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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2009-04-06 16:19:49 UTC

Update Date

2023-02-21 17:17:39 UTC

HMDB ID

HMDB0012136

Secondary Accession Numbers

HMDB12136

Metabolite Identification

Common Name

1-Amino-propan-2-ol

Description

1-Amino-propan-2-ol, also known as isopropanolamine or 2-hydroxypropylamine, 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. 1-Amino-propan-2-ol exists in all living organisms, ranging from bacteria to humans. 1-Amino-propan-2-ol is a fishy tasting compound. 1-Amino-propan-2-ol has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make 1-amino-propan-2-ol a potential biomarker for the consumption of these foods. 1-Amino-propan-2-ol is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on 1-Amino-propan-2-ol.

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-Methyl-2-aminoethanol	ChEBI
2-Hydroxypropylamine	ChEBI
alpha-Aminoisopropyl alcohol	ChEBI
Isopropanolamine	ChEBI
Monoisopropanolamine	ChEBI
1-Amino-2-propanol	Kegg
a-Aminoisopropyl alcohol	Generator
Α-aminoisopropyl alcohol	Generator
1-amino-2-Hydroxypropanamine	HMDB
1-Aminopropan-2-ol	HMDB
Aminopropanol	HMDB
Mipa	HMDB
mono-iso-Propanolamine	HMDB
Threamine	HMDB

Chemical Formula

C₃H₉NO

Average Molecular Weight

75.1097

Monoisotopic Molecular Weight

75.068413915

IUPAC Name

1-aminopropan-2-ol

Traditional Name

1-amino-2-propanol

CAS Registry Number

78-96-6

SMILES

CC(O)CN

InChI Identifier

InChI=1S/C3H9NO/c1-3(5)2-4/h3,5H,2,4H2,1H3

InChI Key

HXKKHQJGJAFBHI-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
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Primary amine
Organooxygen compound
Primary aliphatic amine
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

secondary alcohol (CHEBI:19030 )
amino alcohol (CHEBI:19030 )
a small molecule (1-AMINO-PROPAN-2-OL )

Ontology

Physiological effect

Organoleptic effect

Odor

Fishy

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Saliva (HMDB: HMDB0012136)

Source

Exogenous

Exogenous (HMDB: HMDB0012136)

