7854389

Oleamide Upstream-Materialien And Downstream Produkte

Oleamid Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

301-02-0, Oleamide Verwandte Suche:

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