8,11,14-Eicosatrienoic Acid: A 20-carbon-chain fatty acid, unsaturated at positions 8, 11, and 14. It differs from arachidonic acid, 5,8,11,14-eicosatetraenoic acid, only at position 5.Fatty Acids, Essential: Long chain organic acid molecules that must be obtained from the diet. Examples are LINOLEIC ACIDS and LINOLENIC ACIDS.Taxaceae: A plant family of the order Taxales, class Pinopsida, division CONIFEROPHYTA.Fatty Acids, Unsaturated: FATTY ACIDS in which the carbon chain contains one or more double or triple carbon-carbon bonds.Leukotriene A4: (2S-(2 alpha,3 beta(1E,3E,5Z,8Z)))-3-(1,3,5,8-Tetradecatetraenyl)oxiranebutanoic acid. An unstable allylic epoxide, formed from the immediate precursor 5-HPETE via the stereospecific removal of a proton at C-10 and dehydration. Its biological actions are determined primarily by its metabolites, i.e., LEUKOTRIENE B4 and cysteinyl-leukotrienes. Alternatively, leukotriene A4 is converted into LEUKOTRIENE C4 by glutathione-S-transferase or into 5,6-di-HETE by the epoxide-hydrolase. (From Dictionary of Prostaglandins and Related Compounds, 1990)Arachidonic AcidsLipoxygenase: An enzyme of the oxidoreductase class primarily found in PLANTS. It catalyzes reactions between linoleate and other fatty acids and oxygen to form hydroperoxy-fatty acid derivatives.Arachidonate Lipoxygenases: Enzymes catalyzing the oxidation of arachidonic acid to hydroperoxyarachidonates. These products are then rapidly converted by a peroxidase to hydroxyeicosatetraenoic acids. The positional specificity of the enzyme reaction varies from tissue to tissue. The final lipoxygenase pathway leads to the leukotrienes. EC 1.13.11.- .Deficiency Diseases: A condition produced by dietary or metabolic deficiency. The term includes all diseases caused by an insufficient supply of essential nutrients, i.e., protein (or amino acids), vitamins, and minerals. It also includes an inadequacy of calories. (From Dorland, 27th ed; Stedman, 25th ed)Arachidonic Acid: An unsaturated, essential fatty acid. It is found in animal and human fat as well as in the liver, brain, and glandular organs, and is a constituent of animal phosphatides. It is formed by the synthesis from dietary linoleic acid and is a precursor in the biosynthesis of prostaglandins, thromboxanes, and leukotrienes.Linoleic Acids: Eighteen-carbon essential fatty acids that contain two double bonds.12-Hydroxy-5,8,10,14-eicosatetraenoic Acid: A lipoxygenase metabolite of ARACHIDONIC ACID. It is a highly selective ligand used to label mu-opioid receptors in both membranes and tissue sections. The 12-S-HETE analog has been reported to augment tumor cell metastatic potential through activation of protein kinase C. (J Pharmacol Exp Ther 1995; 274(3):1545-51; J Natl Cancer Inst 1994; 86(15):1145-51)Fatty Acids: Organic, monobasic acids derived from hydrocarbons by the equivalent of oxidation of a methyl group to an alcohol, aldehyde, and then acid. Fatty acids are saturated and unsaturated (FATTY ACIDS, UNSATURATED). (Grant & Hackh's Chemical Dictionary, 5th ed)Hydroxyeicosatetraenoic Acids: Eicosatetraenoic acids substituted in any position by one or more hydroxy groups. They are important intermediates in a series of biosynthetic processes leading from arachidonic acid to a number of biologically active compounds such as prostaglandins, thromboxanes, and leukotrienes.Phospholipids: Lipids containing one or more phosphate groups, particularly those derived from either glycerol (phosphoglycerides see GLYCEROPHOSPHOLIPIDS) or sphingosine (SPHINGOLIPIDS). They are polar lipids that are of great importance for the structure and function of cell membranes and are the most abundant of membrane lipids, although not stored in large amounts in the system.Mass Spectrometry: An analytical method used in determining the identity of a chemical based on its mass using mass analyzers/mass spectrometers.Microsomes: Artifactual vesicles formed from the endoplasmic reticulum when cells are disrupted. They are isolated by differential centrifugation and are composed of three structural features: rough vesicles, smooth vesicles, and ribosomes. Numerous enzyme activities are associated with the microsomal fraction. (Glick, Glossary of Biochemistry and Molecular Biology, 1990; from Rieger et al., Glossary of Genetics: Classical and Molecular, 5th ed)Eicosanoic Acids: 20-carbon saturated monocarboxylic acids.Chromatography, High Pressure Liquid: Liquid chromatographic techniques which feature high inlet pressures, high sensitivity, and high speed.Dietary Fats: Fats present in food, especially in animal products such as meat, meat products, butter, ghee. They are present in lower amounts in nuts, seeds, and avocados.Linoleic Acid: A doubly unsaturated fatty acid, occurring widely in plant glycosides. It is an essential fatty acid in mammalian nutrition and is used in the biosynthesis of prostaglandins and cell membranes. (From Stedman, 26th ed)Chromatography, Gas: Fractionation of a vaporized sample as a consequence of partition between a mobile gaseous phase and a stationary phase held in a column. Two types are gas-solid chromatography, where the fixed phase is a solid, and gas-liquid, in which the stationary phase is a nonvolatile liquid supported on an inert solid matrix.
