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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2009-04-06 16:19:49 UTC
Update Date2021-09-14 15:00:46 UTC
HMDB IDHMDB0012136
Secondary Accession Numbers
  • HMDB12136
Metabolite Identification
Common Name1-Amino-propan-2-ol
Description1-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 is a very strong basic compound (based on its pKa). 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. Outside of the human body,.
Structure
Data?1582753018
Synonyms
ValueSource
1-Methyl-2-aminoethanolChEBI
2-HydroxypropylamineChEBI
alpha-Aminoisopropyl alcoholChEBI
IsopropanolamineChEBI
MonoisopropanolamineChEBI
1-Amino-2-propanolKegg
a-Aminoisopropyl alcoholGenerator
Α-aminoisopropyl alcoholGenerator
1-Amino-2-hydroxypropanamineHMDB
1-Aminopropan-2-olHMDB
AminopropanolHMDB
MipaHMDB
mono-Iso-propanolamineHMDB
ThreamineHMDB
Chemical FormulaC3H9NO
Average Molecular Weight75.1097
Monoisotopic Molecular Weight75.068413915
IUPAC Name1-aminopropan-2-ol
Traditional Name1-amino-2-propanol
CAS Registry Number78-96-6
SMILES
CC(O)CN
InChI Identifier
InChI=1S/C3H9NO/c1-3(5)2-4/h3,5H,2,4H2,1H3
InChI KeyHXKKHQJGJAFBHI-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.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassAmines
Direct Parent1,2-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 FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Biological location:

Source:

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility746 g/LALOGPS
logP-1ALOGPS
logP-0.9ChemAxon
logS1ALOGPS
pKa (Strongest Acidic)15.3ChemAxon
pKa (Strongest Basic)9.6ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area46.25 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity20.63 m³·mol⁻¹ChemAxon
Polarizability8.45 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Spectral Properties

Collision Cross Sections

NameAdductTypeData SourceValueReference
DarkChem[M+H]+PredictedNot Available113.00331661259
DarkChem[M-H]-PredictedNot Available106.49831661259

Retention Indices

Underivatized

Not Available

Derivatized

DerivativeValueReference
1-Amino-propan-2-ol,1TMS,#1872.5748https://arxiv.org/abs/1905.12712
1-Amino-propan-2-ol,1TMS,#2952.1043https://arxiv.org/abs/1905.12712
1-Amino-propan-2-ol,1TBDMS,#11072.7098https://arxiv.org/abs/1905.12712
1-Amino-propan-2-ol,1TBDMS,#21171.2202https://arxiv.org/abs/1905.12712
Spectra

GC-MS

Spectrum TypeDescriptionSplash KeyDeposition DateView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-001i-9000000000-a609c5c581d8ed14b4c42017-09-12View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-001i-9000000000-c01f38e3017c6be78f5e2017-09-12View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-001i-9000000000-a609c5c581d8ed14b4c42018-05-18View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-001i-9000000000-c01f38e3017c6be78f5e2018-05-18View Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-001i-9000000000-579436b24e70e10234622017-09-01View Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0udi-8900000000-83ed249c691727cd50ee2017-10-06View Spectrum
MSMass Spectrum (Electron Ionization)splash10-001i-9000000000-579436b24e70e10234622021-09-05View Spectrum
MSMass Spectrum (Electron Ionization)splash10-0a4i-9800000000-24fa3ff739ff064312ab2021-09-18View Spectrum
MSMass Spectrum (Electron Ionization)splash10-0a4i-8900000000-5b42adf83e422cffefb62021-09-18View Spectrum

LC-MS/MS

Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-056r-9000000000-dea2038b0b9ebe7777dd2015-09-15View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4l-9000000000-51dd69813835b5c90c732015-09-15View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-7f10c99e5f4a4431b1d12015-09-15View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-9000000000-eeb2dfa908190bcd7e332015-09-15View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-05fr-9000000000-c73cd4014da83871d9262015-09-15View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000000000-8222e8ebfd2a0175f92b2015-09-15View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-9000000000-b404a64bd1091366c5272021-09-08View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-05fr-9000000000-4d1c39b2d4c151767ced2021-09-08View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05fu-9000000000-6caac4ab0200e47b85972021-09-08View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-9000000000-1284c6aef8187e8984402021-09-08View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9000000000-d53eab1f83a26449ba452021-09-08View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-b897656a513b0d50a00e2021-09-08View Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Saliva
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
SalivaDetected and Quantified0.324 +/- 0.413 uMAdult (>18 years old)Male
Normal
    • Sugimoto et al. (...
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB008936
KNApSAcK IDNot Available
Chemspider ID3
KEGG Compound IDC05771
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link1-Amino-2-propanol
METLIN IDNot Available
PubChem Compound4
PDB IDNot Available
ChEBI ID19030
Food Biomarker OntologyNot Available
VMH IDAPPL
MarkerDB IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. 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 ]
  2. Hervin RL, Lucas JB: Occupational health case report. No. 8. Monoisopropanolamine. J Occup Med. 1974 May;16(5):355-7. [PubMed:4274990 ]
  3. 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 ]