Jump To Section:

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

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:23:08 UTC

Update Date

2021-09-26 22:51:49 UTC

HMDB ID

HMDB0244208

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1,4-Diazabicyclo[2.2.2]octane

Description

triethylenediamine, also known as DABCO or TED, belongs to the class of organic compounds known as n-alkylpiperazines. These are organic compounds containing a piperazine ring where the nitrogen ring atom carries an alkyl group. Based on a literature review a significant number of articles have been published on triethylenediamine. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1,4-diazabicyclo[2.2.2]octane is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1,4-Diazabicyclo[2.2.2]octane is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1,4-Diaza[2.2.2]bicyclooctane	ChEBI
1,4-Diazabicyclo-octane	ChEBI
1,4-Diazabicyclooctane	ChEBI
1,4-Ethylenepiperazine	ChEBI
DABCO	ChEBI
N,N'-endo-ethylenepiperazine	ChEBI
TED	ChEBI
TEDA	ChEBI
1,4-Diazabicyclo(2.2.2)octane	MeSH
DABCO CPD	MeSH
Triethylenediamine diacetate	MeSH
Triethylenediamine	MeSH

Chemical Formula

C₆H₁₂N₂

Average Molecular Weight

112.176

Monoisotopic Molecular Weight

112.100048394

IUPAC Name

1,4-diazabicyclo[2.2.2]octane

Traditional Name

dabco

CAS Registry Number

Not Available

SMILES

C1CN2CCN1CC2

InChI Identifier

InChI=1S/C6H12N2/c1-2-8-5-3-7(1)4-6-8/h1-6H2

InChI Key

IMNIMPAHZVJRPE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-alkylpiperazines. These are organic compounds containing a piperazine ring where the nitrogen ring atom carries an alkyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazinanes

Sub Class

Piperazines

Direct Parent

N-alkylpiperazines

Alternative Parents

Substituents

N-alkylpiperazine
Tertiary aliphatic amine
Tertiary amine
Azacycle
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Amine
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-0.53	ALOGPS
logP	-0.13	ChemAxon
logS	0.81	ALOGPS
pKa (Strongest Basic)	10.16	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	6.48 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	34.07 m³·mol⁻¹	ChemAxon
Polarizability	12.66 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	124.989	30932474
DeepCCS	[M-H]-	123.015	30932474
DeepCCS	[M-2H]-	158.757	30932474
DeepCCS	[M+Na]+	133.378	30932474
AllCCS	[M+H]+	122.3	32859911
AllCCS	[M+H-H2O]+	117.4	32859911
AllCCS	[M+NH4]+	126.8	32859911
AllCCS	[M+Na]+	128.1	32859911
AllCCS	[M-H]-	121.8	32859911
AllCCS	[M+Na-2H]-	124.0	32859911
AllCCS	[M+HCOO]-	126.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1,4-Diazabicyclo[2.2.2]octane	C1CN2CCN1CC2	1542.6	Standard polar	33892256
1,4-Diazabicyclo[2.2.2]octane	C1CN2CCN1CC2	980.4	Standard non polar	33892256
1,4-Diazabicyclo[2.2.2]octane	C1CN2CCN1CC2	949.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1,4-Diazabicyclo[2.2.2]octane GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-0900000000-296c2e54a4c752ad6ca0	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,4-Diazabicyclo[2.2.2]octane GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,4-Diazabicyclo[2.2.2]octane 10V, Positive-QTOF	splash10-03di-0900000000-648435b9435272cd623e	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,4-Diazabicyclo[2.2.2]octane 20V, Positive-QTOF	splash10-03di-0900000000-648435b9435272cd623e	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,4-Diazabicyclo[2.2.2]octane 40V, Positive-QTOF	splash10-03di-0900000000-648435b9435272cd623e	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,4-Diazabicyclo[2.2.2]octane 10V, Negative-QTOF	splash10-03di-0900000000-5407e2a6f93653fb9cad	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,4-Diazabicyclo[2.2.2]octane 20V, Negative-QTOF	splash10-03di-0900000000-5407e2a6f93653fb9cad	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,4-Diazabicyclo[2.2.2]octane 40V, Negative-QTOF	splash10-03di-0900000000-5407e2a6f93653fb9cad	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,4-Diazabicyclo[2.2.2]octane 10V, Positive-QTOF	splash10-03di-0900000000-33c8e474387ea2d1c1ea	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,4-Diazabicyclo[2.2.2]octane 20V, Positive-QTOF	splash10-03di-0900000000-33c8e474387ea2d1c1ea	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,4-Diazabicyclo[2.2.2]octane 40V, Positive-QTOF	splash10-03di-0900000000-33c8e474387ea2d1c1ea	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,4-Diazabicyclo[2.2.2]octane 10V, Negative-QTOF	splash10-03di-0900000000-e86c0cff0b2bec4584d1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,4-Diazabicyclo[2.2.2]octane 20V, Negative-QTOF	splash10-03di-0900000000-e86c0cff0b2bec4584d1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,4-Diazabicyclo[2.2.2]octane 40V, Negative-QTOF	splash10-03di-0900000000-e86c0cff0b2bec4584d1	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8882

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

DABCO

METLIN ID

Not Available

PubChem Compound

9237

PDB ID

Not Available

ChEBI ID

151129

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 1,4-Diazabicyclo[2.2.2]octane (HMDB0244208)

MOL for HMDB0244208 (1,4-Diazabicyclo[2.2.2]octane)

3D MOL for HMDB0244208 (1,4-Diazabicyclo[2.2.2]octane)

3D SDF for HMDB0244208 (1,4-Diazabicyclo[2.2.2]octane)

3D-SDF for HMDB0244208 (1,4-Diazabicyclo[2.2.2]octane)

PDB for HMDB0244208 (1,4-Diazabicyclo[2.2.2]octane)

3D PDB for HMDB0244208 (1,4-Diazabicyclo[2.2.2]octane)

SMILES for HMDB0244208 (1,4-Diazabicyclo[2.2.2]octane)

INCHI for HMDB0244208 (1,4-Diazabicyclo[2.2.2]octane)

Structure for HMDB0244208 (1,4-Diazabicyclo[2.2.2]octane)

3D Structure for HMDB0244208 (1,4-Diazabicyclo[2.2.2]octane)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra