Palmitoylethanolamide (HCID 4671)

개요

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.

이름 및 식별자

우선 이름: Palmitoylethanolamide
IUPAC: N-(2-hydroxyethyl)hexadecanamide
현지명: 팔미타마이드엠이에이
영어명: Palmitoylethanolamide
분자식: C18H37NO2
분자량: 299.49

이름 및 동의어

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

이름 더 보기

팔미타마이드엠이에이팔미토일레타놀라미드N-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

데이터베이스 식별자

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

물성

구조 계산 물성

XLogP: 6.2
극성 표면적: 49.3 Å²
수소 결합 공여자 수: 2
수소 결합 수용자 수: 2
회전 가능 결합 수: 16
무거운 원자 수: 21
형식 전하: 0
복잡도: 219

실험 및 물리화학적 성질

DrugsPharmaceuticals -> Listed in ZINC15

Lipids · 2건

Lipids -> Unambiguous Lipids

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

Cosmetics · 3건

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

Foam boosting; Viscosity controlling; Antistatic

Personal care product

Melting Point98.5 °C

Physical Description · 2건

Other Solid

Solid

Collision Cross Section · 2건

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]

물리화학적 성질

녹는점: 97 · 97-98℃
끓는 점: 461.5 · 461.5±28.0 °C(Predicted)
밀도: 0.91 · 0.910±0.06 g/cm3(Predicted)
증기압: 0.45 Pa · 0.45Pa at 20℃
저장 조건: -20 °C · -20°C
용해도: DMSO(최대 25mg/ml) 또는 에탄올(최대 25mg/ml)에 용해됩니다.
물리적 상태: 흰색 고체
산도 계수 (pKa): 14.49 · 14.49±0.10(Predicted)
색상: 하얀색
수용성: 4.01 mg/L · 4.01mg/L at 20℃
안정성: 2 · 제공된 대로 구매일로부터 2년 동안 안정적입니다. DMSO 또는 에탄올 용액은 -20°에서 최대 3개월 동안 보관할 수 있습니다.
화장품 원료 기능: 계면활성제 - 거품 증진제대전방지제점도 조절
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℃
EPA: Palmitoylethanolamide (544-31-0)

화학적 성질 · 1건

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.

안전 및 규제

GHS 분류

GHS Classification · 5건

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.

유해성 정보

Regulatory Information · 2건

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%)

독성 정보

Toxicity Summary · 2건

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

안전 데이터

wgk: 2
tsca: TSCA listed
ridadr: UN3077
HS 번호: 2934.99.4400
위험 등급: 9
Hazard Classifications: Aquatic Chronic 2Eye Dam. 1Skin Irrit. 2
스토리지 클래스: 13 - Non Combustible Solids

화학 및 산업

약리 정보

MeSH Pharmacological Classification · 4건

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

용도 및 제조

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 · 2건

Soap, Cleaning Compound, and Toilet Preparation Manufacturing

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

응용 분야 · 2건

개요Palmitoylethanolamide (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.

용도Palmitoylethanolamide 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

상·하류 제품 정보

상류 원료

하류 제품

N-도데카노일글리신

공급사50 곳

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

추가 설명 · 1건

정의ChEBI: 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.

연결된 노트

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팔미타마이드엠이에이

기본 정보

개요