18-dihydroxy-eicosatetraenoic acid (5,18-diHETE) or by a Δ6-reductase to form 5-oxo-18-hydroxy-eicosatrienoic acid (5-oxo-18- ... 19-dihydroxy-eicosatetraenoic acid (5,19-diHETE) or by a Δ6 reductase to 5-oxo-19-hydroxy-eicosatrienoic acid (5-oxo-19-HETrE ... Phospholipid-bound arachidonic acid → free arachidonic acid b) Free arachidonic acid + O2 → 5(S)-HpETE c) 5(S)-HpETE → 5(S)- ... and receptors of hydroxyeicosatetraenoic acids (HETEs) and oxoeicosatetraenoic acids (oxo-ETEs) derived from arachidonic acid ...
List of MeSH codes (D10)
... oleic acids MeSH D10.251.355.325.600.525 --- oleic acid MeSH D10.251.355.325.600.780 --- ricinoleic acids MeSH D10.251.355.325. ... fatty acids, omega-6 MeSH D10.251.355.343.249 --- gamma-linolenic acid MeSH D10.251.355.343.500 --- linoleic acids MeSH D10.251 ... gamma-linolenic acid MeSH D10.251.355.840 --- sorbic acid MeSH D10.251.355.920 --- trans fatty acids MeSH D10.251.400.092 --- ... linoleic acid MeSH D10.251.355.310.640 --- linolenic acids MeSH D10.251.355.310.640.400 --- alpha-linolenic acid MeSH D10.251. ...
EETS are epoxide eicosatrienoic acid metabolites of arachidonic acid (a straight chain Eicosatetraenoic acid, omega-6 fatty ... 14Z-eicosatetraenoic acid. Cytochrome P450 epoxygenases attack these double bonds to form their respective eicosatrienoic acid ... 14Z-eicosatrienoic acid), 8,9-EET (i.e. 5,6-epoxy-8Z,11Z,14Z-eicosatrienoic acid), 11,12-EET (i.e. 11,12-epoxy-5Z,8Z,14Z- ... eicosatrienoic acid), or, as drawn in the attached figure, 14,15-EET (i.e. 14,15-epoxy-5Z,8Z,11Z-eicosatrienoic acid). The ...
Mead acid, i.e. 5Z,8Z,11Z-eicosatrienoic acid, is an ω-9 fatty acid containing three cis double bonds, each located between ... Dihomo-gamma-linolenic acid (DGLA), 8Z, 11Z,14Z-eicosatrienoic acid is an ω-6 fatty acid with three cis double bonds, each ... Eicosapentaenoic acid (EPA), i.e.i.e. 5Z, 8Z,11Z,14Z,17Z-eicosapentaenoic acid is an ω-3 fatty acid with five cis double bonds ... Adrenic acid (AdA), 7,10,13,16-docosatetraenoic acid, is an ω-6 fatty acid with four cis double bounds, each located between ...
... metabolize arachidonic acid to a set of products (the eicosatrienoic acid epoxides, abbreviated as EETs, which are classified ... Adrenic acid or 7(Z),10(Z),13(Z),16(Z)-docosatetraenoic acid, an abundant fatty acid in the adrenal gland, kidney, vasculature ... However, the CYP epoxygenases also metabolize other omega-6 fatty acids such as linoleic acid and the omega-3 fatty acids, ... 14Z-eicosatetraenoic acid. Certain CYP epoxygenases attack these double bounds to form their respective eicosatrienoic acid ...
It metabolizes arachidonic acid to the following eicosatrienoic acid epoxides (termed EETs): 5,6-epoxy-8Z,11Z,14Z-EET, 8,9- ... CYP2J2 also metabolizes linoleic acid to 9,10-epoxy octadecaenoic acids (also termed vernolic acid, linoleic acid 9:10-oxide, ... linoleic acid 12,13-oxide, or isoleukotoxin); docosahexaenoic acid to various epoxydocosapentaenoic acids (also termed EDPs); ... see epoxyeicosatrienoic acid, epoxydocosapentaenoic acid, and epoxygenase pages). Vernolic and coronaric acids are potentially ...
List of unsaturated fatty acids
CAS Registry Number 1783-84-2. Eicosatrienoic acid (eicosatrienoic's, eicosatrienoic acid) has 20 carbons and is a 11,14,17- ... List of saturated fatty acids Carboxylic acid List of carboxylic acids Dicarboxylic acid Simopoulos, Artemis P. (2002). "Omega‐ ... β-eleostearic acid (beta-eleostearic's, beta-eleostearic acid) is a geometric isomer of α- eleostearic acid. IUPAC organization ... CAS Registry Number 6217-54-5. Herring acid (Herring's, Nisinic acid) is a 6,9,12,15,18,21-hexa unsaturated fatty acid with 24 ...
... eicosatrienoic acid) and b) hepoxilin B3 (10-hydroxy-11S,12Sepoxy-(5Z,9E,14Z)-eicosatrienoic acid) to trioxlin B3 (10,11,12- ... Since the hepoxilins are metabolites of arachidonic acid, hepoxilin-epoxide hydrolase participates in arachidonic acid ... eicosatrienoic acid, i.e. hepoxilin A3 and H2O, whereas its product is 8,11,12-trihydroxy-(5Z,9E,14Z)-eicosatrienoic acid, i.e ... eicosatrienoic acid. Soluble epoxide hydrolase (i.e. epoxide hydrolase 2 or EH2) sEH also appears to be the hepoxilin hydrolase ...
14Z-eicosatrienoic acid) to 15S-hydroperoxy-8Z,11Z,13E-eicosatrienoic acid and 15S-hydroxy-8Z,11Z,13E-eicosatrienoic acid (15S- ... gamma-linolenic acid, arachidonic acid, eicosapentaenoic acid, and docosahexaenoic acid when presented not only as free acids ... By metabolizing the ω-3 polyunsaturated fatty acids, eicosapentaenoic acid and docosahexaenoic acid, into 17-HpDHA, 17-HDHA, ... By metabolizing ω-3 polyunsaturated fatty acids, eicosapentaenoic acid and docosahexaenoic acid, into lipoxins and resolvins, ...
