T3DB: Triethanolamine

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Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References Gene Regulation Targets (1)XML

Targets (1)

Record Information

Version

2.0

Creation Date

2014-09-11 05:18:31 UTC

Update Date

2014-12-24 20:26:58 UTC

Accession Number

T3D4835

Identification

Common Name

Triethanolamine

Class

Small Molecule

Description

Triethanolamine is used as a food additive [EAFUS] ("EAFUS: Everything Added to Food in the United States. [http://www.eafus.com/]"). Triethanolamine belongs to the family of Alkylamines. These are organic compounds containing an alkylamine group.

Compound Type

Amine
Food Additive
Food Toxin
Household Toxin
Metabolite
Organic Compound
Synthetic Compound

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym
2,2', 2''-Nitrilotriethanol
2,2',2''-Nitrilotri-Ethanol
2,2',2''-Nitrilotriethanol
2,2',2''-Nitrilotris(ethanol)
2,2',2''-Nitrilotris-Ethanol
2,2',2''-Nitrilotrisethanol
2,2',2''-Nitrilotris[ethanol]
2,2',2''-Trihydroxy-Triethylamine
2,2',2''-Trihydroxytriethylamine
2,2',2'-Nitrilotriethanol
2,2',2'-Nitrilotris-Ethanol
2,2',2-Nitrilotriethanol
2,2',2-Nitrilotris(ethanol)
2,2',2Quot -Nitrilotriethanol
2,2'2''-Nitrilotris-Ethanol
2,2,2-Nitrilotriethanol
637-39-8 (Unspecified hydrochloride)
7376-31-0 (Unspecified sulfate salt)
7376-31-0 (Unspecified sulphate salt)
Alkano
Alkanolamine 244
BTB
Cerumenex
Daltogen
Ethanol, 2,2',2''-nitrilotris-, homopolymer
H3tea
Mobisy
Mobisyl
N(CH2CH2OH)3
Nitrilo-2,2',2''-triethanol
Nitrilo-2,2',2quot -triethanol
Nitrilotriethanol
Nitrilotris(ethanol)
Poly(triethanolamine) ether
Sodium isa
Sterolamide
Sting-kill
Tea (amino alcohol)
TEOA
Thiofaco T-35
Tri(hydroxyethyl)amine
Triaethanolamin-NG
Triethanolamin
Triethanolamin-NG
Triethanolamine condensate polymer
Triethanolamine homopolymer
Triethylolamine
Trihydroxyethylamine
Trihydroxytriethylamine
Tris(2-Hydroxyethyl) Amine
Tris(2-hydroxyethyl)amine
Tris(b-hydroxyethyl)amine
Tris(beta -hydroxyethyl)amine
Tris(beta-hydroxyethyl)amine
Tris(hydroxyethyl)amine
Trola
Trolamine
Trolamine (NF)

Chemical Formula

C₆H₁₅NO₃

Average Molecular Mass

149.188 g/mol

Monoisotopic Mass

149.105 g/mol

CAS Registry Number

102-71-6

IUPAC Name

2-[bis(2-hydroxyethyl)amino]ethan-1-ol

Traditional Name

triethanolamine

SMILES

OCCN(CCO)CCO

InChI Identifier

InChI=1S/C6H15NO3/c8-4-1-7(2-5-9)3-6-10/h8-10H,1-6H2

InChI Key

InChIKey=GSEJCLTVZPLZKY-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

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

tertiary amino compound (CHEBI:28621 )
amino alcohol (CHEBI:28621 )

Biological Properties

Status

Detected and Not Quantified

Origin

Exogenous

Cellular Locations

Cytoplasm
Extracellular

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Liquid

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	20.5 °C
Boiling Point	335°C (635°F)
Solubility	1000 mg/mL
LogP	-1.00

Predicted Properties

Property	Value	Source
Water Solubility	497 g/L	ALOGPS
logP	-1.4	ALOGPS
logP	-1.9	ChemAxon
logS	0.52	ALOGPS
pKa (Strongest Acidic)	15.12	ChemAxon
pKa (Strongest Basic)	8.44	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	63.93 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	38.86 m³·mol⁻¹	ChemAxon
Polarizability	16.38 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	1	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-MS (3 TMS)	splash10-03di-1970000000-1cdc1ba11e5a386f1352	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-014i-9800000000-98de38ceda39aaf45b22	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-03di-1970000000-1cdc1ba11e5a386f1352	JSpectraViewer \| MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-015j-8900000000-5fc1298b8ec2e7f10e7c	JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positive	splash10-0ir0-6391000000-838d443b02ca677fd1e6	JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0udi-0900000000-0c50692a60886d3a9842	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0ue9-3900000000-2610bf9e1d6b422b2581	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-00di-9100000000-ad4771662a2213681b1c	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-00dl-9000000000-3099cf0c685e5aa6736f	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-006w-9000000000-d387d0ee743aefe8efec	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0ue9-4900000000-a63f8f03a9f4f6fe4fd5	JSpectraViewer \| MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0900000000-ca2aa12d755f3b370137	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0ue9-1900000000-2b587564dc84bdc0bc33	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01pa-9300000000-57766f4027077ecafb7e	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0900000000-b274020e58b6ef8d982c	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-1900000000-c82995f1eed61c2b1729	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0fdo-9300000000-db20818734acbebe5241	JSpectraViewer
MS	Mass Spectrum (Electron Ionization)	splash10-066r-9400000000-4742c6b283ff3c63f5cf	JSpectraViewer \| MoNA
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

3, not classifiable as to its carcinogenicity to humans. (2)

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

PubChem Compound ID

ChEMBL ID

ChemSpider ID

KEGG ID

UniProt ID

Not Available

OMIM ID

ChEBI ID

28621

BioCyc ID

Not Available

CTD ID

Not Available

Stitch ID

Not Available

PDB ID

211

ACToR ID

Not Available

Wikipedia Link

Not Available

References

Synthesis Reference

Not Available

MSDS

Link

General References

EAFUS: Everything Added to Food in the United States.
International Agency for Research on Cancer (2014). IARC Monographs on the Evaluation of Carcinogenic Risks to Humans. [Link]

Gene Regulation

Up-Regulated Genes

Not Available

Down-Regulated Genes

Not Available

Targets

Target Details

1. Peroxisome proliferator-activated receptor alpha

General Function:: Zinc ion binding
Specific Function:: Ligand-activated transcription factor. Key regulator of lipid metabolism. Activated by the endogenous ligand 1-palmitoyl-2-oleoyl-sn-glycerol-3-phosphocholine (16:0/18:1-GPC). Activated by oleylethanolamide, a naturally occurring lipid that regulates satiety. Receptor for peroxisome proliferators such as hypolipidemic drugs and fatty acids. Regulates the peroxisomal beta-oxidation pathway of fatty acids. Functions as transcription activator for the ACOX1 and P450 genes. Transactivation activity requires heterodimerization with RXRA and is antagonized by NR2C2. May be required for the propagation of clock information to metabolic pathways regulated by PER2.
Gene Name:: PPARA
Uniprot ID:: Q07869
Molecular Weight:: 52224.595 Da

Binding/Activity Constants

Type	Value	Assay Type	Assay Source
AC50	1.67 uM	ATG_PPRE_CIS	Attagene

References

Sipes NS, Martin MT, Kothiya P, Reif DM, Judson RS, Richard AM, Houck KA, Dix DJ, Kavlock RJ, Knudsen TB: Profiling 976 ToxCast chemicals across 331 enzymatic and receptor signaling assays. Chem Res Toxicol. 2013 Jun 17;26(6):878-95. doi: 10.1021/tx400021f. Epub 2013 May 16. [23611293 ]

Triethanolamine (T3D4835)

Structure for T3D4835: Triethanolamine

Targets

Binding/Activity Constants

References