Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C2H7NO.FH |
| Molecular Weight | 81.0894 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
F.NCCO
InChI
InChIKey=PTOKDFKDUYQOAK-UHFFFAOYSA-N
InChI=1S/C2H7NO.FH/c3-1-2-4;/h4H,1-3H2;1H
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
PubMed
| Title | Date | PubMed |
|---|---|---|
| Binding specificity of Bacillus thuringiensis Cry1Aa for purified, native Bombyx mori aminopeptidase N and cadherin-like receptors. | 2001 |
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| The linkage between beta1 integrin and the actin cytoskeleton is differentially regulated by tyrosine and serine/threonine phosphorylation of beta1 integrin in normal and cancerous human breast cells. | 2001 |
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| Structure-activity relationship studies of (+/-)-terbutaline and (+/-)-fenoterol on beta3-adrenoceptors in the guinea pig gastric fundus. | 2001 Aug |
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| Liquid ionization mass spectrometry of some triorganotin carboxylates. | 2001 Dec |
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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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| Beta 3 agonists. Part 1: evolution from inception to BMS-194449. | 2001 Dec 3 |
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| Toxicity of amiodarone and amiodarone analogues on isolated rat liver mitochondria. | 2001 Nov |
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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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| Reductive demercuration in deprotection of trityl thioethers, trityl amines, and trityl ethers. | 2001 Nov 16 |
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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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| Maternal-fetal n-6 and n-3 polyunsaturated fatty acids gradient in plasma and red cell phospholipids. | 2001 Sep |
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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 |
|
| [Structural and metabolic status and functional properties of erythrocytes in schizophrenic patients]. | 2002 |
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| Ethanolamine is a co-mitogenic factor for proliferation of primary hepatocytes. | 2002 |
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| Thermal study of simple amino-alcohol solutions. | 2002 Apr |
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| Detection of ligands for selectins in the oligosaccharide fraction of human milk. | 2002 Apr |
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| Glycosylphosphatidylinositol (GPI)-anchored proteins. | 2002 Apr |
|
| Mutations inducing divergent shifts of constitutive activity reveal different modes of binding among catecholamine analogues to the beta(2)-adrenergic receptor. | 2002 Apr |
|
| Endoscopic management and long-term follow-up of Dieulafoy's lesions in the upper GI tract. | 2002 Apr |
|
| Amiodarone-induced phospholipidosis: an in vivo [14C]-acetate uptake study in rat. | 2002 Aug |
|
| Phosphatidyl ethanolamine is essential for targeting the arginine transporter Can1p to the plasma membrane of yeast. | 2002 Aug 19 |
|
| Evaluation and optimization of DNA delivery into gliosarcoma 9L cells by a cholesterol-based cationic liposome. | 2002 Aug 31 |
|
| New structures of the O-specific polysaccharides of bacteria of the genus Proteus. 1. Phosphate-containing polysaccharides. | 2002 Feb |
|
| (Aminoethanol)dichloroplatinum(II) complexes: influence of the hydroxyethyl moiety on 5'-GMP and DNA binding, intramolecular stability, the partition coefficient and anticancer activity. | 2002 Feb |
|
| Cytoskeletal inhibitors, anti-adhesion molecule antibodies, and lectins inhibit hepatocyte spheroid formation. | 2002 Feb |
|
| Regulation of phosphatidylcholine and phosphatidylethanolamine synthesis in rat hepatocytes by 5-aminoimidazole-4-carboxamide ribonucleoside (AICAR). | 2002 Feb 15 |
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| Kinetic analyses of liver phosphatidylcholine and phosphatidylethanolamine biosynthesis using (13)C NMR spectroscopy. | 2002 Feb 28 |
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| Biosynthesis and degradation of anandamide and 2-arachidonoylglycerol and their possible physiological significance. | 2002 Feb-Mar |
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| Rapid synthesis and turnover of brain microsomal ether phospholipids in the adult rat. | 2002 Jan |
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| Dietary n-3 and n-6 fatty acids alter avian metabolism: molecular-species composition of breast-muscle phospholipids. | 2002 Jul |
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| Algicidal effectiveness of Clearigate, Cutrine-Plus, and copper sulfate and margins of safety associated with their use. | 2002 Jul |
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| Computational exploration of rearrangements related to the vitamin B12-dependent ethanolamine ammonia lyase catalyzed transformation. | 2002 Jul 31 |
|
| Characterization of a novel endocannabinoid, virodhamine, with antagonist activity at the CB1 receptor. | 2002 Jun |
|
| LC-MS/MS identification of in vitro metabolites of a new H+/K+ ATPase inhibitor, KR-60436 produced by rat and human liver microsomes. | 2002 Jun 1 |
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| Comparative study of the effects of short- and long-term ethanol treatment and alcohol withdrawal on phospholipid biosynthesis in rat hepatocytes. | 2002 Mar |
|
| Saccharomonospora halophila sp. nov., a novel halophilic actinomycete isolated from marsh soil in Kuwait. | 2002 Mar |
|
| Coamplification of DAD-R, SOX5, and EKI1 in human testicular seminomas, with specific overexpression of DAD-R, correlates with reduced levels of apoptosis and earlier clinical manifestation. | 2002 Mar 15 |
|
| Extracellular release of the glycosylphosphatidylinositol (GPI)-linked Leishmania surface metalloprotease, gp63, is independent of GPI phospholipolysis: implications for parasite virulence. | 2002 Mar 15 |
|
| Hydroxyethylamine isostere of an HIV-1 protease inhibitor prefers its amine to the hydroxy group in binding to catalytic aspartates. A synchrotron study of HIV-1 protease in complex with a peptidomimetic inhibitor. | 2002 Mar 28 |
|
| Behavior and characteristics of amine derivatives obtained with o-phthaldialdehyde/3-mercaptopropionic acid and with o-phthaldialdehyde/N-acetyl-L-cysteine reagents. | 2002 Mar 8 |
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| Endometriosis in reproductive immunology. | 2002 May |
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| Phospholipid biosynthesis in the oyster protozoan parasite, Perkinsus marinus. | 2002 May |
|
| Characterization of the hom-thrC-thrB cluster in aminoethoxyvinylglycine-producing Streptomyces sp. NRRL 5331. | 2002 May |
|
| 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 |
|
| Stereochemical properties of lysophosphatidic acid receptor activation and metabolism. | 2002 May 23 |
|
| Structure-activity relationships of lysophosphatidic acid analogs. | 2002 May 23 |
|
| Phosphomonoester concentrations differ between chronic lymphocytic leukemia cells and normal human lymphocytes. | 2002 Oct |
|
| Involvement of delta-aminolaevulinate synthase encoded by the parasite gene in de novo haem synthesis by Plasmodium falciparum. | 2002 Oct 15 |
Sample Use Guides
In Vivo Use Guide
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
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DTXSID10169091
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17140-77-1
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22617393
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6UT951O512
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PARENT (SALT/SOLVATE)
PARENT (SALT/SOLVATE)
SUBSTANCE RECORD