... hydroxy-eicosapentaenoic acid, 5(S)-hydroxy-eicosatrienoic acid, 5(S)-hydroxy-eicosadeinoic acid, 5(S)-hydroxy-eicosamonoenoic ... the 5-hydroxy fatty acids which they make or are presented with to 5-oxo fatty acids and rapidly reduce the 5-oxo fatty acids ... acid, 5(S)-hydroxy-octadecadienoic acid, 5(S),15(S)-dihydroxyeicosatetraenoic acid, and the 6-trans isomer of leukotriene B4 ( ... 14Z-eicosatetraenoic acid (i.e. 5-(S)-HETE; see 5-HETE) to its 5-keto analog, 5-oxo-eicosatetraenoic acid (i.e. 5-oxo-6S,8Z,11Z ...
14Z-eicosatrienoic acid): 12S-hydroperoxy-5Z,8Z,10E,14Z-eicosatetraenoic acid → 8R/S-hydroxy-11,12-oxido-5Z,9E,14Z- ... It metabolizes the omega-3 fatty acid, docosahexaenoic acid (DHA i.e., 4(Z),7(Z),10(Z),13(Z),16(Z),19(Z)-docosahexaenoic acid ... eicosatrienoic acid + 10R/S-hydroxy-11,12-oxido-5Z,8Z,14Z-eicosatrienoic acid Hepoxilins can promote certain inflammation ... 14Z-eicosatetraenoic acid) and O2 (i.e. oxygen) and its product is 12S-hydroperoxy-5Z,8Z,10E,14Z-eicosatetraenoic acid (i.e. ...
The epoxide, 4,5-epoxy-8Z,11Z,14Z-eicosatrienoic acid (4,5-EET) made by the metabolism of arachidonic acid by any one of ... Resolvin D1 (RvD1) and RvD2 (see resolvinss) and maresin 1 are metabolites of the omega 3 fatty acid, docosahexaenoic acid. ... 14Z-eicosatrienoic acid) and HxB3 (i.e. 10R/S-hydroxy-11,12-oxido-5Z,8Z,14Z-eicosatrienoic acid) (see Hepoxilin#Pain perception ... 14Z-eicosatetraenoic acid (i.e. 12S-HpETE; see 12-Hydroxyeicosatetraenoic acid) and the hepoxilins (Hx), HxA3 (i.e. 8R/S- ...
12E-eicosatrienoic acid and 13R-hydroxy-14S,15S-epoxy-5Z,8Z,11Z-eicosatrienoic acid ALOX15 appears capable of conducting both ... those derived from the 22-carbon polyunsaturated fatty acid, docosahexaenoic acid, and the 18-carbon fatty acid, linoleic acid ... 14Z-eicosatrienoic acid). This two-step metabolic reaction is illustrated below: 5Z,8Z,11Z,14Z-eicosatetraenoic acid + O2 → 12S ... 14Z-eicosatrienoic acid (trioxilin B3 or TrXB3). A third trihydroxy acid, 8,9,12-trihydroxy-5Z,10E,14Z eicosatrienoic acid ( ...
5S-hydroperoxy-eicosatetraenoic acid>5-Hydroxyeicosatetraenoic acid; the 5-oxo-eicosatrienoic and 5-oxo-octadecadienoic acid ... 12-Hydroxyeicosatetraenoic acid (S isomer)= 12-hydroperoxyeicosatetraenoic acid (S isomer)>15-Hydroxyeicosatetraenoic acid (S ... and oxoeicosatetraenoic acids (oxo-ETEs) derived from arachidonic acid". Biochimica et Biophysica Acta. 1851 (4): 340-55. doi: ... BLT2 (Leukotriene B4 receptor 2) - LTB4R2; the receptor for 12-Hydroxyheptadecatrienoic acid, leukotriene B4, and certain other ...
Free fatty acid receptor 1
The protein FFA1 is activated by medium to long chain fatty acids. FFA1 is most strongly activated by eicosatrienoic acid (20:3 ... DHA makes up 30% and arachidonic acid, another fatty acid found in the brain, makes up 20% of the fatty acids in the brain. ... linoleic acid and oleic acid), as well as decreased neuronal response to fatty acids administered orally. FFA1 has been found ... It has been found that certain fatty acids that are in abundance in the brain may be linked with FFA1. These fatty acids likely ...
13E-eicosatetraenoic acid 15-epi-LxB4: 5S,14R,15R-trihydroxy-6E,8Z,10E,12E-eicosatrienoic acid Note that the two LXs have their ... Lipoxins are derived enzymatically from arachidonic acid, an ω-6 fatty acid. Structurally, they are defined as arachidonic acid ... which are metabolites of the omega 3 fatty acids, eicosapentaenoic acid or docosahexaenoic acid, as well as a range of ... 13E-eicosatetraenoic acid LxB4: 5S,14R,15S-trihydroxy-6E,8Z,10E,12E-eicosatetraenoic acid 15-epi-LxA4: 5S,6R,15R-trihydroxy-7E, ...
ALOX5 metabolizes the omega-6 fatty acid, Arachidonic acid (AA, i.e. 5Z,8Z,11Z,15Z-eicosatrienoic acid), to 5- ... ALOX5 metabolizes the omega-3 fatty acid, Eicosapentaenoic acid (EPA, i.e. 4Z,8Z,11Z,14Z,17Z-eiosapentaenoic acid), to 5- ... Mead acid (i.e. 5Z,8Z,11Z-eicosatrienoic acid) is identical to AA except that has a single rather than double bond between its ... ALOX5 acts in series with ALOX15 to metabolize the omega 3 fatty acid, docosahexaenoic acid (DHA, i.e. 4Z,7Z,10Z,13Z,16Z,19Z- ...
