2-Aminoethanol

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

Structure Search

SMILES

NCCO

InChI

InChIKey=HZAXFHJVJLSVMW-UHFFFAOYSA-N

InChI=1S/C2H7NO/c3-1-2-4/h4H,1-3H2

HIDE SMILES / InChI

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/28785375 | https://www.ncbi.nlm.nih.gov/pubmed/20938668 | Speight, G.J. (2015) Fouling in Refineries, page 358, retrieved from: https://books.google.ru/books?id=FeWcBAAAQBAJ

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
Signal transducer and activator of transcription 3 10 Target ID: CHEMBL1764933 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20938668	Activator 1447

Conditions

Condition	Modality	Targets	Highest Phase	Product
Myocardial ischemia 14 Sources: https://www.ncbi.nlm.nih.gov/pubmed/20938668	Preventing		Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Characterization of the lipopolysaccharide and structure of the O-specific polysaccharide of the bacterium Pseudomonas syringae pv. atrofaciens IMV 948.	2001 Apr	11403642
Concentration verification of ethanol/nitrogen compressed gas cylinders prior to use for periodic determinations of accuracy in California.	2001 Apr	11327355
Structure-activity relationship studies of (+/-)-terbutaline and (+/-)-fenoterol on beta3-adrenoceptors in the guinea pig gastric fundus.	2001 Aug	11885748
Ethanolamine transport in human placental brush-border membrane vesicles.	2001 Aug	11454933
Isothermal titration calorimetric analysis of the interaction between cationic lipids and plasmid DNA.	2001 Feb 1	11361005
Overexpression of a mammalian ethanolamine-specific kinase accelerates the CDP-ethanolamine pathway.	2001 Jan 19	11044454
Suicide through doxylamine poisoning.	2001 Jun 1	11348810
Development of a serum-free medium for a human immortalized fibroblast cell line (KMST-6/TNF) producing tumor necrosis factor-alpha (TNF-alpha) and growth inhibitory effects of its conditioned medium on malignant cells in culture.	2001 Mar	11370808
Cellular metabolism in lymphocytes of a novel thioether-phospholipid-AZT conjugate with anti-HIV-1 activity.	2001 May	11369433
Development of a tRNA-dependent in vitro translation system.	2001 May	11350040
Phospholipid composition of human sperm and seminal plasma in relation to sperm fertility.	2001 May-Jun	11339641
Cytoskeletal inhibitors, anti-adhesion molecule antibodies, and lectins inhibit hepatocyte spheroid formation.	2002 Feb	11873944
Saccharomonospora halophila sp. nov., a novel halophilic actinomycete isolated from marsh soil in Kuwait.	2002 Mar	11931168
Phospholipid biosynthesis in the oyster protozoan parasite, Perkinsus marinus.	2002 May	12034458
Involvement of delta-aminolaevulinate synthase encoded by the parasite gene in de novo haem synthesis by Plasmodium falciparum.	2002 Oct 15	12119044

Patents

Sample Use Guides

In Vivo Use Guide

Rat: single injection 5 mg/kg of S1P

Route of Administration: Intravenous

In Vitro Use Guide

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 by `admin` on `Wed Apr 02 09:19:43 GMT 2025` Edited by `admin` on `Wed Apr 02 09:19:43 GMT 2025`
Record UNII	5KV86114PT
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

Ethanolamine

Preferred Name

English

2-Aminoethanol

Systematic Name

English

Monoethanolamine [II]

Common Name

English

IFOSFAMIDE IMPURITY D [EP IMPURITY]

Common Name

English

Monoethanolamine

Systematic Name

English

Monoethanolamine [USP-RS]

Common Name

English

Olamine [INN]

Common Name

English

Ethanolamine [EP MONOGRAPH]

Common Name

English

Ethanolamine [WHO-DD]

Common Name

English

Ethanolamine [HSDB]

Common Name

English

Ethanolamine [MI]

Common Name

English

Olamine

Official Name

English

TROLAMINE IMPURITY A [EP IMPURITY]

Common Name

English

Classification Tree Code System Code

LOINC

34300-4