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Icosapent Ethyl

HCID 9831415
새 노트새 반응견적 요청하기인쇄 미리보기
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
73310-10-8
표준 SMILES
CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC
InChIKey
SSQPWTVBQMWLSZ-AAQCHOMXSA-N
분자식
C22H34O2
평균 분자량
330.5 g/mol
단동위원소 질량
330.25588032

개요

Ethyl (5Z,8Z,11Z,14Z,17Z)-icosapentaenoate is a long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of (5Z,8Z,11Z,14Z,17Z)-icosapentaenoic acid with the hydroxy group of ethanol. It has a role as an antidepressant, an antipsychotic agent, an anticholesteremic drug, a prodrug and a marine metabolite. It is a long-chain fatty acid ethyl ester and a polyunsaturated fatty ester. It is functionally related to an all-cis-5,8,11,14,17-icosapentaenoic acid.

이름 및 식별자

우선 이름
Icosapent Ethyl
IUPAC
ethyl (5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoate
영어명
Ethyl all cis-5,8,11,14,17-Eicosapentaenoate
분자식
C22H34O2
분자량
330.5

이름 및 동의어

Eicosapentaenoic acid ethyl ester86227-47-6ethyl icosapentateICOSAPENT ETHYLEpadelethyl eicosapentaenoateVascepaEPA ethyl esterTimnodonic acid ethyl esterethyl (5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoateethyl icosapentaenoateEthyl icosapent
이름 더 보기
Ethyl icosapentanoateEPA-E(5Z,8Z,11Z,14Z,17Z)-ethyl icosa-5,8,11,14,17-pentaenoatecis-5Icosapent ethyl EPAMaxomegaTM EPA 96EEEthyl Icosapentate RSicosapent ethyl esterOMEGA 3 ACID ETHYL ESTER
AMR101Ethyl eicosapentaenoic acidcis-Eicosapentaenoic acid ethyl esterAMR 101E-EPAethyl-EPA(all-Z)-5,8,11,14,17-Eicosapentaenoic acid ethyl esterethyl-eicosapentaenoic acid

데이터베이스 식별자

CAS
73310-10-8、86227-47-6
PubChem CID
9831415
DTXSID

물성

구조 계산 물성

XLogP
6.3
극성 표면적
26.3 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
2
회전 가능 결합 수
15
무거운 원자 수
24
형식 전하
0
복잡도
425

실험 및 물리화학적 성질

DrugsPharmaceuticals -> Listed in ZINC15
LipidsFatty Acyls [FA] -> Fatty esters [FA07] -> Short fatty esters [FA0710]
Human Drugs · 3건

FDA approved drugs -> Active ingredient

EMA approved medicines: Human medicine

FDA approved drugs -> Active ingredient

물리화학적 성질

끓는 점
417 · 417.0±34.0 °C(Predicted)
밀도
0 · 0,91 g/cm3
굴절률
1.485 to · 1.4850 to 1.4890
저장 조건
2 · Keep in dark place,Inert atmosphere,2-8°C
수용성
물에 불용성
용해도
100 · DMF:100.0(Max Conc. mg/mL);302.56(Max Conc. mM)DMSO:66.67(Max Conc. mg/mL);201.7(Max Conc. mM)Ethanol:75.0(Max Conc. mg/mL);226.92(Max Conc. mM)PBS (pH 7.2):0.15(Max Conc. mg/mL);0.45(Max Conc. mM)
물리적 상태
Liquid
색상
무색 내지 거의 무색
주요 응용
제약
InChIKey
SSQPWTVBQMWLSZ-AAQCHOMXSA-N
SMILES
C(OCC)(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 4건

Warning

H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, P391, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Regulatory InformationChemical: Eicosapentaenoic acid, ethyl ester
Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
Hazard Classes and CategoriesAquatic Chronic 1 (50%)

안전 데이터

wgk
WGK 3
HS 번호
29161900
safety_code
24/25
스토리지 클래스
10 - Combustible liquids

화학 및 산업

약리 정보

Mechanism of Action · 1건

Studies suggest that EPA reduces hepatic very low-density lipoprotein triglycerides (VLDL-TG) synthesis and/or secretion and enhances TG clearance from circulating VLDL particles. Potential mechanisms of action include increased β-oxidation; inhibition of acyl-CoA:1,2-diacylglycerol acyltransferase (DGAT); decreased lipogenesis in the liver; and increased plasma lipoprotein lipase activity.

Biological Half-LifeThe half life of EPA is 89 hours.
Metabolism/MetabolitesOnce converted into active EPA, it is hepatically metabolized into acetyl Coenzyme A via beta-oxidation.
MeSH Pharmacological Classification · 2건

Drugs or agents which antagonize or impair any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system.

Substances that alter the metabolism of LIPIDS.

Absorption, Distribution and Excretion · 4건

Icosapent ethyl is de-esterfied, converted into active EPA, and then absorbed in the small intestine. It reaches peak plasma concentration in 5 hours post-oral administration. Very little (<1%) is left circulating in the plasma as EPA incorporates into phospholipids, TG's, and cholesteryl esters.

Icosapent ethyl is not renally excreted

Steady state volume of distribution of active EPA is 88 L

Total plasma clearance, EPA = 684 mL/hr

Cellular LocationsExtracellular

응용 분야

개요Ethyl icosapentate is an ester of a polyunsaturated acid derived from fish oil. It is reported to decrease platelet aggregation, reduce blood viscosity and increase erythrocyte deformability.

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화합물 노트

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이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
DTXSID601018686
ChEMBL
CHEMBL2095209
ChEBI
CHEBI:84883
UNII
6GC8A4PAYH
EC Number
694-907-4
Nikkaji
J391.913G

화학적 성질

Clear Colourless Oil

정의ChEBI: A long-chain fatty acid ethyl ester resulting from the formal condensation of the carboxy group of (5Z,8Z,11Z,14Z,17Z)-icosapentaenoic acid with the hydroxy group of ethan l.