Palmitoylethanolamide (HCID 4671)

概要

Palmitoyl ethanolamide is an N-(long-chain-acyl)ethanolamine that is the ethanolamide of palmitic (hexadecanoic) acid. It has a role as an anti-inflammatory drug, an anticonvulsant, an antihypertensive agent and a neuroprotective agent. It is a N-(long-chain-acyl)ethanolamine, an endocannabinoid and a N-(saturated fatty acyl)ethanolamine. It is functionally related to a hexadecanoic acid.

名称と識別子

優先名称: Palmitoylethanolamide
IUPAC: N-(2-hydroxyethyl)hexadecanamide
現地名: パルミドロール
英語名: Palmitoylethanolamide
分子式: C18H37NO2
分子量: 299.49

名称と別名

PalmitoylethanolamidePalmidrol544-31-0N-(2-Hydroxyethyl)hexadecanamidePalmitoyl ethanolamidePalmitic acid monoethanolamideHydroxyethylpalmitamideLoramine P 256palmitylethanolamidePalmidrolumLevagenPalmdrol prodes

名称をさらに表示

N-(2-ヒドロキシエチル)パルミチン酸アミドインプルシンN-(2-ヒドロキシエチル)ヘキサデカンアミド2-(パルミトイルアミノ)エタノールパルミトイルエタノールアミドパルミチルエタノールアミドパルミチン酸モノエタノールアミドN-パルミトイルエタノールアミドN-パルミトイルエタノールアミンローラミンP-256N-(2-ヒドロキシエチル)パルミトアミドパルミドロール2-パルミトイルアミノエタノールパルミチン酸モノエタノ-ルアミドパルミタミドＭＥＡN-palmitoylethanolaminePALMITAMIDE MEAN-(2-Hydroxyethyl)palmitamidePEA MicroPEA PALMIDROL2-(palmitoylamino)ethanol

Monoethanolamine palmitic acid amidepalmitic monoethanolamidePalmitinsaeure-beta-hydroxyethylamidAnandamide (16:0)hexadecanoyl ethanolamideN(2-hydroxyethyl)palmitide6R8T1UDM3VN(2-hydroxyethyl) palmitide

データベース識別子

CAS: 544-31-0
PubChem CID: 4671
DTXSID: DTXSID4042254
ChEMBL: CHEMBL417675
ChEBI: CHEBI:71464
UNII: 6R8T1UDM3V
EC Number: 208-867-9
Nikkaji: J6.414I

物性

構造計算による物性

XLogP: 6.2
極性表面積: 49.3 Å²
水素結合供与体数: 2
水素結合受容体数: 2
回転可能結合数: 16
重原子数: 21
形式電荷: 0
複雑度: 219

実験および物理化学的性質

DrugsPharmaceuticals -> Listed in ZINC15

Lipids · 2 件

Lipids -> Unambiguous Lipids

Fatty Acyls [FA] -> Fatty amides [FA08] -> N-acyl ethanolamines (endocannabinoids) [FA0804]

Cosmetics · 3 件

Cosmetic ingredients (Palmitamide MEA) -> CIR (Cosmetic Ingredient Review)

Foam boosting; Viscosity controlling; Antistatic

Personal care product

Melting Point98.5 °C

Physical Description · 2 件

Other Solid

Solid

Collision Cross Section · 2 件

189.0 Å² [M+H]+ [CCS Type: DT; Buffer gas: N2; Sample Type: Human plasma; Dataset: Unambiguous Lipids]

189.87 Å² [M+H]+ [CCS Type: TIMS; Method: single field calibrated]

物理化学的性質

融点: 97 · 97-98℃
沸点: 461.5 · 461.5±28.0 °C(Predicted)
比重(密度): 0.91 · 0.910±0.06 g/cm3(Predicted)
蒸気圧: 0.45 Pa · 0.45Pa at 20℃
貯蔵温度: -20 °C · -20°C
溶解性: DMSO (最大 25mg/ml) またはエタノール (最大 25mg/ml) に可溶。
外見: 白い固体
酸解離定数(Pka): 14.49 · 14.49±0.10(Predicted)
色: 白い
水溶解度: 4.01 mg/L · 4.01mg/L at 20℃
安定性: -20 °Cで最大3か月保存できます。 · DMSO溶液またはエタノール溶液で-20°Cで最大3か月保存できます。
化粧品成分の機能: 界面活性剤 - 泡立ち促進剤帯電防止粘度制御
InChI: 1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)19-16-17-20/h20H,2-17H2,1H3,(H,19,21)
InChIKey: HXYVTAGFYLMHSO-UHFFFAOYSA-N
SMILES: N(CCO)C(=O)CCCCCCCCCCCCCCC
LogP: 3.989 at · 3.989 at 20℃
CAS データベース: 544 · 544-31-0
EPAの化学物質情報: Palmitoylethanolamide (544-31-0)

化学的性質 · 1 件

化学的特性Palmitoylethanolamide is a natural occurring lipid belonging to the class of autacoids. It is a fine white to yellow powder. PEA consists of palmitic acid and ethanolamine. It is the hydrolyzed form of N-(2-hydroxyethyl)-palmitamide, a crystalline structure isolated in soy lecithin. It is this hydrolyzed substance that accounts for the anti-inflammatory properties that were first noted by scientists in 1957. PEA's effects on the immune system have been studied since 1939.

