MeSH Semantic Type: Eicosanoid [T111]

12-Hydroxy-5,8,10,14-eicosatetraenoic Acid [M0028832]
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)

12-R-HETE [M0028833]

12-S-HETE [M0028834]

15-Hydroxy-11 alpha,9 alpha-(epoxymethano)prosta-5,13-dienoic Acid [M0029372]
A stable prostaglandin endoperoxide analog which serves as a thromboxane mimetic. Its actions include mimicking the hydro-osmotic effect of VASOPRESSIN and activation of PHOSPHOLIPASE C. (From J Pharmacol Exp Ther 1983;224(1): 108-117; Biochem J 1984;222(1):103-110)

16,16-Dimethylprostaglandin E2 [M0023176]
A synthetic prostaglandin E analog that protects the gastric mucosa, prevents ulceration, and promotes the healing of peptic ulcers. The protective effect is independent of acid inhibition. It is also a potent inhibitor of pancreatic function and growth of experimental tumors.

5,12-diHETE [M0012425]

5,8,11,14-Eicosatetraynoic Acid [M0023258]
A 20-carbon unsaturated fatty acid containing 4 alkyne bonds. It inhibits the enzymatic conversion of arachidonic acid to prostaglandins E(2) and F(2a).

6-Ketoprostaglandin F1 alpha [M0023262]
The physiologically active and stable hydrolysis product of EPOPROSTENOL. Found in nearly all mammalian tissue.

8,11,14-Eicosatrienoic Acid [M0023269]
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.

Alprostadil [M0000811]
A potent vasodilator agent that increases peripheral blood flow. It inhibits platelet aggregation and has many other biological effects such as bronchodilation, mediation of inflammation, etc.

Apo-Misoprostol [M0474345]

Arachidonic Acid [M0025459]
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.

Arachidonic Acid, (all-Z)-Isomer, 1-(14)C-Labeled [M0329421]

Arachidonic Acid, (all-Z)-isomer, 3H-Labeled [M0329425]

Arachidonic Acid, Ammonium Salt, (all-Z)-Isomer [M0329422]

Arachidonic Acid, Cerium Salt, (all-Z)-Isomer [M0329418]

Arachidonic Acid, Cesium Salt, (all-Z)-Isomer [M0329417]

Arachidonic Acid, Lithium Salt, (all-Z)-Isomer [M0329427]

Arachidonic Acid, Potassium Salt, (all-Z)-Isomer [M0329420]

Arachidonic Acid, Sodium Salt [M0025460]

Arachidonic Acid, Sodium Salt, (all-Z)-Isomer [M0329424]

Arachidonic Acid, Zinc Salt, (all-Z)-Isomer [M0329423]

Arachidonic Acids [M0001649]

Arbacet [M0351563]

Arbaprostil [M0001657]
A synthetic prostaglandin E analog that protects the gastric mucosa, prevents ulceration, and promotes healing of peptic ulcers. The protective effect is independent of acid inhibition. It is also a potent inhibitor of pancreatic function and can inhibit the growth of experimental tumors.

Carboprost [M0003399]
A nonsteroidal abortifacient agent that is effective in both the first and second trimesters of PREGNANCY.

Caverject [M0474674]

Cloprostenol [M0004625]
A synthetic prostaglandin F2alpha analog. The compound has luteolytic effects and is used for the synchronization of estrus in cattle.

Cloprostenol Sodium [M0351575]

Cytotec [M0025311]

Dinoprost [M0023416]
A naturally occurring prostaglandin that has oxytocic, luteolytic, and abortifacient activities. Due to its vasocontractile properties, the compound has a variety of other biological actions.

Dinoprostone [M0023405]
The most common and most biologically active of the mammalian prostaglandins. It exhibits most biological activities characteristic of prostaglandins and has been used extensively as an oxytocic agent. The compound also displays a protective effect on the intestinal mucosa.

Edex [M0458743]

Eicosanoic Acids [M0007140]
20-carbon saturated monocarboxylic acids.

Eicosanoids [M0024172]
A class of compounds named after and generally derived from C20 fatty acids (EICOSANOIC ACIDS) that includes PROSTAGLANDINS; LEUKOTRIENES; THROMBOXANES, and HYDROXYEICOSATETRAENOIC ACIDS. They have hormone-like effects mediated by specialized receptors (RECEPTORS, EICOSANOID).

