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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 of 2-Aminoethanol

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

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
Characterization of the lipopolysaccharide and structure of the O-specific polysaccharide of the bacterium Pseudomonas syringae pv. atrofaciens IMV 948.
2001 Apr
Concentration verification of ethanol/nitrogen compressed gas cylinders prior to use for periodic determinations of accuracy in California.
2001 Apr
Structure-activity relationship studies of (+/-)-terbutaline and (+/-)-fenoterol on beta3-adrenoceptors in the guinea pig gastric fundus.
2001 Aug
Ethanolamine transport in human placental brush-border membrane vesicles.
2001 Aug
Isothermal titration calorimetric analysis of the interaction between cationic lipids and plasmid DNA.
2001 Feb 1
Overexpression of a mammalian ethanolamine-specific kinase accelerates the CDP-ethanolamine pathway.
2001 Jan 19
Suicide through doxylamine poisoning.
2001 Jun 1
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
Cellular metabolism in lymphocytes of a novel thioether-phospholipid-AZT conjugate with anti-HIV-1 activity.
2001 May
Development of a tRNA-dependent in vitro translation system.
2001 May
Phospholipid composition of human sperm and seminal plasma in relation to sperm fertility.
2001 May-Jun
Cytoskeletal inhibitors, anti-adhesion molecule antibodies, and lectins inhibit hepatocyte spheroid formation.
2002 Feb
Saccharomonospora halophila sp. nov., a novel halophilic actinomycete isolated from marsh soil in Kuwait.
2002 Mar
Phospholipid biosynthesis in the oyster protozoan parasite, Perkinsus marinus.
2002 May
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.
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
HSDB   INCI   MI   WHO-DD  
INCI  
Preferred Name English
2-Aminoethanol
Systematic Name English
Monoethanolamine [II]
Common Name English
IFOSFAMIDE IMPURITY D [EP IMPURITY]
Common Name English
Monoethanolamine
II   USP-RS  
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
INN  
INN  
Official Name English
TROLAMINE IMPURITY A [EP IMPURITY]
Common Name English
Classification Tree Code System Code
LOINC 34300-4
Created by admin on Wed Apr 02 09:19:43 GMT 2025 , Edited by admin on Wed Apr 02 09:19:43 GMT 2025
LOINC 28605-4
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LOINC 26608-0
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LOINC 56678-6
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LOINC 2264-0
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LOINC 13740-6
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NDF-RT N0000175814
Created by admin on Wed Apr 02 09:19:43 GMT 2025 , Edited by admin on Wed Apr 02 09:19:43 GMT 2025
NDF-RT N0000009905
Created by admin on Wed Apr 02 09:19:43 GMT 2025 , Edited by admin on Wed Apr 02 09:19:43 GMT 2025
LOINC 15137-3
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LOINC 26593-4
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LOINC 15142-3
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LOINC 25910-1
Created by admin on Wed Apr 02 09:19:43 GMT 2025 , Edited by admin on Wed Apr 02 09:19:43 GMT 2025
EPA PESTICIDE CODE 11601
Created by admin on Wed Apr 02 09:19:43 GMT 2025 , Edited by admin on Wed Apr 02 09:19:43 GMT 2025
NDF-RT N0000020024
Created by admin on Wed Apr 02 09:19:43 GMT 2025 , Edited by admin on Wed Apr 02 09:19:43 GMT 2025
LOINC 49633-1