安全と法規制

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 2.5% (4 of 162) of reports.

Danger

H315 (97.5%): Causes skin irritation [Warning Skin corrosion/irritation]

P264, P264+P265, P273, P280, P302+P352, P305+P354+P338, P317, P321, P332+P317, P362+P364, P391, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 162 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 2 件

Hexadecanamide, N-(2-hydroxyethyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Hexadecanamide, N-(2-hydroxyethyl)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 12-01-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/23420

Hazard Classes and CategoriesSkin Irrit. 2 (97.5%)

毒性情報

Toxicity Summary · 2 件

The CIR Expert Panel concluded that the ethanolamides listed subsequently are safe in the present practices of use and concentration described in this safety assessment when formulated to be non-irritating. The Expert Panel cautioned that these ingredients should not be used in cosmetic products in which N-nitroso compounds may be formed...Palmitamide MEA...

Safe for use in cosmetics, with qualifications

安全データ

wgk: 2
tsca: TSCA listed
ridadr: UN3077
hs_code: 2934.99.4400
化審法: (2)-827
hazard_class: 9
Hazard Classifications: Aquatic Chronic 2Eye Dam. 1Skin Irrit. 2
ストレージクラス: 13 - Non Combustible Solids

化学と産業

薬理情報

MeSH Pharmacological Classification · 4 件

Compounds capable of relieving pain without the loss of CONSCIOUSNESS.

Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects.

Agents used in the prophylaxis or therapy of VIRUS DISEASES. Some of the ways they may act include preventing viral replication by inhibiting viral DNA polymerase; binding to specific cell-surface receptors and inhibiting viral penetration or uncoating; inhibiting viral protein synthesis; or blocking late stages of virus assembly.

Compounds that interact with and stimulate the activity of CANNABINOID RECEPTORS.

Tissue LocationsPlacenta

Cellular LocationsExtracellular

用途と製造

UsesCIR ingredient: Palmitamide MEA

U.S. Production2023: 75,000 - <500,000 lb

Consumer UsesSurfactant (surface active agent)

Industry UsesSurfactant (surface active agent)

Use ClassificationCosmetics -> Foam boosting; Viscosity controlling; Antistatic

General Manufacturing Information · 2 件

Soap, Cleaning Compound, and Toilet Preparation Manufacturing

Hexadecanamide, N-(2-hydroxyethyl)-: ACTIVE

応用分野 · 2 件

説明Palmitoylethanolamide (PEA) is a fatty acid amide produced in the body that binds to and activates the peroxisome proliferator-activated receptor alpha (PPAR-α). It was initially described as an agonist to the type 2 cannabinoid receptor (CB2), though it is now recognized that PEA does not bind to cannabinoid receptors. PEA is known to have anti-inflammatory, analgesic, and neuroprotective properties. PEA supplements have been used by people with chronic pain as well as those with neuropathic pain.

使用Palmitoylethanolamide is a natural substance produced by the body and it is very effective and safe to use as a supplement for pain and reduce inflammation.PEA can be synthesized within the human body from the abundant fatty acid palmitic acid, but it is not dependent or influenced by dietary consumption of fatty acids. Palmitic acid in the diet is derived from dairy products such as cheese and butter, palm tree oil, and animal meat products. However, increasing palmitic acid in the hope of increasing endogenous PEA synthesis will not be effective.The anti-inflammatory properties of PEA are due to its ability to inhibit inflammation-causing proteins called cytokines. Cytokines are released during periods of inflammation. PEA can suppress the secretion of tumor necrosis factor alpha (TNF alpha), a cytokine, while also inhibiting the release of interleukins. Interleukins are a specific class of cytokines which belong in the immunological system and are activated during the process of inflammation.Chronic Pain and the Use of Palmitoylethanolamide: An Update

上流・下流製品情報

上流原料

パルミチン酸イソプロピル 2-アミノエタノールパルミチン酸ステアロイルクロリドジクロロメタントリエチルアミン N,N'-ジイソプロピルカルボジイミド

下流製品

N-ラウロイルグリシン

サプライヤー50 社

北京华美互利生物化工010-56205725 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

Shanghai Biolang Biotechnology Co., Ltd.+86-15970428662 +86-13397199602 · [email protected]

山东天微医药科技有限公司+86-18653895227 · [email protected]

苏州申拓医药科技有限公司13911244683 18151949202

補足説明 · 2 件

定義本品は、パルミチン酸(*)のモノエタノールアミドであり、次の化学式で表される。参照表示名称：パルミチン酸

定義ChEBI: Palmitoylethanolamide is an N-(long-chain-acyl)ethanolamine that is the ethanolamide of palmitic (hexadecanoic) acid. It has a role as an anti-inflammatory drug, an antihypertensive agent, a neuroprotective agent and an anticonvulsant. It is a N-(long-chain-acyl)ethanolamine, an endocannabinoid and a N-(saturated fatty acyl)ethanolamine. It is functionally related to a hexadecanoic acid.

パルミドロール

基本情報

概要