N-oleoyl ethanolamine

Description

N-oleoyl ethanolamine · CAS 111-58-0 · C20H39NO2. UNII 1HI5J9N8E6.

Identification

CAS Registry Number	111-58-0
PubChem CID	5283454
Molecular formula	C20H39NO2
IUPAC name	(Z)-N-(2-hydroxyethyl)octadec-9-enamide
UNII (FDA)	1HI5J9N8E6

Computed Descriptors

Molecular Weight	325.5
XLogP3	6.3
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	17
Exact Mass	325.298079487
Monoisotopic Mass	325.298079487
Topological Polar Surface Area	49.3
Heavy Atom Count	23
Formal Charge	0

Physical description & handling notes

• Other Solid
• Solid
• 192.94 Ų [M+H]+ [CCS Type: TIMS; Method: single field calibrated]

Regulatory Status

Regulatory & Food Contact	CIR / INCI: Cosmetic ingredients (Oleamide MEA) -> CIR (Cosmetic Ingredient Review) CIR / INCI: Personal care product CIR / INCI: Viscosity controlling; Foam boosting; Antistatic

GHS Hazard Classification

Reported hazard statements	H315 (100%), H318 (26.8%), H319 (19.5%), H335 (19%)

Documented Uses

• Cosmetics -> Viscosity controlling; Foam boosting; Antistatic
• Surfactant (surface active agent)
• Soap, Cleaning Compound, and Toilet Preparation Manufacturing
• 9-Octadecenamide, N-(2-hydroxyethyl)-, (9Z)-: ACTIVE
• Oleoylethanolamide (OEA) is a major N-acylethanolamine and an endogenous ethanolamide fatty acid. Although it is an endocannabinoids-like compound, it does not bind to cannabinoid receptors. Instead, this lipid sensor is an agonist at peroxisome proliferator-activated receptor-α (PPAR-α) agonist while also being an inhibitor of ceramidase and thereby the sphingolipid signaling pathway.

Synonyms

oleoylethanolamide; 111-58-0; N-(2-Hydroxyethyl)oleamide; Oleoyl Ethanolamide; (Z)-N-(2-hydroxyethyl)octadec-9-enamide; Oleoyl monoethanolamide; OLEIC MONOETHANOLAMIDE; N-(9Z-octadecenoyl)-ethanolamine; 1HI5J9N8E6; 9-Octadecenamide, N-(2-hydroxyethyl)-; DTXSID1044516; N-(cis-9-octadecenoyl) ethanolamine; 9-Octadecenamide, N-(2-hydroxyethyl)-, (9Z)-; CHEBI:71466; RefChem:856533; DTXCID9024516

Frequently Asked Questions

What are the CAS number and molecular formula of N-oleoyl ethanolamine?

CAS 111-58-0; molecular formula C20H39NO2; molecular weight — g/mol.

What other names is N-oleoyl ethanolamine known by?

oleoylethanolamide, 111-58-0, N-(2-Hydroxyethyl)oleamide, Oleoyl Ethanolamide, (Z)-N-(2-hydroxyethyl)octadec-9-enamide, Oleoyl monoethanolamide.

What is the regulatory status of N-oleoyl ethanolamine?

Documented regulatory listings: CIR / INCI: Cosmetic ingredients (Oleamide MEA) -> CIR (Cosmetic Ingredient Review); CIR / INCI: Personal care product; CIR / INCI: Viscosity controlling; Foam boosting; Antistatic.

Is N-oleoyl ethanolamine classified as hazardous?

Hazard statements reported: H315, H318, H319, H335.

Facts on this page are taken from PubChem (US National Library of Medicine) and Wikidata. Grade-specific data — assay, moisture, particle size, packaging, shelf life — is issued per batch on the COA and is not published here.