Food

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Endogenous

Endogenous (HMDB: HMDB0012136)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Glutathione Metabolism III (PathBank: SMP0122217)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	24.00 to 26.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Boiling Point	160.00 to 161.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	1000000 mg/L @ 25 °C (exp)	The Good Scents Company Information System
LogP	-0.960	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	746 g/L	ALOGPS
logP	-1	ALOGPS
logP	-0.9	ChemAxon
logS	1	ALOGPS
pKa (Strongest Acidic)	15.3	ChemAxon
pKa (Strongest Basic)	9.6	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	20.63 m³·mol⁻¹	ChemAxon
Polarizability	8.45 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
DarkChem	[M+H]+	113.003	31661259
DarkChem	[M-H]-	106.498	31661259
DeepCCS	[M+H]+	120.16	30932474
DeepCCS	[M-H]-	118.209	30932474
DeepCCS	[M-2H]-	153.847	30932474
DeepCCS	[M+Na]+	128.331	30932474
AllCCS	[M+H]+	122.7	32859911
AllCCS	[M+H-H2O]+	118.2	32859911
AllCCS	[M+NH4]+	126.9	32859911
AllCCS	[M+Na]+	128.1	32859911
AllCCS	[M-H]-	130.7	32859911
AllCCS	[M+Na-2H]-	136.4	32859911
AllCCS	[M+HCOO]-	142.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-Amino-propan-2-ol	CC(O)CN	1299.9	Standard polar	33892256
1-Amino-propan-2-ol	CC(O)CN	664.2	Standard non polar	33892256
1-Amino-propan-2-ol	CC(O)CN	758.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-Amino-propan-2-ol,1TMS,isomer #1	CC(CN)O[Si](C)(C)C	872.6	Semi standard non polar	33892256
1-Amino-propan-2-ol,1TMS,isomer #2	CC(O)CN[Si](C)(C)C	952.1	Semi standard non polar	33892256
1-Amino-propan-2-ol,2TMS,isomer #1	CC(CN[Si](C)(C)C)O[Si](C)(C)C	1050.8	Semi standard non polar	33892256
1-Amino-propan-2-ol,2TMS,isomer #1	CC(CN[Si](C)(C)C)O[Si](C)(C)C	1062.1	Standard non polar	33892256
1-Amino-propan-2-ol,2TMS,isomer #1	CC(CN[Si](C)(C)C)O[Si](C)(C)C	1063.5	Standard polar	33892256
1-Amino-propan-2-ol,2TMS,isomer #2	CC(O)CN([Si](C)(C)C)[Si](C)(C)C	1197.3	Semi standard non polar	33892256
1-Amino-propan-2-ol,2TMS,isomer #2	CC(O)CN([Si](C)(C)C)[Si](C)(C)C	1171.6	Standard non polar	33892256
1-Amino-propan-2-ol,2TMS,isomer #2	CC(O)CN([Si](C)(C)C)[Si](C)(C)C	1239.2	Standard polar	33892256
1-Amino-propan-2-ol,3TMS,isomer #1	CC(CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	1304.2	Semi standard non polar	33892256
1-Amino-propan-2-ol,3TMS,isomer #1	CC(CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	1278.3	Standard non polar	33892256
1-Amino-propan-2-ol,3TMS,isomer #1	CC(CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C	1126.7	Standard polar	33892256
1-Amino-propan-2-ol,1TBDMS,isomer #1	CC(CN)O[Si](C)(C)C(C)(C)C	1072.7	Semi standard non polar	33892256
1-Amino-propan-2-ol,1TBDMS,isomer #2	CC(O)CN[Si](C)(C)C(C)(C)C	1171.2	Semi standard non polar	33892256
1-Amino-propan-2-ol,2TBDMS,isomer #1	CC(CN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	1465.9	Semi standard non polar	33892256
1-Amino-propan-2-ol,2TBDMS,isomer #1	CC(CN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	1478.2	Standard non polar	33892256
1-Amino-propan-2-ol,2TBDMS,isomer #1	CC(CN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	1391.6	Standard polar	33892256
1-Amino-propan-2-ol,2TBDMS,isomer #2	CC(O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1554.1	Semi standard non polar	33892256
1-Amino-propan-2-ol,2TBDMS,isomer #2	CC(O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1594.9	Standard non polar	33892256
1-Amino-propan-2-ol,2TBDMS,isomer #2	CC(O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1481.8	Standard polar	33892256
1-Amino-propan-2-ol,3TBDMS,isomer #1	CC(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	1884.1	Semi standard non polar	33892256
1-Amino-propan-2-ol,3TBDMS,isomer #1	CC(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	1918.1	Standard non polar	33892256
1-Amino-propan-2-ol,3TBDMS,isomer #1	CC(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	1551.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 1-Amino-propan-2-ol EI-B (Non-derivatized)	splash10-001i-9000000000-a609c5c581d8ed14b4c4	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 1-Amino-propan-2-ol EI-B (Non-derivatized)	splash10-001i-9000000000-c01f38e3017c6be78f5e	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 1-Amino-propan-2-ol EI-B (Non-derivatized)	splash10-001i-9000000000-a609c5c581d8ed14b4c4	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 1-Amino-propan-2-ol EI-B (Non-derivatized)	splash10-001i-9000000000-c01f38e3017c6be78f5e	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Amino-propan-2-ol GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-9000000000-579436b24e70e1023462	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Amino-propan-2-ol GC-MS (1 TMS) - 70eV, Positive	splash10-0udi-8900000000-83ed249c691727cd50ee	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Amino-propan-2-ol 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-Amino-propan-2-ol 10V, Positive-QTOF	splash10-056r-9000000000-dea2038b0b9ebe7777dd	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Amino-propan-2-ol 20V, Positive-QTOF	splash10-0a4l-9000000000-51dd69813835b5c90c73	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Amino-propan-2-ol 40V, Positive-QTOF	splash10-0006-9000000000-7f10c99e5f4a4431b1d1	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Amino-propan-2-ol 10V, Negative-QTOF	splash10-00di-9000000000-eeb2dfa908190bcd7e33	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Amino-propan-2-ol 20V, Negative-QTOF	splash10-05fr-9000000000-c73cd4014da83871d926	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Amino-propan-2-ol 40V, Negative-QTOF	splash10-0a4i-9000000000-8222e8ebfd2a0175f92b	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Amino-propan-2-ol 10V, Negative-QTOF	splash10-00di-9000000000-b404a64bd1091366c527	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Amino-propan-2-ol 20V, Negative-QTOF	splash10-05fr-9000000000-4d1c39b2d4c151767ced	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Amino-propan-2-ol 40V, Negative-QTOF	splash10-05fu-9000000000-6caac4ab0200e47b8597	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Amino-propan-2-ol 10V, Positive-QTOF	splash10-0a4i-9000000000-1284c6aef8187e898440	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Amino-propan-2-ol 20V, Positive-QTOF	splash10-0a4i-9000000000-d53eab1f83a26449ba45	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Amino-propan-2-ol 40V, Positive-QTOF	splash10-0006-9000000000-b897656a513b0d50a00e	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Saliva

