Target type: biologicalprocess
The chemical reactions and pathways involving N-acylphosphatidylethanolamines. An N-acylphosphatidylethanolamine is a phosphatidylethanolamine substituted at nitrogen by an acyl group. [GOC:elh, GOC:mah, PMID:14634025, PMID:15878693]
The N-acylphosphatidylethanolamine metabolic process is a crucial step in the synthesis of various lipid molecules, particularly those involved in cell signaling and membrane structure. This process begins with the formation of N-acylphosphatidylethanolamine (NAPE) from phosphatidylethanolamine (PE) through the transfer of an acyl group from a donor molecule, often a fatty acyl-CoA, to the amine group of PE. This acylation reaction is catalyzed by a specific enzyme known as NAPE synthase. Once NAPE is formed, it can undergo several metabolic fates, leading to the production of different bioactive lipids. One prominent pathway is the hydrolysis of NAPE by NAPE-specific phospholipase D (NAPE-PLD) to generate lysophosphatidic acid (LPA) and N-acylethanolamine (NAE). LPA is a potent signaling molecule involved in various cellular processes, including cell growth, proliferation, and migration. NAE, also known as anandamide, is a neurotransmitter that binds to cannabinoid receptors and plays a role in regulating pain, appetite, and mood. Another important pathway involves the conversion of NAPE to N-acylphosphatidylserine (NAPS) by a specific phospholipase. NAPS is a precursor to various phospholipids, including phosphatidylserine (PS), which is critical for membrane structure and function. In addition to these primary pathways, NAPE can also be further metabolized by various enzymes to produce other bioactive lipids, such as N-acylglycine and N-acylsphingosine. The N-acylphosphatidylethanolamine metabolic process is tightly regulated by various factors, including the availability of substrates, the activity of enzymes involved, and the cellular context. This complex interplay ensures the precise production and utilization of different bioactive lipids, contributing to the proper functioning of cells and organisms. Overall, the N-acylphosphatidylethanolamine metabolic process is a multifaceted pathway that plays a vital role in lipid metabolism, signaling, and membrane structure. Its intricate regulation and diverse products highlight its importance in maintaining cellular homeostasis and organismal health.'
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| Protein | Definition | Taxonomy |
|---|---|---|
| N-acyl-phosphatidylethanolamine-hydrolyzing phospholipase D | An N-acyl-phosphatidylethanolamine-hydrolyzing phospholipase D that is encoded in the genome of human. [PRO:DNx, UniProtKB:Q6IQ20] | Homo sapiens (human) |
| N-acylethanolamine-hydrolyzing acid amidase | An N-acylethanolamine-hydrolyzing acid amidase that is encoded in the genome of human. [PRO:DNx, UniProtKB:Q02083] | Homo sapiens (human) |
| Compound | Definition | Classes | Roles |
|---|---|---|---|
| cannabinol | Cannabinol: A physiologically inactive constituent of Cannabis sativa L. | dibenzopyran | |
| hexachlorophene | hexachlorophene : An organochlorine compound that is diphenylmethane in which each of the phenyl groups is substituted by chlorines at positions 2, 3, and 5, and by a hydroxy group at position 6. An antiseptic that is effective against Gram-positive organisms, it is used in soaps and creams for the treatment of various skin disorders. It is also used in agriculture as an acaricide and fungicide, but is not approved for such use within the European Union. Hexachlorophene: A chlorinated bisphenol antiseptic with a bacteriostatic action against Gram-positive organisms, but much less effective against Gram-negative organisms. It is mainly used in soaps and creams and is an ingredient of various preparations used for skin disorders. (From Martindale, The Extra Pharmacopoeia, 30th ed, p797) | bridged diphenyl fungicide; polyphenol; trichlorobenzene | acaricide; antibacterial agent; antifungal agrochemical; antiseptic drug |
