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Class of compounds
Eicosanoids are signaling molecules made by the enzymatic or non-enzymatic oxidation of arachidonic acid or other polyunsaturated fatty acids (PUFAs)
Eicosanoid
Nonclassic eicosanoids are biologically active signaling molecules made by oxygenation of twenty-carbon fatty acids other than the classic eicosanoids. "Eicosanoid"
Nonclassic_eicosanoid
list of hormones found in Homo sapiens organized by structural classes. Eicosanoid for more information about this class of paracrine signalling chemicals
List_of_human_hormones
Chemical interactions
ω-6), which is found in nuts, seeds, vegetable oils, and animal fats. Eicosanoids are signaling molecules derived from the essential fatty acids (EFAs)
Essential fatty acid interactions
Essential_fatty_acid_interactions
Integral membrane protein G protein-coupled receptor
Most of the eicosanoid receptors are integral membrane protein G protein-coupled receptors (GPCRs) that bind and respond to eicosanoid signaling molecules
Eicosanoid_receptor
Group of physiologically active lipid compounds
have diverse hormone-like effects in animals. They are a subclass of eicosanoids and of the prostanoid class of fatty acid derivatives. Prostaglandins
Prostaglandin
Chemical compound
(also called prostaglandin I2 or PGI2) is a prostaglandin member of the eicosanoid family of lipid molecules. It inhibits platelet activation and is also
Prostacyclin
Process of the restoration of health
(when combatting bacterial infection for example) and pro-inflammatory eicosanoids have completed their function, healing proceeds in 4 phases. In the recall
Healing
Physical effects resulting from activation of the immune system
release vasoactive amines such as histamine and serotonin, as well as eicosanoids such as prostaglandin E2 and leukotriene B4 to remodel the local vasculature
Inflammation
Chemical compound
uncommon fatty acid, found only in trace amounts in animal products. The eicosanoid metabolites of DGLA are: Series-1 thromboxanes (thromboxanes with 1 double-bond)
Dihomo-γ-linolenic_acid
Group of chemical compounds
(ω-6). Eicosanoids, a diverse family of signaling molecules, are produced by oxygenation of polyunsaturated eicosatetraenoic acids. The eicosanoids, working
Eicosatetraenoic_acid
Substance of biological origin that is soluble in nonpolar solvents
and oils. Examples of biologically important fatty acids include the eicosanoids, derived primarily from arachidonic acid and eicosapentaenoic acid, that
Lipid
Peripheral membrane protein
lipoxygenases, arachidonic acid is modified into active compounds called eicosanoids. Eicosanoids include prostaglandins and leukotrienes, which are categorized
Phospholipase_A2
Mammalian protein found in Homo sapiens
one among the five classes of prostanoid receptors and was the first eicosanoid receptor cloned. The TP receptor derives its name from its preferred endogenous
Thromboxane_receptor
Protein family
In molecular biology the MAPEG (Membrane-Associated Proteins in Eicosanoid and Glutathione metabolism) family of proteins are a group of membrane associated
MAPEG_family
Fatty acids required for biological processes
ω−6 strongly affects function. They are modified to make the classic eicosanoids (affecting inflammation and many other cellular functions) the endocannabinoids
Essential_fatty_acid
Set of biological processes
contains 20 carbon atoms, including a 5-carbon ring. They are a subclass of eicosanoids and form the prostanoid class of fatty acid derivatives. The prostaglandins
