Icosapent

HCID 446284CAS 10417-94-4

기본 정보

표준 SMILES
CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O
InChIKey
JAZBEHYOTPTENJ-JLNKQSITSA-N
분자식
C20H30O2
평균 분자량
302.5 g/mol
단동위원소 질량
302.2245802

이름 및 식별자

우선 이름
Icosapent
IUPAC
(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoic acid
영어명
EPA
분자식
C20H30O2
분자량
302.45

이름 및 동의어

IcosapentEPAIcosapentoIcosapentumMiraxionEye QEye-QRopufa 70Incromega e 7010srCCRIS 3279AAN7QOV9EAUNII-AAN7QOV9EA
이름 더 보기
EICOSAPENTAENOIC ACIDCIS-5,8,11,14,17-EICOSAPENTAENOIC ACIDEicosapentaenoicTIMNODONIC ACIDEPA (Eicosapentaenoic Acid)Eicosapentaenoic acid (EPA)5C,8C,11C,14C,17C-EICOSAPENTAENOIC ACID5,8,11,14,17-EICOSAPENTAENOIC ACIDALL CIS-5,8,11,14,17-EICOSAPENTAENOIC ACID
EPA 45GEPA [drug](5Z,8Z,11Z,14Z,17Z)-EicosapentaenoateIcosapentum [INN-Latin]Icosapento [INN-Spanish]C20:5 (n-3)CHEBI:28364C20:5n-3,6,9,12,15

데이터베이스 식별자

CAS
10417-94-4
PubChem CID
446284
DTXSID
DTXSID9041023
ChEMBL
CHEMBL460026
ChEBI
CHEBI:28364
UNII
AAN7QOV9EA
EC Number
600-528-7
Nikkaji
J343.473G

물성

구조 계산 물성

XLogP
5.6
극성 표면적
37.3 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
2
회전 가능 결합 수
13
무거운 원자 수
22

실험 및 물리화학적 성질

LogP6.1
Physical DescriptionLiquid
Kovats Retention Index2334.2;2327.7
Collision Cross Section · 2건

180.9 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Sample Type: Human bronchoalveolar lavage fluid (BALF); Dataset: Unambiguous Lipids]

178.53 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

물리화학적 성질

녹는점
54 · −54-−53 °C(lit.)
끓는 점
439 ℃ · 439℃
밀도
0.943 g/mL · 0.943 g/mL at 25 °C(lit.)
굴절률
20 · n20/D 1.4977(lit.)
인화점
93 °C · 93 °C
저장 조건
-20 °C · -20°C

화학적 성질

Colorless Oil

안전 및 규제

GHS 분류

GHS Classification · 5건

Danger

H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 92 reports by companies from 1 notifications to the ECHA C&L Inventory.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

유해성 정보

Regulatory Information5,8,11,14,17-Eicosapentaenoic acid, (5Z,8Z,11Z,14Z,17Z)-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Hazard Classes and CategoriesSkin Corr. 1B (100%)

규제 정보

Regulatory Information5,8,11,14,17-Eicosapentaenoic acid, (5Z,8Z,11Z,14Z,17Z)-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

안전 데이터

wgk
3
ridadr
UN 3265 8/PG 3
HS 번호
29161900
risk_code
34
hazard_code
C
safety_code
26-36/37/39-45

화학 및 산업

약리 정보

Pharmacodynamics · 1건

Eicosanoids are chemical messengers derived from 20-carbon polyunsaturated fatty acids that play critical roles in immune and inflammatory responses. Both 20-carbon omega-6 fatty acids (arachidonic acid) and 20-carbon omega-3 fatty acids (EPA) can be found in cell membranes. During an inflammatory response, arachidonic acid and EPA are metabolized by enzymes known as cyclooxygenases and lipoxygenases to form eicosanoids. Increasing omega-3 fatty acid intake increases the EPA content of cell membranes and decreases the arachidonic acid content, resulting in higher proportions of eicosanoids derived from EPA. Physiologic responses to arachidonic acid-derived eicosanoids differ from responses to EPA-derived eicosanoids. In general, eicosanoids derived from EPA are less potent inducers of inflammation, blood vessel constriction, and clotting than eicosanoids derived from arachidonic acid.

Mechanism of Action · 1건

The anti-inflammatory, antithrombotic and immunomodulatory actions of EPA is probably due to its role in eicosanoid physiology and biochemistry. Most eicosanoids are produced by the metabolism of omega-3 fatty acids, specifically, arachidonic acid. These eicosanoids, leukotriene B4 (LTB4) and thromboxane A2 (TXA2) stimulate leukocyte chemotaxis, platelet aggregation and vasoconstriction. They are thrombogenic and artherogenic. On the other hand, EPA is metabolized to leukotriene B5 (LTB5) and thromboxane A3 (TXA3), which are eicosanoids that promote vasodilation, inhibit platelet aggregation and leukocyte chemotaxis and are anti-artherogenic and anti-thrombotic. The triglyceride-lowering effect of EPA results from inhibition of lipogenesis and stimulation of fatty acid oxidation. Fatty acid oxidation of EPA occurs mainly in the mitochondria. EPA is a substrate for Prostaglandin-endoperoxide synthase 1 and 2. It also appears to affect the function and bind to the Carbohydrate responsive element binding protein (ChREBP) and to a fatty acid receptor (G-coupled receptor) known as GP40.

Metabolism/MetabolitesEicosapentaenoic acid has known human metabolites that include Juniperonic acid.
Tissue LocationsAdipose Tissue;Epidermis;Erythrocyte;Fibroblasts;Kidney;Leukocyte;Liver;Placenta;Platelet;Skeletal Muscle
Cellular LocationsExtracellular;Membrane
Metabolite Pathwaysalpha-Linolenic acid metabolism

용도 및 제조

Use ClassificationCosmetics -> Emollient; Skin conditioning
응용 분야 · 2건

용도cis-5,8,11,14,17-Eicosapentaenoic acid has been used:to test pharmacologic effect on steatosis in hepatocytesas an analytical standard in Raman spectra measurements to characterize human breast cancer samplesin lipid peroxidation assay in mouse embryonic fibroblasts and in pre-treatment of cells for cell viability studies

일반 설명Eicosapentaenoic acid (cis-5,8,11,14,17), also known as EPA, is a long-chain omega-3 fatty acid. Studies suggests that EPA as well as other fatty acids can serve as biomarkers for cardiovascular disease, and nutritional and metabolic disorders. This certified solution standard is suitable for use as starting material in the preparation of linearity standards, calibrators, or controls in mass spectrometry-based EPA testing applications such as assessment of cardiovasculardisease risk and fatty acid deficiency, and detection and quantification of EPA in nutraceuticals and dietary supplements.

공급사50 곳

北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
成都普瑞法科技开发有限公司+86-028-82633397 18982077548 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
成都彼样生物科技有限公司18108052721 · [email protected]

추가 설명

정의ChEBI: An icosapentaenoic acid having five cis-double bonds at positions 5, 8, 11, 14 and 17.

관련 반응

32건

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