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O2136

Oleamide

Name: Oleamide
Brand: SIGMA

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

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₁₈H₃₅NO

CAS Number:

301-02-0

Molecular Weight:

281.48

NACRES:

NA.77

PubChem Substance ID:

24897957

UNSPSC Code:

12352200

EC Number:

206-103-9

MDL number:

MFCD00053638

Assay:

≥99%

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Properties

Product Name

Oleamide, ≥99%

Quality Segment

200

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

Description

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 GABA_A receptors and potentiates 5-HT₇ serotonin receptor responses. Selective endogenous agonist of rat and human CB1 cannabinoid receptor.

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hcodes

H413

pcodes

P273 - P501

Hazard Classifications

Aquatic Chronic 4

Storage Class

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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Articles

Discover Bioactive Small Molecules for Lipid Signaling Research

Global Trade Item Number

SKU	GTIN
O2136-100MG	04061834217862
O2136-500MG	04061833264546