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Details

Stereochemistry ACHIRAL
Molecular Formula C2H7NO.ClH
Molecular Weight 97.544
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ETHANOLAMINE HYDROCHLORIDE

SMILES

Cl.NCCO

InChI

InChIKey=PMUNIMVZCACZBB-UHFFFAOYSA-N
InChI=1S/C2H7NO.ClH/c3-1-2-4;/h4H,1-3H2;1H

HIDE SMILES / InChI
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

Sources: DOI: 10.1002/cber.189703001178

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
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
Structure-activity relationship studies of (+/-)-terbutaline and (+/-)-fenoterol on beta3-adrenoceptors in the guinea pig gastric fundus.
2001 Aug
Liquid ionization mass spectrometry of some triorganotin carboxylates.
2001 Dec
Control of autofluorescence of archival formaldehyde-fixed, paraffin-embedded tissue in confocal laser scanning microscopy (CLSM).
2001 Dec
Beta 3 agonists. Part 1: evolution from inception to BMS-194449.
2001 Dec 3
Toxicity of amiodarone and amiodarone analogues on isolated rat liver mitochondria.
2001 Nov
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
Confocal and probe microscopy to study gene transfection mediated by cationic liposomes with a cationic cholesterol derivative.
2001 Nov 19
Tissue-specific and developmental effects of the easily shocked mutation on ethanolamine kinase activity and phospholipid composition in Drosophila melanogaster.
2001 Oct
Maternal-fetal n-6 and n-3 polyunsaturated fatty acids gradient in plasma and red cell phospholipids.
2001 Sep
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
Thermal study of simple amino-alcohol solutions.
2002 Apr
Detection of ligands for selectins in the oligosaccharide fraction of human milk.
2002 Apr
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
Kinetic analyses of liver phosphatidylcholine and phosphatidylethanolamine biosynthesis using (13)C NMR spectroscopy.
2002 Feb 28
Biosynthesis and degradation of anandamide and 2-arachidonoylglycerol and their possible physiological significance.
2002 Feb-Mar
Rapid synthesis and turnover of brain microsomal ether phospholipids in the adult rat.
2002 Jan
Dietary n-3 and n-6 fatty acids alter avian metabolism: molecular-species composition of breast-muscle phospholipids.
2002 Jul
Algicidal effectiveness of Clearigate, Cutrine-Plus, and copper sulfate and margins of safety associated with their use.
2002 Jul
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
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
Endometriosis in reproductive immunology.
2002 May
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
Patents

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
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.
Name Type Language
ETHANOLAMINE HYDROCHLORIDE
II   MI  
Systematic Name English
ETHANOLAMINE HCL
INCI  
INCI  
Official Name English
NSC-10000
Code English
ETHANOLAMINE HYDROCHLORIDE [II]
Common Name English
ETHANOLAMINE HYDROCHLORIDE [MI]
Common Name English
NSC-30601
Code English
ETHANOLAMINE HCL [INCI]
Common Name English
2-AMINOETHANOL HYDROCHLORIDE
Systematic Name English
NSC-41218
Code English
MONOETHANOLAMINE HYDROCHLORIDE
Systematic Name English
Code System Code Type Description
MERCK INDEX
m5052
Created by admin on Fri Dec 15 15:06:16 GMT 2023 , Edited by admin on Fri Dec 15 15:06:16 GMT 2023
PRIMARY Merck Index
ECHA (EC/EINECS)
217-900-6
Created by admin on Fri Dec 15 15:06:16 GMT 2023 , Edited by admin on Fri Dec 15 15:06:16 GMT 2023
PRIMARY
NSC
41218
Created by admin on Fri Dec 15 15:06:16 GMT 2023 , Edited by admin on Fri Dec 15 15:06:16 GMT 2023
PRIMARY
RXCUI
1311530
Created by admin on Fri Dec 15 15:06:16 GMT 2023 , Edited by admin on Fri Dec 15 15:06:16 GMT 2023
PRIMARY RxNorm
DRUG BANK
DBSALT002264
Created by admin on Fri Dec 15 15:06:16 GMT 2023 , Edited by admin on Fri Dec 15 15:06:16 GMT 2023
PRIMARY
PUBCHEM
74819
Created by admin on Fri Dec 15 15:06:16 GMT 2023 , Edited by admin on Fri Dec 15 15:06:16 GMT 2023
PRIMARY
NCI_THESAURUS
C45678
Created by admin on Fri Dec 15 15:06:16 GMT 2023 , Edited by admin on Fri Dec 15 15:06:16 GMT 2023
CONCEPT Industrial Aid
NSC
10000
Created by admin on Fri Dec 15 15:06:16 GMT 2023 , Edited by admin on Fri Dec 15 15:06:16 GMT 2023
PRIMARY
CAS
2002-24-6
Created by admin on Fri Dec 15 15:06:16 GMT 2023 , Edited by admin on Fri Dec 15 15:06:16 GMT 2023
PRIMARY
FDA UNII
KKP3YYL02F
Created by admin on Fri Dec 15 15:06:16 GMT 2023 , Edited by admin on Fri Dec 15 15:06:16 GMT 2023
PRIMARY
NSC
30601
Created by admin on Fri Dec 15 15:06:16 GMT 2023 , Edited by admin on Fri Dec 15 15:06:16 GMT 2023
PRIMARY
DAILYMED
KKP3YYL02F
Created by admin on Fri Dec 15 15:06:16 GMT 2023 , Edited by admin on Fri Dec 15 15:06:16 GMT 2023
PRIMARY
NCI_THESAURUS
C80926
Created by admin on Fri Dec 15 15:06:16 GMT 2023 , Edited by admin on Fri Dec 15 15:06:16 GMT 2023
PRIMARY
EPA CompTox
DTXSID8049593
Created by admin on Fri Dec 15 15:06:16 GMT 2023 , Edited by admin on Fri Dec 15 15:06:16 GMT 2023
PRIMARY