Fatty_acid_metabolism
Chemical compound
dihomo-γ-linolenic acid (DGLA). This is one of the body's three sources of eicosanoids (along with AA and EPA.) DGLA is the precursor of the prostaglandin PGH1
Γ-Linolenic_acid
membrane or from diet. Eicosanoids initiate either autocrine stimulation or paracrine stimulation. There are two main types of eicosanoids: prostaglandins and
Local_hormone
Biological signalling molecule
classified as hormones. Substances that can be considered hormones include eicosanoids (e.g. prostaglandins and thromboxanes), steroids (e.g. oestrogen and
Hormone
Psychoactive drug from the cannabis plant
242) Pravadoline RCS-4 WIN 54,461 Cyclohexylphenols CP-47,947 CP-55,940 Eicosanoids AM-883 AM-1346 ACEA ACPA Methanandamide (AM-356) O-585 O-689 O-1812 O-1860
Cannabis_(drug)
Protein-coding gene in the species Homo sapiens
A2 Modification of Lipoproteins: Potential Effects on Atherogenesis". Eicosanoids and Other Bioactive Lipids in Cancer, Inflammation, and Radiation Injury
PLA2G10
Class of inflammation mediator molecules
Leukotrienes are members of a family of eicosanoid inflammatory mediators produced in leukocytes by the oxidation of arachidonic acid (AA) and the essential
Leukotriene
Non-steroidal anti-inflammatory drug
inflammatory exudate for up to 15 hours, albeit with an inferior effect on eicosanoid production relative to phenylbutazone and flunixin. Leukotriene B4 release
Carprofen
Chemical compound
O-1812 is an eicosanoid derivative related to anandamide that acts as a potent and highly selective agonist for the cannabinoid receptor CB1, with a Ki
O-1812
Compounds found in cannabis
aminoalkylindoles, 1,5-diarylpyrazoles, quinolines, and arylsulfonamides, as well as eicosanoids related to endocannabinoids. Cannabinol (CBN) was the first cannabinoid
Cannabinoid
Biological synthesis and degradation of lipids
liver and they facilitate lipid digestion in the small intestine. Eicosanoids: Eicosanoids are made from fatty acids in the body and they are used for cell
Lipid_metabolism
Polyunsaturated omega-6 fatty acid
arachidonoylethanolamine (AEA: C 22H 37NO 2; 20:4,n−6), and other endocannabinoids and eicosanoids. The metabolism of LA to AA begins with the conversion of LA into gamma-linolenic
Linoleic_acid
Class of polyunsaturated fatty acids
infected tissues. By 1979, eicosanoids were further identified, including thromboxanes, prostacyclins, and leukotrienes. The eicosanoids typically have a short
Omega−3_fatty_acid
Prostaglandin subset
of prostaglandins (PGs) or prostanoids (see Eicosanoid §§ Classic eicosanoids and Nonclassic eicosanoids) that has 15-deoxy-Δ12,14-prostaglandin J2 (15-d-Δ12
Cyclopentenone_prostaglandins
Group of lipids
Thromboxane is a member of the family of lipids known as eicosanoids. The two major thromboxanes are thromboxane A2 and thromboxane B2. The distinguishing
Thromboxane
Type of autoimmune arthritis
(DHA) and eicosapentaenoic acid (EPA), which inhibit pro-inflammatory eicosanoids and cytokines (TNF-a, IL-1b, and IL-6), decreasing both lymphocyte proliferation
Rheumatoid_arthritis
Movement of an organism or entity in response to a chemical stimulus
[citation needed] Metabolites of polyunsaturated fatty acids Leukotrienes are eicosanoid lipid mediators made by the metabolism of arachidonic acid by ALOX5 (also
Chemotaxis
Variety of white blood cells
preferentially produced by eosinophil peroxidase) Lipid mediators like the eicosanoids from the leukotriene (e.g., LTC4, LTD4, LTE4) and prostaglandin (e.g
