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 | 20.00634 |
| 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 |
|---|---|---|
| Involvement of delta-aminolaevulinate synthase encoded by the parasite gene in de novo haem synthesis by Plasmodium falciparum. | 2002-10-15 |
|
| Phosphomonoester concentrations differ between chronic lymphocytic leukemia cells and normal human lymphocytes. | 2002-10 |
|
| Evaluation and optimization of DNA delivery into gliosarcoma 9L cells by a cholesterol-based cationic liposome. | 2002-08-31 |
|
| Phosphatidyl ethanolamine is essential for targeting the arginine transporter Can1p to the plasma membrane of yeast. | 2002-08-19 |
|
| Amiodarone-induced phospholipidosis: an in vivo [14C]-acetate uptake study in rat. | 2002-08 |
|
| Computational exploration of rearrangements related to the vitamin B12-dependent ethanolamine ammonia lyase catalyzed transformation. | 2002-07-31 |
|
| Dietary n-3 and n-6 fatty acids alter avian metabolism: molecular-species composition of breast-muscle phospholipids. | 2002-07 |
|
| Algicidal effectiveness of Clearigate, Cutrine-Plus, and copper sulfate and margins of safety associated with their use. | 2002-07 |
|
| Biosynthesis and degradation of anandamide and 2-arachidonoylglycerol and their possible physiological significance. | 2002-06-08 |
|
| LC-MS/MS identification of in vitro metabolites of a new H+/K+ ATPase inhibitor, KR-60436 produced by rat and human liver microsomes. | 2002-06-01 |
|
| Characterization of a novel endocannabinoid, virodhamine, with antagonist activity at the CB1 receptor. | 2002-06 |
|
| Stereochemical properties of lysophosphatidic acid receptor activation and metabolism. | 2002-05-23 |
|
| Structure-activity relationships of lysophosphatidic acid analogs. | 2002-05-23 |
|
| Expression and characterization of the active molecular forms of choline/ethanolamine kinase-alpha and -beta in mouse tissues, including carbon tetrachloride-induced liver. | 2002-05-01 |
|
| Endometriosis in reproductive immunology. | 2002-05 |
|
| Phospholipid biosynthesis in the oyster protozoan parasite, Perkinsus marinus. | 2002-05 |
|
| Characterization of the hom-thrC-thrB cluster in aminoethoxyvinylglycine-producing Streptomyces sp. NRRL 5331. | 2002-05 |
|
| Thermal study of simple amino-alcohol solutions. | 2002-04 |
|
| Detection of ligands for selectins in the oligosaccharide fraction of human milk. | 2002-04 |
|
| Glycosylphosphatidylinositol (GPI)-anchored proteins. | 2002-04 |
|
| Mutations inducing divergent shifts of constitutive activity reveal different modes of binding among catecholamine analogues to the beta(2)-adrenergic receptor. | 2002-04 |
|
| Endoscopic management and long-term follow-up of Dieulafoy's lesions in the upper GI tract. | 2002-04 |
|
| 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. | 2002-03-28 |
|
| 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. | 2002-03-15 |
|
| Extracellular release of the glycosylphosphatidylinositol (GPI)-linked Leishmania surface metalloprotease, gp63, is independent of GPI phospholipolysis: implications for parasite virulence. | 2002-03-15 |
|
| Behavior and characteristics of amine derivatives obtained with o-phthaldialdehyde/3-mercaptopropionic acid and with o-phthaldialdehyde/N-acetyl-L-cysteine reagents. | 2002-03-08 |
|
| Comparative study of the effects of short- and long-term ethanol treatment and alcohol withdrawal on phospholipid biosynthesis in rat hepatocytes. | 2002-03 |
|
| Saccharomonospora halophila sp. nov., a novel halophilic actinomycete isolated from marsh soil in Kuwait. | 2002-03 |