Eicosatetraenoic Acids [M0001650]

Enprostil [M0025335]
A synthetic PGE2 analog that has an inhibitory effect on gastric acid secretion, a mucoprotective effect, and a postprandial lowering effect on gastrin. It has been shown to be efficient and safe in the treatment of gastroduodenal ulcers.

Enprostil, (1alpha(R*),2beta(1E,3R*),3alpha)-(+-)-Isomer [M0329474]

Enprostil, (1alpha(R*),2beta(1E,3S*),3alpha)-(+-)-Isomer [M0329475]

Enprostil, (1alpha,2alpha(1E,3S*),3beta)-(+-)-Isomer [M0329476]

Enprostil, (1alpha,2beta(1E,3R*),3alpha)-(+-)-Isomer [M0329477]

Enprostil, (1R-(1(R*),2beta(1E,3R*),3alpha))-Isomer [M0329480]

Enprostil, (1R-(1alpha(S*),2beta(1E,3R*),3alpha))-Isomer [M0329479]

Enprostil, (1R-(1alpha,2beta(1E,3R*),3alpha))-Isomer [M0329478]

Enprostil, (1S-(1alpha(R*),2beta(1E,3R*),3alpha))-Isomer [M0329473]

Enprostil, (1S-(1alpha(S*),2beta(1E,3R*),3alpha))-Isomer [M0329472]

Enzaprost F [M0023417]

Epoprostenol [M0017816]
A prostaglandin that is a powerful vasodilator and inhibits platelet aggregation. It is biosynthesized enzymatically from PROSTAGLANDIN ENDOPEROXIDES in human vascular tissue. The sodium salt has been also used to treat primary pulmonary hypertension (HYPERTENSION, PULMONARY).

Epoprostenol Sodium [M0017819]

Epoprostenol Sodium Salt, (5Z,9alpha,11alpha,13E,15S)-Isomer [M0329784]

Estrofan [M0023418]

Estrumate [M0004626]

F2-Isoprostanes [M0231172]
Isoprostanes derived from the free radical oxidation of ARACHIDONIC ACID. Although similar in structure to enzymatically synthesized prostaglandin F2alpha (DINOPROST), they occur through non-enzymatic oxidation of cell membrane lipids.

Flolan [M0017820]

Gardrin [M0351565]

Glefos [M0474346]

Hydroxyeicosatetraenoic Acids [M0010759]
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.

ICI-80,966 [M0351574]

Iloprost [M0024894]
An eicosanoid, derived from the cyclooxygenase pathway of arachidonic acid metabolism. It is a stable and synthetic analog of EPOPROSTENOL, but with a longer half-life than the parent compound. Its actions are similar to prostacyclin. Iloprost produces vasodilation and inhibits platelet aggregation.

Isoprostanes [M0382190]
A series of prostaglandin-like compounds that are produced by the attack of free-radical species on unsaturated fatty acids, especially ARACHIDONIC ACID, of cellular MEMBRANES. Once cleaved from the lipid membrane by the action of phospholipases they can circulate into various bodily fluids and eventually be excreted. Although these compounds resemble enzymatically synthesized prostaglandins their stereoisometric arrangement is usually different than the "naturally occurring" compounds.

Leukotriene A [M0026634]

Leukotriene A4 [M0026633]
(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)

Leukotriene B4 [M0012426]
The major metabolite in neutrophil polymorphonuclear leukocytes. It stimulates polymorphonuclear cell function (degranulation, formation of oxygen-centered free radicals, arachidonic acid release, and metabolism). (From Dictionary of Prostaglandins and Related Compounds, 1990)

Leukotriene C1 [M0027178]

Leukotriene C4 [M0027176]
The conjugation product of LEUKOTRIENE A4 and glutathione. It is the major arachidonic acid metabolite in macrophages and human mast cells as well as in antigen-sensitized lung tissue. It stimulates mucus secretion in the lung, and produces contractions of nonvascular and some vascular smooth muscle. (From Dictionary of Prostaglandins and Related Compounds, 1990)

Leukotriene D4 [M0027179]
One of the biologically active principles of SRS-A. It is generated from LEUKOTRIENE C4 after partial hydrolysis of the peptide chain, i.e., cleavage of the gamma-glutamyl portion. Its biological actions include stimulation of vascular and nonvascular smooth muscle, and increases in vascular permeability. (From Dictionary of Prostaglandins and Related Compounds, 1990)

Leukotriene E4 [M0027182]
A biologically active principle of SRS-A that is formed from LEUKOTRIENE D4 via a peptidase reaction that removes the glycine residue. The biological actions of LTE4 are similar to LTC4 and LTD4. (From Dictionary of Prostaglandins and Related Compounds, 1990)

Leukotrienes [M0023536]
A family of biologically active compounds derived from arachidonic acid by oxidative metabolism through the 5-lipoxygenase pathway. They participate in host defense reactions and pathophysiological conditions such as immediate hypersensitivity and inflammation. They have potent actions on many essential organs and systems, including the cardiovascular, pulmonary, and central nervous system as well as the gastrointestinal tract and the immune system.