Eosinophil
Chemical compound
and the only truly highly selective CB1 agonists known as of 2012 are eicosanoid derivatives such as O-1812.[citation needed] HHC AMG-36 AMG-41 Nikas SP
AM-2389
Process of releasing energy from nutrients using inorganic electron acceptors
acids Glyco- sphingolipids Sphingolipids Waxes Polyunsaturated fatty acids Neurotransmitters & thyroid hormones Steroids Endo- cannabinoids Eicosanoids
Cellular_respiration
Energy-carrying molecule in living cells
acids Glyco- sphingolipids Sphingolipids Waxes Polyunsaturated fatty acids Neurotransmitters & thyroid hormones Steroids Endo- cannabinoids Eicosanoids
Adenosine_triphosphate
Chemical energy animals derive from food
acids Glyco- sphingolipids Sphingolipids Waxes Polyunsaturated fatty acids Neurotransmitters & thyroid hormones Steroids Endo- cannabinoids Eicosanoids
Food_energy
Human enzyme
humans. The primary substrate of CYP4F2 is leukotriene B4 (LTB4), an eicosanoid inflammatory mediator. By hydroxylating LTB4 to its inactivated form 20-hydroxy-LTB4
CYP4F2
Chemical compound
Serinolamide A is a naturally occurring eicosanoid derivative related to anandamide, which has been isolated from the marine cyanobacteria Lyngbya majuscula
Serinolamide_A
Hormone-producing glands of a body
hormone erythropoietin. Hormones can be amino acid complexes, steroids, eicosanoids, leukotrienes, or prostaglandins. The endocrine system is contrasted
Endocrine_system
Protein-coding gene in humans
Melatonin 1A 1B 1C TAAR 1 2 5 6 8 9 Metabolites and signaling molecules Eicosanoid CysLT 1 2 LTB4 1 2 FPRL1 OXE Prostaglandin DP 1 2 EP 1 2 3 4 FP Prostacyclin
LGR5
Japanese pharmaceutical company
ClinicalTrials.gov. Retrieved 21 March 2022. Wong, Lok-Yin (21 March 2022). "Eicosanoid signaling blockade protects middle-aged mice from severe COVID-19". Nature
Shionogi
Large biological molecule that acts as a catalyst
Biomolecule families Carbohydrates Alcohols Glycoproteins Glycosides Lipids Eicosanoids Fatty acids (Fatty-acid metabolism) Glycerides Phospholipids Sphingolipids
Enzyme
Acetylcholine receptors named for their selective binding of muscarine
Melatonin 1A 1B 1C TAAR 1 2 5 6 8 9 Metabolites and signaling molecules Eicosanoid CysLT 1 2 LTB4 1 2 FPRL1 OXE Prostaglandin DP 1 2 EP 1 2 3 4 FP Prostacyclin
Muscarinic acetylcholine receptor
Muscarinic_acetylcholine_receptor
transport proteins for fatty acids and other lipophilic substances such as eicosanoids, cannabinoids, and retinoids. These proteins are thought to facilitate
Fatty_acid–binding_protein
Extension of endometrial tissue into the myometrium
uterine contractions and increased levels of prostaglandins, estrogen and eicosanoids. The diagnosis of adenomyosis is through a pathologist microscopically
Adenomyosis
Class of enzymes
Prostaglandin E synthase (EC 5.3.99.3, or PGE synthase) is an enzyme involved in eicosanoid and glutathione metabolism, a member of MAPEG family. It generates prostaglandin
Prostaglandin_E_synthase
Light-sensitive receptor protein
Melatonin 1A 1B 1C TAAR 1 2 5 6 8 9 Metabolites and signaling molecules Eicosanoid CysLT 1 2 LTB4 1 2 FPRL1 OXE Prostaglandin DP 1 2 EP 1 2 3 4 FP Prostacyclin
Rhodopsin
Family of unsaturated fatty acids
double bond keeps them from participating in the reactions that form the eicosanoids. Some omega−9 fatty acids are common components of animal fat and vegetable
Omega−9_fatty_acid
Science of drugs and medications and their effects
adrenaline, anandamide, aspartate, glutamate, glycine, purines, substance P, eicosanoids, GABA, dopamine (DA), histamine, serotonin (5-HT), serine, cannabinoids