Essential fatty acid interactions - Wikipedia
13-eicosatrienoic acid and prostaglandin E1. This is noteworthy because these compounds possess both anti-inflammatory and ... Arachidonic acid (AA) is a 20-carbon ω-6 conditionally essential fatty acid. It sits at the head of the "arachidonic acid ... Essential fatty acid Omega-3 fatty acid Omega-6 fatty acid Ratios of Omega 3 to Omega 6 in different foods Eicosanoid ... In the arachidonic acid cascade, dietary linoleic acid (18:2 ω-6) is desaturated and lengthened to form arachidonic acid, ...https://en.wikipedia.org/wiki/Essential_fatty_acid_interactions
8,11,14-Eicosatrienoic acid, (Z,Z,Z)
... linolenic acid; (Z,Z,Z)-icosatri-8,11,14-enoic acid; (Z,Z,Z)-8,11,14-Eicosatrienoic acid ... InChI=1S/C20H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13H,2-5,8,11,14-19H2,1H3,(H,21,22)/b7- ... 8,11,14-Eicosatrienoic acid, (Z,Z,Z)-. *Formula: C20H34O2 ... Other names: cis-8,11,14-Eicosatrienoic Acid; Dihomo-«gamma»- ...https://webbook.nist.gov/cgi/inchi/InChI%3D1S/C20H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20
Cattle QTL Database
Download: All data on "Milk cis-8,11,14-Eicosatrienoic acid content" Legend: Red QTL lines represent for significant and light ... QTL/associations for trait Milk cis-8,11,14-Eicosatrienoic acid content in the Cattle Genome. ( Note: Not all QTL on a ...https://www.animalgenome.org/cgi-bin/QTLdb/BT/traitmap?trait_ID=1660
Shanghai Biopharmaleader Co., Ltd. - chemical supplier: Page 5 of product list
4-Amino-3-bromobenzoic acid ethyl ester 7149-03-3. Inquire. 2H-Benzofuran-3-one ...https://www.chemblink.com/webs/www.biopharmaleader.com4.htm
Combined inhibition of 20-hydroxyeicosatetraenoic acid formation and of epoxyeicosatrienoic acids degradation attenuates...
Combined inhibition of 20-hydroxyeicosatetraenoic acid formation and of epoxyeicosatrienoic acids degradation attenuates ... Combined inhibition of 20-hydroxyeicosatetraenoic acid formation and of epoxyeicosatrienoic acids degradation attenuates ... 20-hydroxyeicosatetraenoic acid) and the vasodilator EETs (epoxyeicosatrienoic acids), play an important role in the ... Recent studies have shown that the renal CYP450 (cytochrome P450) metabolites of AA (arachidonic acid), the vasoconstrictor 20- ...http://www.curehunter.com/public/pubmed20050826.do
N-3) and (N-6) Fatty Acid Metabolism | SpringerLink
The activities of the liver enzymes that metabolize fatty acids and synthesize triglycerides are modified by... ... fatty acids mediate physiological processes in at least two different ways. ... Conversion of arachidonic acid to 15S-hydroperoxyeicosatetraenoic acid, J. Biol. Chem. 257: 6050 (1982).PubMedGoogle Scholar ... Sprecher H. (1989) (N-3) and (N-6) Fatty Acid Metabolism. In: Galli C., Simopoulos A.P. (eds) Dietary ω3 and ω6 Fatty Acids. ...https://link.springer.com/chapter/10.1007/978-1-4757-2043-3_7
ZFIN Publication: Li et al., 2015
Epoxyeicosatrienoic acids enhance embryonic haematopoiesis and adult marrow engraftment. Li, P., Lahvic, J.L., Binder, V., ... We use this system to conduct a chemical screen, and identify epoxyeicosatrienoic acids (EETs) as a family of lipids that ... Epoxyeicosatrienoic acids enhance embryonic haematopoiesis and adult marrow engraftment. Nature. 523:468-71. ... 8,11,14-Eicosatrienoic Acid/analogs & derivatives*; 8,11,14-Eicosatrienoic Acid/metabolism; Animals; Cell Line; Cell Movement ( ...http://zfin.org/ZDB-PUB-150725-11
Kakawate / Madre cacao / Gliricidia sepium: Herbal Therapy / Philippine Medicinal Herbs / Alternative Medicine in the...
Smoke Repellent Activity / Eicosatrienoic Acid from G. sepium / Filarial Vector Mosquitoes: Study evaluated the effectiveness ... Mosquito coil made using eicosatrienoic acid extracted from G. sepium was fumed for the entire pregnancy period of rat. The ... Smoke Repellent Action of Eicosatrienoic Acid from Gliricidia Sepium against Filarial Vector Mosquitoes / Jiji Thomas, Shonima ... Heartwood yielded a stigmastanol glucoside and 3'4-dihydroxy-trans-cinnamic acid octacosylester 2 along with three other known ...http://stuartxchange.org/Kakawati
5-oxo-eicosatetraenoic acid - Wikipedia
18-dihydroxy-eicosatetraenoic acid (5,18-diHETE) or by a Δ6-reductase to form 5-oxo-18-hydroxy-eicosatrienoic acid (5-oxo-18- ... 19-dihydroxy-eicosatetraenoic acid (5,19-diHETE) or by a Δ6 reductase to 5-oxo-19-hydroxy-eicosatrienoic acid (5-oxo-19-HETrE ... Phospholipid-bound arachidonic acid → free arachidonic acid b) Free arachidonic acid + O2 → 5(S)-HpETE c) 5(S)-HpETE → 5(S)- ... and receptors of hydroxyeicosatetraenoic acids (HETEs) and oxoeicosatetraenoic acids (oxo-ETEs) derived from arachidonic acid ...https://en.wikipedia.org/wiki/5-oxo-eicosatetraenoic_acid
Effect of dihomo-gamma-linolenic acid on the canine pulmonary vascular bed.<...