Leukotrienes B [M0012427]

Leukotrienes C [M0027177]

Leukotrienes D [M0027180]

Leukotrienes E [M0027181]

Misoprostol [M0025309]
A synthetic analog of natural prostaglandin E1. It produces a dose-related inhibition of gastric acid and pepsin secretion, and enhances mucosal resistance to injury. It is an effective anti-ulcer agent and also has oxytocic properties.

Misoprostol, (11alpha,13E)-Isomer [M0329471]

Misoprostol, (11alpha,13E,16R)-Isomer [M0329467]

Misoprostol, (11alpha,13Z)-(+-)-Isomer [M0329466]

Misoprostol, (11alpha.13E,16S)-Isomer [M0329468]

Misoprostol, (11beta,13E)-(+-)-Isomer [M0329465]

Misoprostol, (11beta,13E,16R)-Isomer [M0329470]

Misoprostol, (11beta,13E,16S)-Isomer [M0329469]

Neuroprostanes [M0473051]
Prostaglandin-like compounds produced by free radical-induced peroxidation of DOCOSAHEXAENOIC ACIDS, which are highly enriched in the brain. Formation is analogous to ISOPROSTANES formation from ARACHIDONIC ACID.

Novo-Misoprostol [M0474347]

Oestrophan [M0351573]

ORF-15927 [M0351571]

Prepidil Gel [M0023406]

Prostaglandin D2 [M0023403]
The principal cyclooxygenase metabolite of arachidonic acid. It is released upon activation of mast cells and is also synthesized by alveolar macrophages. Among its many biological actions, the most important are its bronchoconstrictor, platelet-activating-factor-inhibitory, and cytotoxic effects.

Prostaglandin Endoperoxides [M0017801]
Precursors in the biosynthesis of prostaglandins and thromboxanes from arachidonic acid. They are physiologically active compounds, having effect on vascular and airway smooth muscles, platelet aggregation, etc.

Prostaglandin Endoperoxides, Synthetic [M0017802]
Synthetic compounds that are analogs of the naturally occurring prostaglandin endoperoxides and that mimic their pharmacologic and physiologic activities. They are usually more stable than the naturally occurring compounds.

Prostaglandin H2 [M0086362]
A cyclic endoperoxide intermediate produced by the action of CYCLOOXYGENASE on ARACHIDONIC ACID. It is further converted by a series of specific enzymes to the series 2 prostaglandins.

Prostaglandins [M0017805]
A group of compounds derived from unsaturated 20-carbon fatty acids, primarily arachidonic acid, via the cyclooxygenase pathway. They are extremely potent mediators of a diverse group of physiological processes.

Prostaglandins A [M0017806]
(13E,15S)-15-Hydroxy-9-oxoprosta-10,13-dien-1-oic acid (PGA(1)); (5Z,13E,15S)-15-hydroxy-9-oxoprosta-5,10,13-trien-1-oic acid (PGA(2)); (5Z,13E,15S,17Z)-15-hydroxy-9-oxoprosta-5,10,13,17-tetraen-1-oic acid (PGA(3)). A group of naturally occurring secondary prostaglandins derived from PGE; PGA(1) and PGA(2) as well as their 19-hydroxy derivatives are found in many organs and tissues.

Prostaglandins A, Synthetic [M0017807]
Analogs or derivatives of prostaglandin A that do not occur naturally in the body. They do not include the product of the chemical synthesis of hormonal PGA.

Prostaglandins B [M0017808]
Physiologically active prostaglandins found in many tissues and organs. They are potent pressor substances and have many other physiological activities.

Prostaglandins D [M0017809]
Physiologically active prostaglandins found in many tissues and organs. They show pressor activity, are mediators of inflammation, and have potential antithrombotic effects.

Prostaglandins E [M0017810]
(11 alpha,13E,15S)-11,15-Dihydroxy-9-oxoprost-13-en-1-oic acid (PGE(1)); (5Z,11 alpha,13E,15S)-11,15-dihydroxy-9-oxoprosta-5,13-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 of the six naturally occurring prostaglandins. They are considered primary in that no one is derived from another in living organisms. Originally isolated from sheep seminal fluid and vesicles, they are found in many organs and tissues and play a major role in mediating various physiological activities.