Pharmacology
Skeletal disorder
pathway is recognized, but less well understood. Local production of eicosanoids and interleukins is thought to participate in the regulation of bone
Osteoporosis
Class of four receptor proteins to the molecule adenosine
Melatonin 1A 1B 1C TAAR 1 2 5 6 8 9 Metabolites and signaling molecules Eicosanoid CysLT 1 2 LTB4 1 2 FPRL1 OXE Prostaglandin DP 1 2 EP 1 2 3 4 FP Prostacyclin
Adenosine_receptor
Metabolism involving breakdown of lipids
acids Glyco- sphingolipids Sphingolipids Waxes Polyunsaturated fatty acids Neurotransmitters & thyroid hormones Steroids Endo- cannabinoids Eicosanoids
Lipolysis
Topics referred to by the same term
hydroxeicosatetraenoic acids, e.g. 18-HETE, 17-HETE, and 16-HETE, see eicosanoid and lipoxygenase pages. This disambiguation page lists articles associated
HETE
Fruit-bearing deciduous shrub
Yehoshua; Lansky, Ephraim Philip; Neeman, Ishak (July 1999). "Antioxidant and eicosanoid enzyme inhibition properties of pomegranate seed oil and fermented juice
Pomegranate
Class of corticosteroids
synthesis. Lipocortin-1 both suppresses phospholipase A2, thereby blocking eicosanoid production, and inhibits various leukocyte inflammatory events (epithelial
Glucocorticoid
Australian investigative journalist
production: Dissociation between changes in cyclooxygenase-2 expression and eicosanoid synthesis". J Biol Chem. 292 (38): 15993. doi:10.1074/jbc.A117.305944
Maryanne_Demasi
Chemical compound
(which inhibits platelet aggregation), thromboxane-3, and leukotriene-5 eicosanoids. EPA is both a precursor and the hydrolytic breakdown product of eicosapentaenoyl
Eicosapentaenoic_acid
Chemical substance that alters brain function
aspirin and ibuprofen, are also analgesics. These agents also reduce eicosanoid-mediated inflammation by inhibiting the enzyme cyclooxygenase. General
Psychoactive_drug
Chemical compound
A sample reaction is an IBX oxidation used in the total synthesis of eicosanoid: More and Finney and Van Arman have demonstrated that common organic solvents
2-Iodoxybenzoic_acid
dietary (n-6) to (n-3) fatty acids influences immune system function, eicosanoid metabolism, lipid peroxidation and vitamin E status in aged dogs". The
Aging_in_dogs
Fatty acid used metabolically in many organisms
contributes to cell membrane structure, and participates in the synthesis of eicosanoids, which have numerous roles in physiology as signaling molecules. It was
Arachidonic_acid
Class of molecules found in the outer membrane of Gram-negative bacteria
promotes the secretion of pro-inflammatory cytokines, nitric oxide, and eicosanoids. Bruce Beutler was awarded a portion of the 2011 Nobel Prize in Physiology
Lipopolysaccharide
Study of chemical processes of living organisms
Biomolecule families Carbohydrates Alcohols Glycoproteins Glycosides Lipids Eicosanoids Fatty acids (Fatty-acid metabolism) Glycerides Phospholipids Sphingolipids
Biochemistry
Group of biological receptors
Melatonin 1A 1B 1C TAAR 1 2 5 6 8 9 Metabolites and signaling molecules Eicosanoid CysLT 1 2 LTB4 1 2 FPRL1 OXE Prostaglandin DP 1 2 EP 1 2 3 4 FP Prostacyclin
Opioid_receptor
Protein-coding gene in the species Homo sapiens
Melatonin 1A 1B 1C TAAR 1 2 5 6 8 9 Metabolites and signaling molecules Eicosanoid CysLT 1 2 LTB4 1 2 FPRL1 OXE Prostaglandin DP 1 2 EP 1 2 3 4 FP Prostacyclin
Glucagon_receptor
Molecule produced by a living organism