Effect of dihomo-gamma-linolenic acid on the canine pulmonary vascular bed. / Hyman, A. L.; Spannhake, Ernst W; Chapnick, B. M ... Effect of dihomo-gamma-linolenic acid on the canine pulmonary vascular bed. The American journal of physiology. 1978 Feb;234(2 ... Hyman, AL, Spannhake, EW, Chapnick, BM, McNamara, DB, Mathe, AA & Kadowitz, PJ 1978, 'Effect of dihomo-gamma-linolenic acid on ... The effect of dihomo-gamma-linolenic acid (DGLA), the precursor of the monoenoic prostaglandins (PG), F1alpha and E1, on the ...https://jhu.pure.elsevier.com/en/publications/effect-of-dihomo-gamma-linolenic-acid-on-the-canine-pulmonary-vas-4
Patente US5811449 - Treatment for atherosclerosis and other cardiovascular and inflammatory diseases - Google Patentes
... or interferes with a complex formed between a polyunsaturated fatty acid or an oxidized polyunsaturated fatty acid and a ... the oxidation of a polyunsaturated fatty acid, or interferes with a complex formed between the oxidized signal and a protein or ... or prevention of the formation of oxidized polyunsaturated fatty acids, ... and eicosatrienoic (C20 Δ8,11,14) acids.. The term oxidized polyunsaturated fatty acid refers to an unsaturated fatty acid in ...http://www.google.es/patents/US5811449?dq=flatulence
WIPO - Search International and National Patent Collections
17-eicosapentaenoic acid; 7,10,13,16,19-docosapentaenoic acid; and 4,7,10,13,16,19-docosahexaenoic acid. ... 12-octadecadienoic acid; 9-octadecenoic acid; 14-methyl hexadecanoic acid; 11,14 eicosadienoic acid, 5,9-octadecadienoic acid; ... Provided herein is technology relating to lipid compositions containing bioactive fatty acids and particularly, but not ... 14-eicosatrienoic acid to one or more of: 5,9,12-octadecatrienoic acid; 7,11,14-eicosatrienoic acid; 5,8,11,14-eicosatetraenoic ...https://patentscope.wipo.int/search/en/result.jsf?query:FP:
Fatty Acyl Class [FA Class] < Lipid Categories (Lipids) << Lipids & Fats <<< Compounds of Life @...
Fatty Acids) [FA] are a diverse group of molecules synthesized by chain elongation of an acetyl-CoA primer with malonyl-CoA (or ... "Fatty Acids (Fatty acyls)" [FA] Fatty Acid. In our body, Fatty Acids are aliphatic acids fundamental to energy production, ... Hydroperoxy Fatty Acids [FA0104] *Hydroxy Fatty Acids [FA0105] *Oxo Fatty Acids [FA0106] *Epoxy Fatty Acids [FA0107] *Methoxy ... Halogenated Fatty Acids [FA0109] *Amino Fatty Acids [FA0110] *Cyano Fatty Acids [FA0111] *Nitro-Fatty Acids [FA0112] *Thia ...http://wellnessadvantage.com/?uid=81510
Recent questions in Prostaglandins E - lookformedical.com
13-dien-1-oic acid (PGE(2)); and (5Z,11 alpha,13E,15S,17Z)-11,15-dihydroxy-9-oxoprosta-5,13,17-trien-1-oic acid (PGE(3)). Three ... 15-Dihydroxy-9-oxoprost-13-en-1-oic acid (PGE(1)); (5Z,11 alpha,13E,15S)-11,15-dihydroxy-9-oxoprosta-5, ... Fatty Acids, Nonesterified (0) * Fatty Acids, Unsaturated (0) * Arachidonic Acids (0) * Eicosanoids (1) * Arachidonic Acids (0) ...https://lookformedical.com/answers/en/questions/chemicals-and-drugs/lipids/fatty-acids/fatty-acids-unsaturated/eicosanoids/prostaglandins/prostaglandins-e
Tricosahexaenoic acid from LGC Standards. Please login or register to view prices, check availability and place orders. ... 5Z,8Z,14Z)-Eicosatrienoic acid. 100 µg. LA 10-2034-39. Add to basket ... 5Z,8Z,14Z)-Eicosatrienoic acid. 500 μg. LA 10-2034-45. Add to basket ... 1,2-Di-O-Dodecyl-sn-glycero-3-phosphatidic acid (Na-salt). 50 mg. LA 38-1265-8. Add to basket ...https://www.lgcstandards.com/GB/en/5-Z-8-Z-11-Z-14-Z-17-Z-20-Z-Tricosahexaenoic-acid/p/LA%2010-2306-1-4
Topical application of ETA prevents UV-induced interleu | Open-i
17-eicosatrienoic acid (20:3) (ETA) on UV-induced skin damages are poorly understood.We found that topical treatment with ETA ... Recent studies have shown that some omega-3 (omega-3) PUFAs, such as eicosapentaenoic acid (EPA) and dodecahexaenoic acid (DHA ... Recent studies have shown that some omega-3 (omega-3) PUFAs, such as eicosapentaenoic acid (EPA) and dodecahexaenoic acid (DHA ... 17-eicosatrienoic acid (20:3) (ETA) on UV-induced skin damages are poorly understood.We found that topical treatment with ETA ...https://openi.nlm.nih.gov/detailedresult.php?img=PMC2877234_jkms-25-930-g003&req=4
Metabolites | Free Full-Text | Targeted Chiral Analysis of Bioactive Arachidonic Acid Metabolites Using Liquid-Chromatography...