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Saliva	Detected and Quantified	0.324 +/- 0.413 uM	Adult (>18 years old)	Male	Normal	Sugimoto et al. (...	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

FDB008936

KNApSAcK ID

Not Available

Chemspider ID

KEGG Compound ID

C05771

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

1-Amino-2-propanol

METLIN ID

Not Available

PubChem Compound

PDB ID

Not Available

ChEBI ID

19030

Food Biomarker Ontology

Not Available

VMH ID

APPL

MarkerDB ID

Not Available

Good Scents ID

rw1043411

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Peru KM, Headley JV, Doucette WJ: Determination of alkanolamines in cattails (Typha latifolia) utilizing electrospray ionization with selected reaction monitoring and ion-exchange chromatography. Rapid Commun Mass Spectrom. 2004;18(14):1629-34. [PubMed:15282789 ]
Hervin RL, Lucas JB: Occupational health case report. No. 8. Monoisopropanolamine. J Occup Med. 1974 May;16(5):355-7. [PubMed:4274990 ]
Saghir SA, Frantz SW, Spence MW, Nolan RJ, Lowe ER, Rick DL, Bartels MJ: Pharmacokinetics and bioavailability of diisopropanolamine (DIPA) in rats following intravenous or dermal application. Food Chem Toxicol. 2007 Oct;45(10):2047-56. Epub 2007 May 18. [PubMed:17583405 ]

Showing metabocard for 1-Amino-propan-2-ol (HMDB0012136)

MOL for HMDB0012136 (1-Amino-propan-2-ol)

3D MOL for HMDB0012136 (1-Amino-propan-2-ol)

3D SDF for HMDB0012136 (1-Amino-propan-2-ol)

3D-SDF for HMDB0012136 (1-Amino-propan-2-ol)

PDB for HMDB0012136 (1-Amino-propan-2-ol)

3D PDB for HMDB0012136 (1-Amino-propan-2-ol)

SMILES for HMDB0012136 (1-Amino-propan-2-ol)

INCHI for HMDB0012136 (1-Amino-propan-2-ol)

Structure for HMDB0012136 (1-Amino-propan-2-ol)

3D Structure for HMDB0012136 (1-Amino-propan-2-ol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra