Livestock Metabolome Database: Showing metabocard for Ethanolamine (LMDB00064)

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-07-13 19:41:35 UTC

Update Date

2016-07-20 20:49:28 UTC

Lmdb

LMDB00064

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Ethanolamine

Description

Ethanolamine, also known as aminoethanol or glycinol, belongs to the class of organic compounds known as 1,2-aminoalcohols. These are organic compounds containing an alkyl chain with an amine group bound to the C1 atom and an alcohol group bound to the C2 atom. Ethanolamine is a very strong basic compound (based on its pKa). Ethanolamine exists in all living species, ranging from bacteria to humans. Outside of the human body, Ethanolamine is found, on average, in the highest concentration within milk (cow) and beers. Ethanolamine has also been detected, but not quantified in, several different foods, such as narrowleaf cattails, mung beans, blackcurrants, white cabbages, and bilberries. This could make ethanolamine a potential biomarker for the consumption of these foods. Ethanolamine is biosynthesized by decarboxylation of serine:HOCH2CH(CO2H)NH2 → HOCH2CH2NH2 + CO2Ethanolamine is the second-most-abundant head group for phospholipids, substances found in biological membranes (particularly those of prokaryotes); e.g., phosphatidylethanolamine. Ethanolamine is a potentially toxic compound. Ethanolamine, with regard to humans, has been found to be associated with several diseases such as colorectal cancer, ulcerative colitis, and ethanolaminuria; ethanolamine has also been linked to several inborn metabolic disorders including maple syrup urine disease and propionic acidemia. A class of antihistamines is identified as ethanolamines, which includes carbinoxamine, clemastine, dimenhydrinate, Chlorphenoxamine, diphenhydramine and doxylamine. MEA scrubbing solutions can be recycled through a regeneration unit. It is also an injectable sclerosant as a treatment option of symptomatic hemorrhoids.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1-Amino-2-hydroxyethane	ChEBI
2-Amino-1-ethanol	ChEBI
2-Amino-ethanol	ChEBI
2-Aminoethan-1-ol	ChEBI
2-Aminoethyl alcohol	ChEBI
2-Hydroxyethylamine	ChEBI
Aethanolamin	ChEBI
Aminoethanol	ChEBI
beta-Aminoethanol	ChEBI
beta-Aminoethyl alcohol	ChEBI
beta-Ethanolamine	ChEBI
beta-Hydroxyethylamine	ChEBI
Colamine	ChEBI
ETA	ChEBI
Glycinol	ChEBI
Hea	ChEBI
MEA	ChEBI
MONOETHANOLAMINE	ChEBI
b-Aminoethanol	Generator
Β-aminoethanol	Generator
b-Aminoethyl alcohol	Generator
Β-aminoethyl alcohol	Generator
b-Ethanolamine	Generator
Β-ethanolamine	Generator
b-Hydroxyethylamine	Generator
Β-hydroxyethylamine	Generator
2-Aminoethanol	HMDB
2-Ethanolamine	HMDB
2-Hydroxyethanamine	HMDB
Envision conditioner PDD 9020	HMDB
Ethylolamine	HMDB
H-Glycinol	HMDB
Monoaethanolamin	HMDB
Olamine	HMDB
2 Aminoethanol	HMDB
Ethanolamine	PhytoBank
Kolamin	PhytoBank

Chemical Formula

C₂H₇NO

Average Molecular Weight

61.0831

Monoisotopic Molecular Weight

61.052763851

IUPAC Name

2-aminoethan-1-ol

Traditional Name

ethanolamine

CAS Registry Number

141-43-5

SMILES

NCCO

InChI Identifier

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

InChI Key

HZAXFHJVJLSVMW-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as 1,2-aminoalcohols. These are organic compounds containing an alkyl chain with an amine group bound to the C1 atom and an alcohol group bound to the C2 atom.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Amines

Direct Parent

1,2-aminoalcohols

Alternative Parents

Substituents

1,2-aminoalcohol
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Primary amine
Primary alcohol
Organooxygen compound
Primary aliphatic amine
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

primary alcohol (CHEBI:16000 )
primary amine (CHEBI:16000 )
ethanolamines (CHEBI:16000 )
Biogenic amines (C00189 )
a small molecule (ETHANOL-AMINE )

Ontology

Status

Detected and Quantified

Origin

Not Available

Biofunction

Not Available

Application

Not Available

Cellular locations

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-1.5	ALOGPS
logP	-1.3	ChemAxon
logS	1.14	ALOGPS
pKa (Strongest Acidic)	15.61	ChemAxon
pKa (Strongest Basic)	9.55	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	46.25 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	16.21 m³·mol⁻¹	ChemAxon
Polarizability	6.63 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)	splash10-00di-1900000000-b64e859a0bfc46cdfcbf	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)	splash10-00di-1900000000-384c99d021f0303a9d78	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)	splash10-00di-1900000000-d731dd07c2dfa0287f5f	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (3 TMS)	splash10-00di-8900000000-ec4268b6041043d15437	Spectrum
GC-MS	GC-MS Spectrum - GC-MS (3 TMS)	splash10-00di-2900000000-02697b8ce238020537aa	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-001i-9000000000-7160c3fea0c0159e447a	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-001i-9000000000-2af16a98e43fadfa86a3	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-00di-1900000000-b64e859a0bfc46cdfcbf	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-00di-1900000000-384c99d021f0303a9d78	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-00di-1900000000-d731dd07c2dfa0287f5f	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-00di-8900000000-ec4268b6041043d15437	Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-00di-2900000000-02697b8ce238020537aa	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0fki-2900000000-37831b0ceb554ca4edd2	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-9000000000-e06e8502ffb0d4113432	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-001i-9100000000-e2cbdef448451ceae424	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-03dl-9000000000-17dee0c07bf5cddb79ce	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-03di-9000000000-04f4c1792f8ab4f4646f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-03di-9000000000-761836be8f1018081210	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI RMU-7M) , Positive	splash10-001i-9000000000-7160c3fea0c0159e447a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI M-68) , Positive	splash10-001i-9000000000-2af16a98e43fadfa86a3	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive	splash10-03di-9000000000-ae5b80bd3c5c11914ea6	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive	splash10-0006-9000000000-6abb3d0944e188778c65	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive	splash10-0007-9000000000-e477e52f411d933a30b7	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive	splash10-0006-9000000000-d7979261a3716365d5ae	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive	splash10-03di-9000000000-5c0261b2dcc6ae1291a1	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-03di-9000000000-ae5b80bd3c5c11914ea6	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0006-9000000000-6abb3d0944e188778c65	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0007-9000000000-e477e52f411d933a30b7	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0006-9000000000-d7979261a3716365d5ae	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-03di-9000000000-5c0261b2dcc6ae1291a1	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 0V, Positive	splash10-03di-9000000000-f09b61222ca342d2835c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-03di-9000000000-3f9346b7fb6fdd5c5ce8	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-03di-9000000000-f73d8d00f0f234521971	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-03di-9000000000-eec6f92ad146ef43c111	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-9000000000-9e6d219a7fbd8624cd6b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01ox-9000000000-fb9020ee9b301ec7766f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-a4ae359cfcc0245b4d19	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-9000000000-b6ed81bc049b8d3042f6	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03dl-9000000000-78c77096ed599182b5bb	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-f199cbf8312e0b466f1b	Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-001i-9000000000-b8e7ed9f5ad724511431	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
2D NMR	[1H,1H] 2D NMR Spectrum	Not Available	Spectrum
2D NMR	[1H,13C] 2D NMR Spectrum	Not Available	Spectrum

Biological Properties

Cellular Locations

Not Available

Biofluid Locations and Tissue Locations

Cerebrospinal Fluid (CSF)
Feces
Kidney
Liver
Lung
Milk
Plasma
Ruminal Fluid
Urine

Concentrations

Biofluid	Status	Value	Condition	Species	Reference	Details
Cerebrospinal Fluid (CSF)	Detected but not Quantified	Not Applicable	Not Available	Ovine	17510975	details
Cerebrospinal Fluid (CSF)	Detected but not Quantified	Not Applicable	Not Available	Ovine	17510975	details
Feces	Detected but not Quantified	Not Applicable	Not Available	Ovine	17249687	details
Feces	Detected but not Quantified	Not Applicable	Not Available	Equine	E. E. Escalona, J...	details
Kidney	Detected but not Quantified	Not Applicable	Not Available	Porcine	21761043	details
Liver	Detected but not Quantified	Not Applicable	Not Available	Porcine	21761043	details
Lung	Detected and Quantified	0.11+/-0.01 umol/g	Not Available	Porcine	23412987	details
Milk	Detected and Quantified	323 uM	Not Available	Bovine	20338431	details
Plasma	Detected but not Quantified	Not Applicable	Not Available	Ovine	17249687	details
Ruminal Fluid	Detected and Quantified	73.8 uM	Not Available	Bovine	22959937	details
Ruminal Fluid	Detected and Quantified	85.9 uM	Not Available	Bovine	22959937	details
Ruminal Fluid	Detected and Quantified	134 +/- 55 uM	Not Available	Bovine	Saleem F, Bouatra...	details
Ruminal Fluid	Detected and Quantified	152.3 uM	Not Available	Bovine	22959937	details
Ruminal Fluid	Detected and Quantified	152 +/- 55 uM	Not Available	Bovine	Saleem F, Bouatra...	details
Ruminal Fluid	Detected and Quantified	183.9 uM	Not Available	Bovine	22959937	details
Ruminal Fluid	Detected and Quantified	73 +/- 15 uM	Not Available	Bovine	Saleem F, Bouatra...	details
Ruminal Fluid	Detected and Quantified	86 +/- 33 uM	Not Available	Bovine	Saleem F, Bouatra...	details
Ruminal Fluid	Detected and Quantified	86 +/- 33 uM	Not Available	Bovine	Saleem F, Bouatra...	details
Ruminal Fluid	Detected but not Quantified	Not Applicable	Not Available	Bovine	Fozia Saleem, Sou...	details
Urine	Detected but not Quantified	Not Applicable	Not Available	Bovine	25599412	details
Urine	Detected but not Quantified	Not Applicable	Not Available	Porcine	21761043	details