In order to investigate the metabolism of arachidonic acid in vitro or in vivo, targeted methods are advantageous in order to ... This review article provides an overview of arachidonic acid metabolism and targeted chiral methods that have been utilized for ... A complex structurally diverse series of eicosanoids arises from the metabolism of arachidonic acid. The metabolic profile is ... Conversion of arachidonic acid to 15-S-hydroperoxy-eicosatetraenoic acid. J. Biol. Chem. 1982, 257, 6050-6055. [Google Scholar] ...http://www.mdpi.com/2218-1989/2/2/337/htm
Lipid | biochemistry | Britannica.com
oleic acid. cis-9-octadecenoic acid. 18. animal tissues, olive oil. gadoleic acid. cis-9-eicosenoic acid. 20. fish oils (cod, ... palmitic acid. n-hexadecanoic acid. 16. olive oil, animal lipids. stearic acid. n-octadecanoic acid. 18. cocoa butter, animal ... behenic acid. n-docosanoic acid. 22. brain tissue, radish oil. lignoceric acid. n-tetracosanoic acid. 24. brain tissue, ... Animals cannot synthesize two important fatty acids, linoleic acid (an omega-6 fatty acid) and alpha-linolenic acid (an omega-3 ...https://www.britannica.com/science/lipid
List of MeSH codes (D10) - Wikipedia
... oleic acids MeSH D10.251.355.325.600.525 --- oleic acid MeSH D10.251.355.325.600.780 --- ricinoleic acids MeSH D10.251.355.325. ... fatty acids, omega-6 MeSH D10.251.355.343.249 --- gamma-linolenic acid MeSH D10.251.355.343.500 --- linoleic acids MeSH D10.251 ... gamma-linolenic acid MeSH D10.251.355.840 --- sorbic acid MeSH D10.251.355.920 --- trans fatty acids MeSH D10.251.400.092 --- ... linoleic acid MeSH D10.251.355.310.640 --- linolenic acids MeSH D10.251.355.310.640.400 --- alpha-linolenic acid MeSH D10.251. ...https://en.wikipedia.org/wiki/List_of_MeSH_codes_(D10)
Prostaglandin - Biology-Online Dictionary | Biology-Online Dictionary
Eicosanoid is the generic term to refer to the compounds derived from arachidonic acid or other polyunsaturated fatty acids of ... Prostaglandin is an eicosanoid that is derived from unsaturated 20-carbon fatty acids, such as arachidonic acid, through the ... 17 eicosapentaenoic acid) than arachidonic acid. All of the prostaglandins act by binding to specific cell surface receptors ... A group of eicosanoids, structurally characterized as 20-carbon unsaturated fatty acids with a five-carbon ring, and extremely ...https://www.biology-online.org/dictionary/Prostaglandin
- Arachidonic acid (AA) is a 20-carbon ω-6 conditionally essential fatty acid. (wikipedia.org)
- Most AA in the human body derives from dietary linoleic acid (another essential fatty acid, 18:2 ω-6), which is derived from nuts, seeds, vegetable oils and animal fats. (wikipedia.org)
- In the inflammatory response, two other groups of dietary essential fatty acids form cascades that parallel and compete with the arachidonic acid cascade. (wikipedia.org)
- Low dietary intake of these less inflammatory promoting essential fatty acids, especially the ω-3s, is correlated with a variety of inflammation-related diseases. (wikipedia.org)
- Today, the usual diet in industrial countries contains much less ω-3 fatty acids than the diet of a century ago and a much greater amount of air pollution on a daily basis that evokes the inflammatory response. (wikipedia.org)
- Preliminary studies appear to indicate that the DHA and EPA omega-3 fatty acids found in krill oil may be more bio-available than in fish oil. (wikipedia.org)
- The plasma membranes of cells contain phospholipids, which are composed of a hydrophilic phosphate head and two hydrophobic fatty acid tails. (wikipedia.org)
- Some of these fatty acids are 20-carbon polyunsaturated essential fatty acids - AA, EPA or DGLA. (wikipedia.org)
- In response to a variety of inflammatory signals, these EFAs are cleaved out of the phospholipid and released as free fatty acids. (wikipedia.org)
- In our body, the biosynthesis of Octadecanoids [FAare involved with the metabolism of Linoleic Acid (LA) . (wellnessadvantage.com)
- 2 Note: Many publications report FA contents as 18:1, 18:2, 18:3, etc. without specifying double bond position or configuration whereas other analyses specify oleic (18:1 delta 9c), linoleic acid, etc. (plantfadb.org)
- However this enzyme has a preference for metabolizing linoleic acid rather than arachidonic acid. (wikipedia.org)
- It therefore forms linoleic acid metabolites (e.g. 13-hydoxyperoxy/hydroxy-octadecadienoic and 9-hydroperoxy/hydroxyl-octadecadienoic acids) in greater amounts than 15(S)-HpETE and 15(S)-HETE. (wikipedia.org)
- There is a double bond is conjugated as an isomer conjugated linoleic acid. (wikipedia.org)
- In the arachidonic acid cascade, dietary linoleic acid (18:2 ω-6) is desaturated and lengthened to form arachidonic acid, esterified into a phospholipid in the cell membrane. (wikipedia.org)