| lithocholic acid | lithocholate : A bile acid anion that is the conjugate base of lithocholic acid. lithocholic acid : A monohydroxy-5beta-cholanic acid with a alpha-hydroxy substituent at position 3. It is a bile acid obtained from chenodeoxycholic acid by bacterial action. Lithocholic Acid: A bile acid formed from chenodeoxycholate by bacterial action, usually conjugated with glycine or taurine. It acts as a detergent to solubilize fats for absorption and is itself absorbed. It is used as cholagogue and choleretic. | bile acid; C24-steroid; monohydroxy-5beta-cholanic acid | geroprotector; human metabolite; mouse metabolite |
| diacerein | diacerein: chelates with bivalent metals; a quinone which possesses redox properties; metabolized to active rhein; proposed mechanisms include inhibiting IL1 and metalloproteinases; called a slow acting symptomatic drug in osteoarthritis; no effect of cyclooxygenase; | anthraquinone | |
| cannabichromene | 1-benzopyran | ||
| (6ar-trans)-isomer of tetrahydrocannabivarin 9 | |||
| delta(9)-tetrahydrocannabinolic acid | Delta(9)-tetrahydrocannabinolic acid : A diterpenoid that is 6a,7,8,10a-tetrahydro-6H-benzo[c]chromene substituted at position 1 by a hydroxy group, positions 6, 6 and 9 by methyl groups and at position 3 by a pentyl group. A biosynthetic precursor to Delta(9)-tetrahydrocannabinol, the principal psychoactive constituent of the cannabis plant. | benzochromene; diterpenoid; hydroxy monocarboxylic acid; phytocannabinoid; polyketide | anti-inflammatory agent; biomarker; metabolite; neuroprotective agent |
| cannabidiolic acid | cannabidiolic acid : A dihydroxybenzoic acid that is olivetolic acid in which the hydrogen at position 3 is substituted by a 3-p-mentha-1,8-dien-3-yl (limonene) group. cannabidiolic acid: structure | dihydroxybenzoic acid; phytocannabinoid; polyketide; resorcinols | |
| sc 58272 | SC 58272: inhibits myristoyl-CoA:protein N-myristoyltransferase; structure given in first source | ||
| cannabidiol | cannabidiol : An cannabinoid that is cyclohexene which is substituted by a methyl group at position 1, a 2,6-dihydroxy-4-pentylphenyl group at position 3, and a prop-1-en-2-yl group at position 4. Cannabidiol: Compound isolated from Cannabis sativa extract. | olefinic compound; phytocannabinoid; resorcinols | antimicrobial agent; plant metabolite |
| cannabigerol | cannabigerol : A member of the class of resorcinols that is resorcinol which is substituted by a (2E)-3,7-dimethylocta-2,6-dien-1-yl group at position 2 and by a pentyl group at position 5. It is a natural product found in Cannabis sativa and Helichrysum species. cannabigerol: RN given refers to (E)-isomer; structure given in first source | phytocannabinoid; resorcinols | anti-inflammatory agent; antibacterial agent; antioxidant; appetite enhancer; cannabinoid receptor agonist; neuroprotective agent; plant metabolite |
| nitrocefin | nitrocefin: chromogenic cephalosporin used for detection of beta-lactamase activity; Cefinase is name for nitrocefin on paper disc; RN given refers to (6R-(3(E),6 alpha,7 beta))-isomer; structure for mono-Na salt in second source | ||
| cannabigerolic acid | cannabigerolic acid : A dihydroxybenzoic acid that is olivetolic acid in which the hydrogen at position 3 is substituted by a geranyl group. A biosynthetic precursor to Delta(9)-tetrahydrocannabinol, the principal psychoactive constituent of the cannabis plant. cannabigerolic acid: structure in first source | dihydroxybenzoic acid; diterpenoid; phytocannabinoid; polyketide; resorcinols | |
| cannabidivarin | cannabidivarin: from Cannabis sativa | monoterpenoid |