Oleoylethanolamide (OEA)

Oleoylethanolamide (OEA)

Tên sản phẩm Oleoylethanolamide (OEA)
Số CAS 111-58-0
Các tên gọi khác N-Oleoylethanolamine; Oleic acid monoethanolamide; N-(2-Hydroxyethyl)oleamide; OEA
Công thức phân tử C20H39NO2
Trọng lượng phân tử 325.53 g/mol
Hình thức White to off-white crystalline powder or waxy solid
Phương pháp phân tích (HPLC) ≥98,01 TP3T
Độ hòa tan Soluble in ethanol, DMSO, dimethyl formamide; practically insoluble in water
Lưu trữ Bảo quản ở nhiệt độ -20°C, tránh ánh sáng và độ ẩm
Gói 1 kg, 5 kg, 25 kg net weight in fiber drums with double polyethylene liners

Oleoylethanolamide (OEA) Structure

Từ đồng nghĩa: Oleoylethanolamide, OEA, N-Oleoylethanolamine, Oleic acid monoethanolamide, N-(2-Hydroxyethyl)oleamide, (9Z)-N-(2-Hydroxyethyl)-9-octadecenamide, Oleamide MEA

Oleoylethanolamide (OEA) is a naturally occurring lipid mediator belonging to the class of N-acylethanolamines (NAEs), which also includes the better-known endocannabinoid anandamide and the satiety factor palmitoylethanolamide (PEA). It is biosynthesized in the small intestine and other tissues from oleic acid and phosphatidylethanolamine, and its levels are regulated by the enzyme N-acyl phosphatidylethanolamine phospholipase D (NAPE-PLD) and degraded primarily by fatty acid amide hydrolase (FAAH). While OEA was first identified in the 1960s, it gained significant attention in the 2000s when it was recognized as a key endogenous signal in the regulation of feeding behavior and lipid metabolism.

From a chemical standpoint, OEA is a monounsaturated fatty acid ethanolamide with a cis double bond at the 9-position of the C18 acyl chain. This structural feature distinguishes it from its saturated analog palmitoylethanolamide (PEA; C16:0) and from the polyunsaturated anandamide (AEA; C20:4). The presence of the oleoyl moiety confers unique physicochemical properties, including a lower melting point and distinct receptor binding profile. OEA exerts its biological effects primarily through activation of the nuclear receptor PPAR-alpha (peroxisome proliferator-activated receptor alpha), which mediates many of its metabolic actions, though additional targets such as GPR119 and TRPV1 have been implicated in specific contexts.

In the dietary supplement and pharmaceutical research sectors, OEA is valued for its role in satiety signaling, fat oxidation, and energy homeostasis. It is frequently formulated alongside other lipid mediators or used as a reference standard in analytical laboratories. The compound is also investigated for its neuroprotective and anti-inflammatory potential, although its primary commercial demand stems from weight management and metabolic health applications. As a bulk raw material, OEA is typically produced via synthetic routes or enzymatic synthesis to ensure high purity and consistent quality, meeting the rigorous demands of nutraceutical and clinical research customers.

Chức năng

  • Satiety regulation: Activates PPAR-alpha in the small intestine, triggering neural signals that reduce food intake and meal size.
  • Lipid metabolism: Enhances fatty acid oxidation and lipolysis in adipose tissue and liver, supporting energy expenditure.
  • Hoạt tính chống viêm: Modulates cytokine production and reduces macrophage activation in metabolic tissues.
  • Bảo vệ thần kinh: Exhibits protective effects in models of neurodegeneration, potentially via PPAR-alpha-dependent pathways.
  • Gut-brain axis signaling: Influences vagal afferent activity, linking intestinal lipid sensing to central appetite control.

Nguồn gốc và tiêu chuẩn hóa

  • Nguồn: Synthetic or enzymatic synthesis from oleic acid and ethanolamine.
  • Production: Amidation reaction followed by purification via crystallization or chromatography.
  • Tiêu chuẩn hóa: ≥98.0% by HPLC (area normalization).
  • Forms: White to off-white crystalline powder or waxy solid.
  • Ứng dụng: Dietary supplements, functional foods, pharmaceutical research, analytical standards.

Thông số kỹ thuật

Tham số Thông số kỹ thuật
Phương pháp phân tích (HPLC) ≥98,01 TP3T
Xác định IR and NMR spectra conform to structure
Hình thức White to off-white powder or waxy solid
Mất mát khi sấy khô ≤0.5%
Hàm lượng tro sau khi đốt ≤0.1%
Kim loại nặng ≤10 ppm
Giới hạn vi sinh vật Total aerobic count ≤1000 CFU/g; Yeast & Mold ≤100 CFU/g; E. coli absent

Documentation & Supply

  • Công suất hàng tháng: 500 kg
  • Thời gian thực hiện: 3-5 business days (stock items)
  • Tài liệu hướng dẫn: COA, MSDS, TDS, and additional technical support available upon request
  • Bao bì: 1 kg, 5 kg, 25 kg net weight in fiber drums with double polyethylene liners, or as customized

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