|
| Kinetic analyses of liver phosphatidylcholine and phosphatidylethanolamine biosynthesis using (13)C NMR spectroscopy. | 2002-02-28 |
|
| Regulation of phosphatidylcholine and phosphatidylethanolamine synthesis in rat hepatocytes by 5-aminoimidazole-4-carboxamide ribonucleoside (AICAR). | 2002-02-15 |
|
| New structures of the O-specific polysaccharides of bacteria of the genus Proteus. 1. Phosphate-containing polysaccharides. | 2002-02 |
|
| (Aminoethanol)dichloroplatinum(II) complexes: influence of the hydroxyethyl moiety on 5'-GMP and DNA binding, intramolecular stability, the partition coefficient and anticancer activity. | 2002-02 |
|
| Cytoskeletal inhibitors, anti-adhesion molecule antibodies, and lectins inhibit hepatocyte spheroid formation. | 2002-02 |
|
| Rapid synthesis and turnover of brain microsomal ether phospholipids in the adult rat. | 2002-01 |
|
| 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 |
|
| Ethanolamine is a co-mitogenic factor for proliferation of primary hepatocytes. | 2002 |
|
| Beta 3 agonists. Part 1: evolution from inception to BMS-194449. | 2001-12-03 |
|
| Liquid ionization mass spectrometry of some triorganotin carboxylates. | 2001-12 |
|
| Control of autofluorescence of archival formaldehyde-fixed, paraffin-embedded tissue in confocal laser scanning microscopy (CLSM). | 2001-12 |
|
| Confocal and probe microscopy to study gene transfection mediated by cationic liposomes with a cationic cholesterol derivative. | 2001-11-19 |
|
| Reductive demercuration in deprotection of trityl thioethers, trityl amines, and trityl ethers. | 2001-11-16 |
|
| Luminol chemiluminescence in unbuffered solutions with a cobalt(II)-ethanolamine complex immobilized on resin as catalyst and its application to analysis. | 2001-11-01 |
|
| Toxicity of amiodarone and amiodarone analogues on isolated rat liver mitochondria. | 2001-11 |
|
| Nature of glycosylphosphatidylinositols produced by mouse embryonic stem cells. | 2001-11 |
|
| Tissue-specific and developmental effects of the easily shocked mutation on ethanolamine kinase activity and phospholipid composition in Drosophila melanogaster. | 2001-10 |
|
| Maternal-fetal n-6 and n-3 polyunsaturated fatty acids gradient in plasma and red cell phospholipids. | 2001-09 |
|
| Structure-activity relationship studies of (+/-)-terbutaline and (+/-)-fenoterol on beta3-adrenoceptors in the guinea pig gastric fundus. | 2001-08 |
|
| Binding specificity of Bacillus thuringiensis Cry1Aa for purified, native Bombyx mori aminopeptidase N and cadherin-like receptors. | 2001 |
|
| 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 |
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
Mon Mar 31 18:02:31 GMT 2025
by
admin
on
Mon Mar 31 18:02:31 GMT 2025
|
| Record UNII |
6UT951O512
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
Download
| Name | Type | Language | ||
|---|---|---|---|---|
|
Preferred Name | English | ||
|
Systematic Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
DTXSID10169091
Created by
admin on Mon Mar 31 18:02:31 GMT 2025 , Edited by admin on Mon Mar 31 18:02:31 GMT 2025
|
PRIMARY | |||
|
17140-77-1
Created by
admin on Mon Mar 31 18:02:31 GMT 2025 , Edited by admin on Mon Mar 31 18:02:31 GMT 2025
|
PRIMARY | |||
|
22617393
Created by
admin on Mon Mar 31 18:02:31 GMT 2025 , Edited by admin on Mon Mar 31 18:02:31 GMT 2025
|
PRIMARY | |||
|
6UT951O512
Created by
admin on Mon Mar 31 18:02:31 GMT 2025 , Edited by admin on Mon Mar 31 18:02:31 GMT 2025
|
PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
|
|
PARENT -> SALT/SOLVATE | |||
|
|
PARENT -> SALT/SOLVATE |
