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
| 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 |
| Molecular Formula | FH |
| Molecular Weight | 20.0063 |
| 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
PubMed
| Title | Date | PubMed |
|---|---|---|
| Developmental changes in choline- and ethanolamine-containing compounds measured with proton-decoupled (31)P MRS in in vivo human brain. | 1999 Oct |
|
| Chlorpromazine-induced increase in dipalmitoylphosphatidylserine surface area in monolayers at room temperature. | 2001 Apr 1 |
|
| Inhibition of interleukin-4- and CD40-induced IgE germline gene promoter activity by 2'-aminoethoxy-modified triplex-forming oligonucleotides. | 2001 Apr 13 |
|
| Structure-activity relationship studies of (+/-)-terbutaline and (+/-)-fenoterol on beta3-adrenoceptors in the guinea pig gastric fundus. | 2001 Aug |
|
| Construction of phosphatidylethanolamine-less strain of Saccharomyces cerevisiae. Effect on amino acid transport. | 2001 Feb |
|
| Isothermal titration calorimetric analysis of the interaction between cationic lipids and plasmid DNA. | 2001 Feb 1 |
|
| Chronic ingestion of ethanol stimulates lipogenic response in rat hepatocytes. | 2001 Feb 2 |
|
| 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 |
|
| Overexpression of a mammalian ethanolamine-specific kinase accelerates the CDP-ethanolamine pathway. | 2001 Jan 19 |
|
| Light-induced reorganization of phospholipids in rod disc membranes. | 2001 Jan 26 |
|
| 5'-Deoxyadenosine contacts the substrate radical intermediate in the active site of ethanolamine ammonia-lyase: 2H and 13C electron nuclear double resonance studies. | 2001 Jan 9 |
|
| Prostasin is a glycosylphosphatidylinositol-anchored active serine protease. | 2001 Jun 15 |
|
| Modified phosphatidylethanolamine as the active component of oxidized low density lipoprotein promoting platelet prothrombinase activity. | 2001 Jun 8 |
|
| The immunodominant 17-kDa antigen from Cryptosporidium parvum is glycosylphosphatidylinositol-anchored. | 2001 Mar |
|
| trans-Bis(ethanolamine-N,O)bis(saccharinato-N)copper(II). | 2001 Mar |
|
| Structure and expression of the murine phosphatidylserine synthase-1 gene. | 2001 Mar 16 |
|
| Importance of barrier shape in enzyme-catalyzed reactions. Vibrationally assisted hydrogen tunneling in tryptophan tryptophylquinone-dependent amine dehydrogenases. | 2001 Mar 2 |
|
| The cellular uptake of anandamide is coupled to its breakdown by fatty-acid amide hydrolase. | 2001 Mar 9 |
|
| 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 |
|
| Development of a tRNA-dependent in vitro translation system. | 2001 May |
|
| Nature of glycosylphosphatidylinositols produced by mouse embryonic stem cells. | 2001 Nov |
|
| Luminol chemiluminescence in unbuffered solutions with a cobalt(II)-ethanolamine complex immobilized on resin as catalyst and its application to analysis. | 2001 Nov 1 |
|
| Reductive demercuration in deprotection of trityl thioethers, trityl amines, and trityl ethers. | 2001 Nov 16 |
|
| Decomposition of bisphenol-A (BPA) by radical oxygen. | 2001 Oct |
|
| Ethanolamine is a co-mitogenic factor for proliferation of primary hepatocytes. | 2002 |
|
| Detection of ligands for selectins in the oligosaccharide fraction of human milk. | 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 |
|
| (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 |
|
| Biosynthesis and degradation of anandamide and 2-arachidonoylglycerol and their possible physiological significance. | 2002 Feb-Mar |
|
| Algicidal effectiveness of Clearigate, Cutrine-Plus, and copper sulfate and margins of safety associated with their use. | 2002 Jul |
|
| Comparative study of the effects of short- and long-term ethanol treatment and alcohol withdrawal on phospholipid biosynthesis in rat hepatocytes. | 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 |
|
| 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 |
|
| Structure-activity relationships of lysophosphatidic acid analogs. | 2002 May 23 |
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
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:36:00 GMT 2023
by
admin
on
Fri Dec 15 15:36:00 GMT 2023
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| Record UNII |
6UT951O512
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| Record Status |
Validated (UNII)
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| Record Version |
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PARENT -> SALT/SOLVATE |