Biomolecule families Carbohydrates Alcohols Glycoproteins Glycosides Lipids Eicosanoids Fatty acids (Fatty-acid metabolism) Glycerides Phospholipids Sphingolipids
Biomolecule
Semi-sythetic cannabinoid drug
242) Pravadoline RCS-4 WIN 54,461 Cyclohexylphenols CP-47,947 CP-55,940 Eicosanoids AM-883 AM-1346 ACEA ACPA Methanandamide (AM-356) O-585 O-689 O-1812 O-1860
Hexahydrocannabiphorol
G-protein-coupled receptor
Melatonin 1A 1B 1C TAAR 1 2 5 6 8 9 Metabolites and signaling molecules Eicosanoid CysLT 1 2 LTB4 1 2 FPRL1 OXE Prostaglandin DP 1 2 EP 1 2 3 4 FP Prostacyclin
Orexin_receptor
Phytocannabinoid discovered in 1940
242) Pravadoline RCS-4 WIN 54,461 Cyclohexylphenols CP-47,947 CP-55,940 Eicosanoids AM-883 AM-1346 ACEA ACPA Methanandamide (AM-356) O-585 O-689 O-1812 O-1860
Cannabidiol
Protein-coding gene in the species Homo sapiens
Melatonin 1A 1B 1C TAAR 1 2 5 6 8 9 Metabolites and signaling molecules Eicosanoid CysLT 1 2 LTB4 1 2 FPRL1 OXE Prostaglandin DP 1 2 EP 1 2 3 4 FP Prostacyclin
TAS2R4
Metabolic pathway
acids Glyco- sphingolipids Sphingolipids Waxes Polyunsaturated fatty acids Neurotransmitters & thyroid hormones Steroids Endo- cannabinoids Eicosanoids
Oxidative_phosphorylation
Group of innate immune system disorders
any specific inflammatory mediators such as cytokines, chemokines or eicosanoids and are, in stead, believed to be caused by the accumulation of metabolites
Autoinflammatory_diseases
Protein-coding gene in the species Homo sapiens
Melatonin 1A 1B 1C TAAR 1 2 5 6 8 9 Metabolites and signaling molecules Eicosanoid CysLT 1 2 LTB4 1 2 FPRL1 OXE Prostaglandin DP 1 2 EP 1 2 3 4 FP Prostacyclin
VN1R1
Class of G protein-coupled receptors
Melatonin 1A 1B 1C TAAR 1 2 5 6 8 9 Metabolites and signaling molecules Eicosanoid CysLT 1 2 LTB4 1 2 FPRL1 OXE Prostaglandin DP 1 2 EP 1 2 3 4 FP Prostacyclin
Adrenergic_receptor
Kenneth V.; Marnett, Lawrence J.; Nigam, Santosh; Dennis, Edward (eds.), Eicosanoids and Other Bioactive Lipids in Cancer, Inflammation, and Radiation Injury
List of Vanderbilt University people
List_of_Vanderbilt_University_people
Class of receptors
Melatonin 1A 1B 1C TAAR 1 2 5 6 8 9 Metabolites and signaling molecules Eicosanoid CysLT 1 2 LTB4 1 2 FPRL1 OXE Prostaglandin DP 1 2 EP 1 2 3 4 FP Prostacyclin
Gonadotropin_receptor
Subtype of serotonin receptor
Melatonin 1A 1B 1C TAAR 1 2 5 6 8 9 Metabolites and signaling molecules Eicosanoid CysLT 1 2 LTB4 1 2 FPRL1 OXE Prostaglandin DP 1 2 EP 1 2 3 4 FP Prostacyclin
5-HT2A_receptor
Protein-coding gene in the species Homo sapiens
by the MGST1 gene. The MAPEG family (Membrane-Associated Proteins in Eicosanoid and Glutathione metabolism) consists of six human proteins, two of which
Microsomal glutathione S-transferase 1
Microsomal_glutathione_S-transferase_1
Linked series of chemical reactions occurring within a cell
Biomolecule families Carbohydrates Alcohols Glycoproteins Glycosides Lipids Eicosanoids Fatty acids (Fatty-acid metabolism) Glycerides Phospholipids Sphingolipids
Metabolic_pathway
Networks of fibres which bind pathogens
Eberl M; Jones SA; Topley N; Kotecha S; O'Donnell VB (2011). "Esterified eicosanoids are acutely generated by 5-lipoxygenase in primary human neutrophils
Neutrophil extracellular traps
Neutrophil_extracellular_traps
Chemical compound
on 13 January 2017. Dudzinski DM, Serhan CN (2017). "Pharmacology of Eicosanoids". In Golan DE, Armstrong EJ, Armstrong AW (eds.). Principles of Pharmacology:
Prostaglandin_E1
Biological system of neurotransmitters
compounds, called N-acylethanolamines (NAEs). Endocannabinoids are all eicosanoids, another class of compound. The enzymes that synthesize (create) and