- these linoleic acid epoxides cause multiple organ failure and acute respiratory distress in animal models and may contribute to these syndromes in humans. (wikipedia.org)
- However, sEH also metabolizes the epoxides of linoleic acid viz. (wikipedia.org)
- Finally, hepoxilin-like products of two other PUFAs, docosahexaenoic acid and linoleic acid, have been described. (wikipedia.org)
- A hepoxilin-like derivative of linoleic acid is formed on linoleic acid that is esterified to a sphingosine in a complex lipid termed esterified omega-hydroxylacyl-sphingosin (EOS). (wikipedia.org)
- C. von Schacky and P.C. Weber, Metabolism and effects on platelet function of the purified eicosapentaenoic and docosahexaenoic acid in humans, J. Clin. (springer.com)
- Recent studies have shown that some omega-3 (omega-3) PUFAs, such as eicosapentaenoic acid (EPA) and dodecahexaenoic acid (DHA), have protective effects on acute and chronic UV-induced changes. (nih.gov)
- For each subfamily, there is the potential to have at least 4 separate series of metabolites, two series derived from ω-6 PUFAs (arachidonic and dihomo-gamma-linolenic acids), one series derived from the ω-3 PUFA (eicosapentaenoic acid), and one series derived from the ω-9 PUFA (mead acid). (wikipedia.org)
- and eicosapentaenoic acid to various epoxyeicosatetraenoic acids (also termed EEQs). (wikipedia.org)
- primarily 19,20-epoxy-eicosapentaenoic acid isomers [i.e. 10,11-EDPs]) and eicosapentaenoic acid to epoxyeicosatetraenoic acids (EEQs, primarily 17,18-EEQ and 14,15-EEQ isomers). (wikipedia.org)
- A second group of less well studied hepoxilins, HxA4, HxB4, and their non-enzymatically formed isomers are nonclassical eicosanoids derived from the PUFA, eicosapentaenoic acid. (wikipedia.org)
- Its 15(R) enantiomer is designated 15(R)-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid. (wikipedia.org)
- The freed arachidonic acid is then converted to 15-hydroperoxy/hydroxy products by one or more of the following five pathways. (wikipedia.org)
- Recently, A G protein-couple receptor of the hydroxy carboxilic acid subfamily, Niacin receptor 1, has been proposed to mediate the responses of mouse tissues to 5-oxo-ETE. (wikipedia.org)
- The OXER1 G protein-coupled receptor resembles the hydroxy carboxilic acid subfamily of G protein-coupled receptors, which besides GPR109A, niacin receptor 1, and niacin receptor 2 may include the recently defined receptor for 12-HETE, GPR31, not only in its amino acid sequence but also in the hydroxy-carboxylic acid nature of its cognate ligands. (wikipedia.org)
- 5-oxo-ETE>5-oxo-15-hydroxy-ETE>5-hydroperoxyicosatetraenoic acid (5-HpETE)>5-HETE>5,20-diHETE. (wikipedia.org)
- see 12-Hydroxyeicosatetraenoic acid) and the hepoxilins (Hx), HxA3 (i.e. 8R/S-hydroxy-11,12-oxido-5Z,9E,14Z-eicosatrienoic acid) and HxB3 (i.e. 10R/S-hydroxy-11,12-oxido-5Z,8Z,14Z-eicosatrienoic acid) (see Hepoxilin#Pain perception) directly activate TRPA1 and thereby contribute to the hyperalgesia and tactile allodynia responses of mice to skin inflammation. (wikipedia.org)
- Second, 12S-HpETE is converted to the hepoxilin products, HxA3 (i.e. 8R/S-hydroxy-11,12-oxido-5Z,9E,14Z-eicosatrienoic acid) and HxB3 (i.e. 10R/S-hydroxy-11,12-oxido-5Z,8Z,14Z-eicosatrienoic acid). (wikipedia.org)
- Relative potencies in binding to and stimulating BLT2 are: 12-hydroxyheptadecatrienoic acid (S isomer)>leukotriene B4>12-Hydroxyeicosatetraenoic acid (S isomer)= 12-hydroperoxyeicosatetraenoic acid (S isomer)>15-Hydroxyeicosatetraenoic acid (S isomer])>12-hydroxyeicosatetraenoic acid (R isomer)>20-hydroxy-leukotriene LTB4 (http://www.guidetopharmacology.org/GRAC/ObjectDisplayForward?objectId=268). (wikipedia.org)
- Structurally, they are defined as arachidonic acid metabolites that contain three hydroxyl residues (also termed hydroxy residues) and four double bonds. (wikipedia.org)
- In the latter transcellular biosynthetic pathway, one cell type forms either the 5,6-dihydroxy-, 5-hydroxy, 14,15-dihydroxy- or a 15-hydroxy-eicosatetraenoate, and then passes this intermediate to a second cell type, which metabolizes it to the final LX product. (wikipedia.org)
- SH) residue in the tripeptide glutamate-cysteine-glycine to carbon 6 of LTA4 thereby forming LTC4 (i.e. 5S-hydroxy,6R-(S-glutathionyl)-7E,9E,11Z,14Z-eicosatetraenoic acid). (wikipedia.org)
- 12(R)-HpETE also spontaneously decomposes to a mixture of hepoxilins and trihydroxy-eicosatetraenoic acids that possess R or S hydroxy and epoxy residues at various sites while 8R-hydroxy,11R,12R-epoxy-hepoxilin A3 spontaneously decomposes to 8R,11R,12R-trihydroxy-5Z,9E,14Z-eicosatetraenoic acid. (wikipedia.org)
