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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:41:31 UTC

Update Date

2021-09-26 23:03:19 UTC

HMDB ID

HMDB0251354

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Diisopropanolamine

Description

diisopropanolamine, also known as DIPA, 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. diisopropanolamine is a very strong basic compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Diisopropanolamine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Diisopropanolamine 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
1,1'-Azanediylbis propan-2-ol	ChEBI
1,1'-Iminobis-2-propanol	ChEBI
1,1'-Iminodi-2-propanol	ChEBI
1-[(2-Hydroxypropyl)amino]propan-2-ol	ChEBI
Bis(2-hydroxypropyl)amine	ChEBI
Bis(2-propanol)amine	ChEBI
Di(2-hydroxypropyl)amine	ChEBI
Di-2-propanolamine	ChEBI
DIPA	ChEBI
DIPA alcohol	ChEBI
Dipropyl-2,2'-dihydroxy-amine	ChEBI
N,N-Bis(2-hydroxypropyl)amine	ChEBI
Diisopropanolamine hydrochloride	MeSH

Chemical Formula

C₆H₁₅NO₂

Average Molecular Weight

133.1888

Monoisotopic Molecular Weight

133.110278729

IUPAC Name

1-[(2-hydroxypropyl)amino]propan-2-ol

Traditional Name

diisopropanolamine

CAS Registry Number

Not Available

SMILES

CC(O)CNCC(C)O

InChI Identifier

InChI=1S/C6H15NO2/c1-5(8)3-7-4-6(2)9/h5-9H,3-4H2,1-2H3

InChI Key

LVTYICIALWPMFW-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

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

Molecular Framework

Aliphatic acyclic 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	-0.4	ALOGPS
logP	-0.74	ChemAxon
logS	0.47	ALOGPS
pKa (Strongest Acidic)	15	ChemAxon
pKa (Strongest Basic)	9.55	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	52.49 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	36.12 m³·mol⁻¹	ChemAxon
Polarizability	15.14 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	131.001	30932474
DeepCCS	[M-H]-	128.733	30932474
DeepCCS	[M-2H]-	164.861	30932474
DeepCCS	[M+Na]+	139.814	30932474
AllCCS	[M+H]+	133.1	32859911
AllCCS	[M+H-H2O]+	129.1	32859911
AllCCS	[M+NH4]+	136.8	32859911
AllCCS	[M+Na]+	137.9	32859911
AllCCS	[M-H]-	131.0	32859911
AllCCS	[M+Na-2H]-	133.9	32859911
AllCCS	[M+HCOO]-	137.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Diisopropanolamine	CC(O)CNCC(C)O	2016.5	Standard polar	33892256
Diisopropanolamine	CC(O)CNCC(C)O	1054.8	Standard non polar	33892256
Diisopropanolamine	CC(O)CNCC(C)O	1151.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Diisopropanolamine,3TMS,isomer #1	CC(CN(CC(C)O[Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	1435.2	Semi standard non polar	33892256
Diisopropanolamine,3TMS,isomer #1	CC(CN(CC(C)O[Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	1487.2	Standard non polar	33892256
Diisopropanolamine,3TMS,isomer #1	CC(CN(CC(C)O[Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	1375.9	Standard polar	33892256
Diisopropanolamine,3TBDMS,isomer #1	CC(CN(CC(C)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2096.4	Semi standard non polar	33892256
Diisopropanolamine,3TBDMS,isomer #1	CC(CN(CC(C)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2111.1	Standard non polar	33892256
Diisopropanolamine,3TBDMS,isomer #1	CC(CN(CC(C)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	1817.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Diisopropanolamine GC-MS (2 TMS)	splash10-022c-5900000000-09e36b83310b7a976f6d	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Diisopropanolamine GC-MS (3 TMS)	splash10-00di-9320000000-e5c42edaefad9664a11d	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diisopropanolamine GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-9000000000-85ec19925a5964808fb1	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diisopropanolamine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diisopropanolamine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diisopropanolamine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diisopropanolamine GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diisopropanolamine GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diisopropanolamine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diisopropanolamine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diisopropanolamine GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diisopropanolamine GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0076-9000000000-086c3509bcac75997595	2014-10-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diisopropanolamine 10V, Positive-QTOF	splash10-00lr-1900000000-88f43a298235a2da9428	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diisopropanolamine 20V, Positive-QTOF	splash10-067i-9700000000-26217132b8d8e560062e	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diisopropanolamine 40V, Positive-QTOF	splash10-0a4i-9000000000-d0fcb1be75d92d590af8	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diisopropanolamine 10V, Negative-QTOF	splash10-001i-1900000000-6dfdfad06df1e7e18ec8	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diisopropanolamine 20V, Negative-QTOF	splash10-0089-9800000000-7b6557c1db642d3963b5	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diisopropanolamine 40V, Negative-QTOF	splash10-0a4i-9000000000-854b42aad219fc44f3d1	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diisopropanolamine 10V, Positive-QTOF	splash10-0159-3900000000-3fd9d9e16383c59e4da2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diisopropanolamine 20V, Positive-QTOF	splash10-0a4i-9200000000-8298558803ba30740f7e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diisopropanolamine 40V, Positive-QTOF	splash10-0a4i-9000000000-fa41256047b7b4081a97	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diisopropanolamine 10V, Negative-QTOF	splash10-001i-2900000000-eddc3cd9f07ac066c687	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diisopropanolamine 20V, Negative-QTOF	splash10-001i-5900000000-fd2dd36d1d330b693581	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diisopropanolamine 40V, Negative-QTOF	splash10-0597-9000000000-d6e464bdd4360abe9815	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Diisopropanolamine

METLIN ID

Not Available

PubChem Compound

8086

PDB ID

Not Available

ChEBI ID

143266

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 Diisopropanolamine (HMDB0251354)

MOL for HMDB0251354 (Diisopropanolamine)

3D MOL for HMDB0251354 (Diisopropanolamine)

3D SDF for HMDB0251354 (Diisopropanolamine)

3D-SDF for HMDB0251354 (Diisopropanolamine)

PDB for HMDB0251354 (Diisopropanolamine)

3D PDB for HMDB0251354 (Diisopropanolamine)

SMILES for HMDB0251354 (Diisopropanolamine)

INCHI for HMDB0251354 (Diisopropanolamine)

Structure for HMDB0251354 (Diisopropanolamine)

3D Structure for HMDB0251354 (Diisopropanolamine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra