EPA

HCID 5282847

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Basic information

CAS
1553-41-9
Standard SMILES
CC/C=C/C/C=C/C/C=C/C/C=C/C/C=C/CCCC(=O)O
Molecular formula
C20H30O2
Average molar mass
302.45 g/mol

Names & identifiers

Preferred name
EPA
English name
EPA
Molecular formula
C20H30O2
Molecular weight
302.45

Names & synonyms

EICOSAPENTAENOIC ACIDIcosapent ethylICOSAPENTTIMNODONIC ACIDCIS-5,8,11,14,17-EICOSAPENTAENOIC ACIDALL CIS-5,8,11,14,17-EICOSAPENTAENOIC ACIDEPACLGIC20:5 OMEGA-3C20:5N-3FATTYACID

Database identifiers

CAS
1553-41-9、25378-27-2
PubChem CID
5282847
ChEMBL
CHEMBL4802124
ChEBI
CHEBI:92823
Nikkaji
J322.535F、J986.596I

Properties

Physicochemical properties

Melting point
54 · −54-−53 °C(lit.)
Density
0.943 g/mL · 0.943 g/mL at 25 °C(lit.)
refractive index
20 · n20/D 1.4977(lit.)
storage temp.
20 °C · −20°C
form
liquid
EWG's Food Scores
1 · 1

Safety & regulation

Safety data

F
8-10-23
wgk
3
ridadr
UN 3265 8/PG 3
Toxicity
human,TDLo,oral,560mg/kg (560mg/kg),BLOOD: OTHER CHANGES,Lancet. Vol. 2, Pg. 197, 1981.
risk_code
34
hazard_code
C

Chemistry & industry

Applications · 3 items

DescriptionEicosa pentaenoic acid ( EPA or also icosapentaenoic acid ) is an omega-3 fatty acid. In physiological literature, it is given the name 20:5(n-3). It also has the trivial name timnodonic acid. In chemical structure, EPA is a carboxylic acid with a 20-carbon chain and five cis double bonds; the first double bond is located at the third carbon from the omega end. EPA is a polyunsaturated fatty acid (PUFA) that acts as a precursor for prostaglandin-3 (which inhibits platelet aggregation), thromboxane-3, and leukotriene-5 groups (all eicosanoids).

OccurrenceIt is obtained in the human diet by eating oily fish or fish oil — e.g., cod liver, herring, mackerel, salmon, menhaden and sardine, and various types of edible seaweed. It is also found in human breast milk. However, fish do not naturally produce EPA, but obtain it from the algae they consume. It is available to humans from some non - animal sources (e.g., commercially, from microalgae). Microalgae are being developed as a commercial source. EPA is not usually found in higher plants, but it has been reported in trace amounts in purslane. The human body converts alpha-linolenic acid (ALA) to EPA. ALA is itself an essential fatty acid, an appropriate supply of which must be ensured. The efficiency of the conversion of ALA to EPA, however, is much lower than the absorption of EPA from food containing it. Because EPA is also a precursor to docosahexaenoic acid (DHA), ensuring a sufficient level of EPA on a diet containing neither EPA nor DHA is harder both because of the extra metabolic work required to synthesize EPA and because of the use of EPA to metabolize DHA. Medical conditions like diabetes or certain allergies may significantly limit the human body's capacity for metabolization of EPA from ALA.

Useseicosapentaenoic acid is also known as ePA. With emollient and skin-conditioning properties, this omega-3 fatty acid helps repair and maintain the skin barrier functions. It is said to improve the structure and function of the skin cell membrane. In addition, it may also have anti-irritant and anti-inflammatory properties.

Suppliers31 total

咸宁深蓝生物医药研发有限公司18171815831 · [email protected]
陕西帕尼尔生物科技有限公司029-84385017; +8613259417953 · [email protected]
湖北科乐精细化工有限公司027-59101668 19945030958 · [email protected]
宜昌众意泰贸易有限公司0717-6449896 13886658719 · [email protected]
湖北中科新辰科技有限公司欢迎详询+微信 18827688560

Related reactions

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Compound notes

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