Tìm theo
Icosapent
Các tên gọi khác (21 ) :
  • (5Z,8Z,11Z,14Z,17Z)-5,8,11,14,17-Eicosapentaenoic acid
  • (5Z,8Z,11Z,14Z,17Z)-Eicosapentaenoate
  • (5Z,8Z,11Z,14Z,17Z)-Eicosapentaenoic acid
  • (5Z,8Z,11Z,14Z,17Z)-Icosapentaenoic acid
  • (all-Z)-5,8,11,14,17-Eicosapentaenoic acid
  • 5,8,11,14,17-EICOSAPENTAENOIC acid
  • 5,8,11,14,17-Icosapentaenoic acid
  • all-cis-5,8,11,14,17-eicosapentaenoic acid
  • all-cis-5,8,11,14,17-icosapentaenoic acid
  • all-cis-icosa-5,8,11,14,17-pentaenoic acid
  • cis-5,8,11,14,17-Eicosapentaenoic acid
  • cis-5,8,11,14,17-EPA
  • cis-delta(5,8,11,14,17)-Eicosapentaenoic acid
  • cis, cis, cis, cis, cis-Eicosa-5,8,11,14,17-pentaenoic acid
  • Eicosapentaenoic acid
  • EPA
  • Icosapent
  • Icosapentaenoic acid
  • Icosapento
  • Icosapentum
  • Timnodonic acid
dietary supplements, micronutrients, supplements
Thuốc Gốc
Small Molecule
CAS: 10417-94-4
ATC: C10AX06
ĐG : V Sab Medical Labs Inc.
CTHH: C20H30O2
PTK: 302.451
Important polyunsaturated fatty acid found in fish oils. It serves as the precursor for the prostaglandin-3 and thromboxane-3 families. A diet rich in eicosapentaenoic acid lowers serum lipid concentration, reduces incidence of cardiovascular disorders, prevents platelet aggregation, and inhibits arachidonic acid conversion into the thromboxane-2 and prostaglandin-2 families. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C20H30O2
Phân tử khối
302.451
Monoisotopic mass
302.224580204
InChI
InChI=1S/C20H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h3-4,6-7,9-10,12-13,15-16H,2,5,8,11,14,17-19H2,1H3,(H,21,22)/b4-3-,7-6-,10-9-,13-12-,16-15-
InChI Key
InChIKey=JAZBEHYOTPTENJ-JLNKQSITSA-N
IUPAC Name
(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoic acid
Traditional IUPAC Name
eicosapentaenoic acid
SMILES
CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O
Độ hòa tan
2.89e-04 g/l
logP
6.1
logS
-6
pKa (strongest acidic)
4.82
PSA
37.3 Å2
Refractivity
101.07 m3·mol-1
Polarizability
35.93 Å3
Rotatable Bond Count
13
H Bond Acceptor Count
2
H Bond Donor Count
1
Physiological Charge
-1
Number of Rings
0
Bioavailability
0
Dược Lực Học : 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.
Cơ Chế Tác Dụng : Important polyunsaturated fatty acid found in fish oils. It serves as the precursor for the prostaglandin-3 and thromboxane-3 families. A diet rich in eicosapentaenoic acid lowers serum lipid concentration, reduces incidence of cardiovascular disorders, prevents platelet aggregation, and inhibits arachidonic acid conversion into the thromboxane-2 and prostaglandin-2 families. [PubChem] 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.
Chỉ Định : EPA can be used for lowering elevated triglycerides in those who are hyperglyceridemic. In addition, EPA may play a therapeutic role in patients with cystic fibrosis by reducing disease severity and may play a similar role in type 2 diabetics in slowing the progression of diabetic nephropathy.
Liều Lượng & Cách Dùng : Capsule - Oral
Dữ Kiện Thương Mại
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00159
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C06428
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D08061
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/52937-001-20
PharmGKB
http://www.pharmgkb.org/drug/PA164746077
Wikipedia
http://en.wikipedia.org/wiki/Eicosapentaenoic_acid
RxList
http://www.rxlist.com/epa_eicosapentaenoic_acid/supplements.htm
PDRhealth
http://www.pdrhealth.com/drug_info/nmdrugprofiles/nutsupdrugs/eic_0104.shtml
Drugs.com
http://www.drugs.com/mtm/epa-fish-oil.html
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