Prostaglandins E, Synthetic [M0017811]
Analogs or derivatives of prostaglandins E that do not occur naturally in the body. They do not include the product of the chemical synthesis of hormonal PGE.

Prostaglandins F [M0017812]
(9 alpha,11 alpha,13E,15S)-9,11,15-Trihydroxyprost-13-en-1-oic acid (PGF(1 alpha)); (5Z,9 alpha,11,alpha,13E,15S)-9,11,15-trihydroxyprosta-5,13-dien-1-oic acid (PGF(2 alpha)); (5Z,9 alpha,11 alpha,13E,15S,17Z)-9,11,15-trihydroxyprosta-5,13,17-trien-1-oic acid (PGF(3 alpha)). A family of prostaglandins that includes three of the six naturally occurring prostaglandins. All naturally occurring PGF have an alpha configuration at the 9-carbon position. They stimulate uterine and bronchial smooth muscle and are often used as oxytocics.

Prostaglandins F, Synthetic [M0017813]
Analogs or derivatives of prostaglandins F that do not occur naturally in the body. They do not include the product of the chemical synthesis of hormonal PGF.

Prostaglandins G [M0017814]
A group of physiologically active prostaglandin endoperoxides. They are precursors in the biosynthesis of prostaglandins and thromboxanes. Most frequently encountered member of this group is the prostaglandin G2.

Prostaglandins H [M0017815]
A group of physiologically active prostaglandin endoperoxides. They are precursors in the biosynthesis of prostaglandins and thromboxanes. The most frequently encountered member of this group is the prostaglandin H2.

Prostaglandins I [M0017817]
A class of cyclic prostaglandins that contain the 6,9-epoxy bond. Endogenous members of this family are biosynthesized enzymatically from PROSTAGLANDIN ENDOPEROXIDES.

Prostaglandins, Synthetic [M0017821]
Compounds obtained by chemical synthesis that are analogs or derivatives of naturally occurring prostaglandins and that have similar activity.

Prostenon [M0023407]

Prostin VR [M0458744]

Rabbit Aorta Contracting Substance [M0021437]

Rioprostil [M0025346]
A synthetic methylprostaglandin E1 analog that reduces gastric acid secretion and enhances the gastric mucus-bicarbonate barrier. It is effective in the therapy of gastric ulcers and gives significant protection against NSAID-induced gastric mucosal damage. The drug also prevents cyclosporin A-induced damage to endocrine and exocrine pancreatic secretions. It shows a low order of acute toxicity and there is no evidence of embryotoxicity, fetotoxicity, teratogenicity, or mutagenicity in animal studies.

Ro 12-1989 [M0351538]

Ro 3-1428 [M0351537]

RS-84135 [M0351564]

RWJ-15927 [M0351570]

SC-29333 [M0352609]

SC-30249 [M0025310]

SRS-A [M0020404]
A group of LEUKOTRIENES; (LTC4; LTD4; and LTE4) that is the major mediator of BRONCHOCONSTRICTION; HYPERSENSITIVITY; and other allergic reactions. Earlier studies described a "slow-reacting substance of ANAPHYLAXIS" released from lung by cobra venom or after anaphylactic shock. The relationship between SRS-A leukotrienes was established by UV which showed the presence of the conjugated triene. (From Merck Index, 11th ed)

Thromboxane A2 [M0021438]
An unstable intermediate between the prostaglandin endoperoxides and thromboxane B2. The compound has a bicyclic oxaneoxetane structure. It is a potent inducer of platelet aggregation and causes vasoconstriction. It is the principal component of rabbit aorta contracting substance (RCS).

Thromboxane B2 [M0021439]
A stable, physiologically active compound formed in vivo from the prostaglandin endoperoxides. It is important in the platelet-release reaction (release of ADP and serotonin).

Thromboxanes [M0021441]
Physiologically active compounds found in many organs of the body. They are formed in vivo from the prostaglandin endoperoxides and cause platelet aggregation, contraction of arteries, and other biological effects. Thromboxanes are important mediators of the actions of polyunsaturated fatty acids transformed by cyclooxygenase.

TR-4698 [M0351569]

U-42842 [M0351562]

U-44619 [M0351552]

Ventavis [M0484562]

ZK-36374 [M0351561]

Eicosanoid

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