Endocannabinoid_system
Designer drugs
non-classical cannabinoids, hybrid cannabinoids, aminoalkylindoles, and eicosanoids. Classical cannabinoids are analogs of THC that are based on a dibenzopyran
Synthetic_cannabinoids
Class of chemical compounds
the direct action of cyclooxygenase (COX) enzymes. These nonclassical eicosanoids possess potent biological activity as inflammatory mediators that augment
Isoprostane
Scottish professor and researcher of pharmacology
He is a leading authority on the biosynthesis of prostoglandins and eicosanoids. Brash was educated at Strathallan School near Perth, Scotland and Downing
Alan_Brash_(pharmacologist)
Protein found in humans
Melatonin 1A 1B 1C TAAR 1 2 5 6 8 9 Metabolites and signaling molecules Eicosanoid CysLT 1 2 LTB4 1 2 FPRL1 OXE Prostaglandin DP 1 2 EP 1 2 3 4 FP Prostacyclin
Corticotropin-releasing hormone receptor 2
Corticotropin-releasing_hormone_receptor_2
Proposed mechanism of cannabis compounds
242) Pravadoline RCS-4 WIN 54,461 Cyclohexylphenols CP-47,947 CP-55,940 Eicosanoids AM-883 AM-1346 ACEA ACPA Methanandamide (AM-356) O-585 O-689 O-1812 O-1860
Entourage_effect
Protein-coding gene in the species Homo sapiens
acid sequence relationship to the eight other Prostanoid receptors (see Eicosanoid receptor#Prostenoid receptors). DP2 was found to stimulate the directed
Prostaglandin_DP2_receptor
Medication to induce abortion and treat ulcers
PMID 16885670. S2CID 13063131. Moreno JJ (February 2017). "Eicosanoid receptors: Targets for the treatment of disrupted intestinal epithelial
Misoprostol
Immune cell found in connective tissue
β-glucuronidase, CD63) Newly synthesized inflammatory mediators lipid mediators (eicosanoids, thromboxane, LTB4, LTC4, PAF, PGD2) neuropeptides (CRH, VIP) growth
Mast_cell
Biochemical process involving the production of fats
Fatty acid synthesis Other Steroid metabolism Sphingolipid metabolism Eicosanoid metabolism Ketosis Reverse cholesterol transport Other Metal metabolism
Lipogenesis
Topics referred to by the same term
E4-isoprostane, a type of isoprostane Leukotriene E4, a naturally produced eicosanoid lipid mediator E-4 process, an obsolete development process associated
E4
Pseudogene in the species Homo sapiens
Melatonin 1A 1B 1C TAAR 1 2 5 6 8 9 Metabolites and signaling molecules Eicosanoid CysLT 1 2 LTB4 1 2 FPRL1 OXE Prostaglandin DP 1 2 EP 1 2 3 4 FP Prostacyclin
TAS2R12
Series of interconnected biochemical reactions
acids Glyco- sphingolipids Sphingolipids Waxes Polyunsaturated fatty acids Neurotransmitters & thyroid hormones Steroids Endo- cannabinoids Eicosanoids
Glycolysis
Protein family
Melatonin 1A 1B 1C TAAR 1 2 5 6 8 9 Metabolites and signaling molecules Eicosanoid CysLT 1 2 LTB4 1 2 FPRL1 OXE Prostaglandin DP 1 2 EP 1 2 3 4 FP Prostacyclin
Alpha-2_adrenergic_receptor
Subtype of leukocytes
O'Flaherty, J. T. (15 November 1996). "Stimulating properties of 5-oxo-eicosanoids for human monocytes: synergism with monocyte chemotactic protein-1 and
Monocyte
Protein-coding gene in the species Homo sapiens
Chinese population study. Prostaglandin F2 alpha Prostaglandin receptors Eicosanoid receptor GRCh38: Ensembl release 89: ENSG00000122420 – Ensembl, May 2017
Prostaglandin_F_receptor
Mammalian protein found in Homo sapiens
(https://www.wikigenes.org/e/gene/e/5739.html) PGI2 Prostaglandin receptors Eicosanoid receptor GRCh38: Ensembl release 89: ENSG00000160013 – Ensembl, May 2017
Prostacyclin_receptor
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