- An isomer of 5-oxo-ETE, 5-oxo-(7E,9E,11Z,14Z)-eicosatetraenoic acid, forms non-enzymatically as a byproduct of hydrolyses of the 5-lipooxgenase metabolite, Leukotriene A4. (wikipedia.org)
- Both of these metabolites, depending on the cell type which forms them, can be further metabolized to 15-oxo-eicosatetraenoic acid (15-oxo-ETE), 5S,15S-dihydroxy-eicosatetraenoic acid (5(S),15(S)-diHETE), 5-oxo-15(S)-hydroxyeicosatetraenoic acid (5-oxo-15(S)-HETE, a subset of specialized pro-resolving mediators viz. (wikipedia.org)
- Both stereoisomers are produced from their corresponding S and R 15-HpETE stereoisomers, i.e. 15(S)-hydroperoxy-5Z,8Z,11Z,13E-eicosatetraenoic acid (15(S)-HpETE) and (15R)-hydroperoxy-5Z,8Z,11Z,13E-eicosatetraenoic acid (15(R)-HpETE). (wikipedia.org)
- Human cells release arachidonic acid (i.e. 5Z,8Z,11Z,14Z-eicosatetraenoic acid) from its storage site in phospholipids by reactions that involve phospholipase C and/or lipase enzymes. (wikipedia.org)
- see 5-HETE) to its 5-keto analog, 5-oxo-eicosatetraenoic acid (i.e. 5-oxo-6S,8Z,11Z,14Z-eicosatetraenoic acid or 5-oxo-ETE). (wikipedia.org)
- The immediate metabolic precursor to 5(S)-HETE, 5(S)-hydroperoxy-6S,8Z,11Z,14Z-eicosatetraenoic acid 5(S)-HpETE, can be converted to 5-oxo-ETE in a non-enzymatic dehydration reaction or chemical lipid peroxidation reactions. (wikipedia.org)
- First, molecular oxygen (O2) is added to carbon 12 of arachidonic acid (i.e. 5Z,8Z,11Z,14Z-eicosatetraenoic acid) and concurrently the 8Z double bond in this arachidonate moves to the 9E position to form the intermediate product, 12S-hydroperoxy-5Z,8Z,10E,14Z-eicosatetraenoic acid (i.e. 12S-hydroperoxyeicosatetraenoic acid or 12S-HpETE). (wikipedia.org)
- ALOX5 products, particularly 5-hydroxyeicosatetraenoic acid and 5-oxo-eicosatetraenoic acid, promote the proliferation of these ALOX5 aberrantly expressing tumor cell lines suggesting that ALOX5 acts as a pro-malignancy factor for them and by extension their parent tumors. (wikipedia.org)
- HO2) residue to arachidonic acid (i.e. 5Z,8Z,11Z,14Z-eicosatetraenoic acid) at carbon 5 of its 1,4 diene group (i.e. its 5Z,8Z double bonds) to form 5(S)-hydroperoxy-6E,8Z,11Z,14Z-eicosatetraenoic acid (i.e. 5S-HpETE). (wikipedia.org)
- they are structurally differentiated in particular from two other classes of arachidonic acid-derived eicosanoids, the leukotrienes and lipoxins, in that they lack conjugated double bonds. (wikipedia.org)
- Lipoxins (LXs or Lxs), an acronym for lipoxygenase interaction products, are bioactive autacoid metabolites of arachidonic acid made by various cell types. (wikipedia.org)
- The effect of dihomo-gamma-linolenic acid (DGLA), the precursor of the monoenoic prostaglandins (PG), F1alpha and E1, on the pulmonary vascular bed of the intact dog was studied under conditions of controlled pulmonary blood flow. (elsevier.com)
- The ability of COXs to convert arachidonic acid to prostaglandins (PGs) and thromboxane A 2 was recognized over 50 years ago [ 1 , 2 , 3 ]. (mdpi.com)
- In particular, prostaglandin is produced from arachidonic acid by the action of cyclooxygenase that produces cyclic endoperoxides (PGG2 and PGH2) that can give rise to prostacyclin or thromboxanes as well as prostaglandins. (biology-online.org)
- Cycloxygenase: Cells can use prostaglandin-endoperoxide synthase 1 (i.e. cyclooxygenenase-1 or COX-1) and Prostaglandin-endoperoxide synthase 2 (COX-2) to metabolize arachidonic acid primarily to prostaglandins but also to small amounts of 11(R)-HETE and a racemic mixture of 15-HETEs composed of ~22% 15(R)-HETE and ~78% 15(S)-HETE. (wikipedia.org)
- Arachidonic acid is metabolized to an array of oxidized bioactive lipids by a series of different oxygenases that can introduce molecular oxygen with extraordinary regioselectivity and stereospecificity ( Figure 1 ). (mdpi.com)
- Although biological lipids are not large macromolecular polymers (e.g., proteins, nucleic acids, and polysaccharides), many are formed by the chemical linking of several small constituent molecules. (britannica.com)
- P.J. Nestel, S. Wong and D.L. Topping, Dietary long chain polyenoic acids: 1. (springer.com)
- Dietary alteration of dihomogamma-linolenic acid/arachidonic acid ratio in a rat 5/6-renal-ablation model. (biomedsearch.com)
- It is ingested from oily fish, and algae oil or derived from dietary alpha-linolenic acid found in, for instance, walnuts, hemp oil and flax oil. (wikipedia.org)
- Recent studies indicate that TRPA1 is activated by a number of reactive (allyl isothiocyanate, cinnamaldehyde, farnesyl thiosalicylic acid, formalin, hydrogen peroxide, 4-hydroxynonenal, acrolein, and tear gases) and non-reactive compounds (nicotine, PF-4840154) and considered as a "chemosensor" in the body. (wikipedia.org)