Details
Stereochemistry | ACHIRAL |
Molecular Formula | C2H7NO |
Molecular Weight | 61.0831 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
NCCO
InChI
InChIKey=HZAXFHJVJLSVMW-UHFFFAOYSA-N
InChI=1S/C2H7NO/c3-1-2-4/h4H,1-3H2
Molecular Formula | C2H7NO |
Molecular Weight | 61.0831 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Monoethanolamine is both a primary amine and a primary alcohol. It is an olamine derivative. Monoethanolamine occurs in every cell in the human body as the head group of Phosphatidylethanolamine. Monoethanolamine is a component of glycosylphosphatidylinositol-anchored proteins, which are essential for viability. Other sources of monoethanolamine or phosphoethanolamine in the human body are the degradation of sphingosine phosphate by sphingosine phosphate lyase and the degradation of the endocannabinoid anandamide by the fatty acid amine hydrolase. Monoethanolamine stimulates the rapid growth of mammalian cells in culture. Monoethanolamine has a cardioprotective role against ischemia/reperfusion injury via activation of the transcription factor STAT-3. Monoethanolamine is a chemical intermediate in the manufacture of cosmetics, surface-active agents, emulsifiers, pharmaceuticals, and plasticizing agents.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: CHEMBL1764933 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20938668 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Preventing | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
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Developmental changes in choline- and ethanolamine-containing compounds measured with proton-decoupled (31)P MRS in in vivo human brain. | 1999 Oct |
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Binding specificity of Bacillus thuringiensis Cry1Aa for purified, native Bombyx mori aminopeptidase N and cadherin-like receptors. | 2001 |
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Concentration verification of ethanol/nitrogen compressed gas cylinders prior to use for periodic determinations of accuracy in California. | 2001 Apr |
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Chlorpromazine-induced increase in dipalmitoylphosphatidylserine surface area in monolayers at room temperature. | 2001 Apr 1 |
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Effects of homologues and analogues of palmitoylethanolamide upon the inactivation of the endocannabinoid anandamide. | 2001 Aug |
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Ethanolamine transport in human placental brush-border membrane vesicles. | 2001 Aug |
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Control of autofluorescence of archival formaldehyde-fixed, paraffin-embedded tissue in confocal laser scanning microscopy (CLSM). | 2001 Dec |
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Protein kinase C activation by 12-0-tetradecanoylphorbol 13-acetate in CG-4 line oligodendrocytes stimulates turnover of choline and ethanolamine phospholipids by phospholipase D and induces rapid process contraction. | 2001 Jan |
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Overexpression of a mammalian ethanolamine-specific kinase accelerates the CDP-ethanolamine pathway. | 2001 Jan 19 |
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Light-induced reorganization of phospholipids in rod disc membranes. | 2001 Jan 26 |
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Synthesis of a chiral aziridine derivative as a versatile intermediate for HIV protease inhibitors. | 2001 Jul 26 |
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[Comparative characteristics of lipopolysaccharides of various Pseudomonas fluorescens strains (Biovar I)]. | 2001 Jul-Aug |
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pH-sensitive paramagnetic liposomes as MRI contrast agents: in vitro feasibility studies. | 2001 Jun |
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Optimized aminolysis conditions for cleavage of N-protected hydrophobic peptides from solid-phase resins. | 2001 Jun |
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Structure and expression of the murine phosphatidylserine synthase-1 gene. | 2001 Mar 16 |
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Importance of barrier shape in enzyme-catalyzed reactions. Vibrationally assisted hydrogen tunneling in tryptophan tryptophylquinone-dependent amine dehydrogenases. | 2001 Mar 2 |
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The cellular uptake of anandamide is coupled to its breakdown by fatty-acid amide hydrolase. | 2001 Mar 9 |
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Albibacter methylovorans gen. nov., sp. nov., a novel aerobic, facultatively autotrophic and methylotrophic bacterium that utilizes dichloromethane. | 2001 May |
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Transport characteristics of peptides and peptidomimetics: II. Hydroxyethylamine bioisostere-containing peptidomimetics as substrates for the oligopeptide transporter and P-glycoprotein in the intestinal mucosa. | 2001 May |
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Development of a tRNA-dependent in vitro translation system. | 2001 May |
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Phospholipid composition of human sperm and seminal plasma in relation to sperm fertility. | 2001 May-Jun |
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Nature of glycosylphosphatidylinositols produced by mouse embryonic stem cells. | 2001 Nov |
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Luminol chemiluminescence in unbuffered solutions with a cobalt(II)-ethanolamine complex immobilized on resin as catalyst and its application to analysis. | 2001 Nov 1 |
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Confocal and probe microscopy to study gene transfection mediated by cationic liposomes with a cationic cholesterol derivative. | 2001 Nov 19 |
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Tissue-specific and developmental effects of the easily shocked mutation on ethanolamine kinase activity and phospholipid composition in Drosophila melanogaster. | 2001 Oct |
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Macromolecular prodrugs. IX. Synthesis of polymer-fenoprofen conjugates. | 2001 Oct 9 |
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Maternal-fetal n-6 and n-3 polyunsaturated fatty acids gradient in plasma and red cell phospholipids. | 2001 Sep |
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Interaction of the substrate radical and the 5'-deoxyadenosine-5'-methyl group in vitamin B(12) coenzyme-dependent ethanolamine deaminase. | 2001 Sep 5 |
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Poly(amide ester)s from 2,6-pyridinedicarboxylic acid and ethanolamine derivatives: identification of macrocycles by matrix-assisted laser desorption/ionization mass spectrometry. | 2002 |
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Detection of ligands for selectins in the oligosaccharide fraction of human milk. | 2002 Apr |
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Mutations inducing divergent shifts of constitutive activity reveal different modes of binding among catecholamine analogues to the beta(2)-adrenergic receptor. | 2002 Apr |
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New structures of the O-specific polysaccharides of bacteria of the genus Proteus. 1. Phosphate-containing polysaccharides. | 2002 Feb |
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Regulation of phosphatidylcholine and phosphatidylethanolamine synthesis in rat hepatocytes by 5-aminoimidazole-4-carboxamide ribonucleoside (AICAR). | 2002 Feb 15 |
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Rapid synthesis and turnover of brain microsomal ether phospholipids in the adult rat. | 2002 Jan |
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Endometriosis in reproductive immunology. | 2002 May |
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Characterization of the hom-thrC-thrB cluster in aminoethoxyvinylglycine-producing Streptomyces sp. NRRL 5331. | 2002 May |
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Expression and characterization of the active molecular forms of choline/ethanolamine kinase-alpha and -beta in mouse tissues, including carbon tetrachloride-induced liver. | 2002 May 1 |
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Stereochemical properties of lysophosphatidic acid receptor activation and metabolism. | 2002 May 23 |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/20938668
Curator's Comment: Ethanolamine is a product of metabolism of sphingosine-1-phosphate (of S1P)
Rat: single injection 5 mg/kg of S1P
Route of Administration:
Intravenous
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/28785375
1 uM of Monoethanolamine is required to activate virulence gene expression in Escherichia coli O157:H7 (EHEC), and this concentration is far below the concentration required for ethanolamine to be used as a nitrogen source.
Substance Class |
Chemical
Created
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on
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Sat Dec 16 17:35:35 GMT 2023
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on
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Record UNII |
5KV86114PT
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Record Status |
Validated (UNII)
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11601
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C29578
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