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LOINC 32239-6
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LOINC 25098-5
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NCI_THESAURUS C29578
Created by admin on Wed Apr 02 09:19:43 GMT 2025 , Edited by admin on Wed Apr 02 09:19:43 GMT 2025
LOINC 13613-5
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LOINC 6881-7
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LOINC 2263-2
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LOINC 25911-9
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FDA ORPHAN DRUG 416713
Created by admin on Wed Apr 02 09:19:43 GMT 2025 , Edited by admin on Wed Apr 02 09:19:43 GMT 2025
LOINC 25405-2
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LOINC 26803-7
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Code System Code Type Description
CHEBI
23981
Created by admin on Wed Apr 02 09:19:43 GMT 2025 , Edited by admin on Wed Apr 02 09:19:43 GMT 2025
PRIMARY
EPA CompTox
DTXSID6022000
Created by admin on Wed Apr 02 09:19:43 GMT 2025 , Edited by admin on Wed Apr 02 09:19:43 GMT 2025
PRIMARY
MESH
D019856
Created by admin on Wed Apr 02 09:19:43 GMT 2025 , Edited by admin on Wed Apr 02 09:19:43 GMT 2025
PRIMARY
PUBCHEM
700
Created by admin on Wed Apr 02 09:19:43 GMT 2025 , Edited by admin on Wed Apr 02 09:19:43 GMT 2025
PRIMARY
RXCUI
24457
Created by admin on Wed Apr 02 09:19:43 GMT 2025 , Edited by admin on Wed Apr 02 09:19:43 GMT 2025
PRIMARY RxNorm
CHEBI
16000
Created by admin on Wed Apr 02 09:19:43 GMT 2025 , Edited by admin on Wed Apr 02 09:19:43 GMT 2025
PRIMARY
CHEBI
57603
Created by admin on Wed Apr 02 09:19:43 GMT 2025 , Edited by admin on Wed Apr 02 09:19:43 GMT 2025
PRIMARY
NCI_THESAURUS
C61756
Created by admin on Wed Apr 02 09:19:43 GMT 2025 , Edited by admin on Wed Apr 02 09:19:43 GMT 2025
PRIMARY
SMS_ID
100000092555
Created by admin on Wed Apr 02 09:19:43 GMT 2025 , Edited by admin on Wed Apr 02 09:19:43 GMT 2025
PRIMARY
EVMPD
SUB01990MIG
Created by admin on Wed Apr 02 09:19:43 GMT 2025 , Edited by admin on Wed Apr 02 09:19:43 GMT 2025
PRIMARY
HSDB
531
Created by admin on Wed Apr 02 09:19:43 GMT 2025 , Edited by admin on Wed Apr 02 09:19:43 GMT 2025
PRIMARY
DAILYMED
5KV86114PT
Created by admin on Wed Apr 02 09:19:43 GMT 2025 , Edited by admin on Wed Apr 02 09:19:43 GMT 2025
PRIMARY
CAS
141-43-5
Created by admin on Wed Apr 02 09:19:43 GMT 2025 , Edited by admin on Wed Apr 02 09:19:43 GMT 2025
PRIMARY
WIKIPEDIA
ETHANOLAMINE
Created by admin on Wed Apr 02 09:19:43 GMT 2025 , Edited by admin on Wed Apr 02 09:19:43 GMT 2025
PRIMARY
ECHA (EC/EINECS)
205-483-3
Created by admin on Wed Apr 02 09:19:43 GMT 2025 , Edited by admin on Wed Apr 02 09:19:43 GMT 2025
PRIMARY
ChEMBL
CHEMBL104943
Created by admin on Wed Apr 02 09:19:43 GMT 2025 , Edited by admin on Wed Apr 02 09:19:43 GMT 2025
PRIMARY
FDA UNII
5KV86114PT
Created by admin on Wed Apr 02 09:19:43 GMT 2025 , Edited by admin on Wed Apr 02 09:19:43 GMT 2025
PRIMARY
DRUG BANK
DB03994
Created by admin on Wed Apr 02 09:19:43 GMT 2025 , Edited by admin on Wed Apr 02 09:19:43 GMT 2025
PRIMARY
MERCK INDEX
m5052
Created by admin on Wed Apr 02 09:19:43 GMT 2025 , Edited by admin on Wed Apr 02 09:19:43 GMT 2025
PRIMARY Merck Index
RS_ITEM_NUM
1445925
Created by admin on Wed Apr 02 09:19:43 GMT 2025 , Edited by admin on Wed Apr 02 09:19:43 GMT 2025
PRIMARY
INN
497
Created by admin on Wed Apr 02 09:19:43 GMT 2025 , Edited by admin on Wed Apr 02 09:19:43 GMT 2025
PRIMARY
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