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

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 17:24:23 UTC

Update Date

2021-09-26 23:12:47 UTC

HMDB ID

HMDB0256820

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Propargylamine

Description

prop-2-yn-1-amine belongs to the class of organic compounds known as acetylides. Acetylides are compounds arising by replacement of one or both hydrogen atoms of acetylene (ethyne) by a metal or other cationic group. E.g. NaC#CH monosodium acetylide. By extension, analogous compounds derived from terminal acetylenes, RC#CH. The class is limited here to derivatives of acetylene where the hydrogen atom is replaced with an element with similar or lower electronegativity that carbon. Based on a literature review a significant number of articles have been published on prop-2-yn-1-amine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Propargylamine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Propargylamine 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
Propargylamine monohydrochloride	MeSH
Propinylamine	MeSH

Chemical Formula

C₃H₅N

Average Molecular Weight

55.0785

Monoisotopic Molecular Weight

55.042199165

IUPAC Name

prop-2-yn-1-amine

Traditional Name

2-propynylamine

CAS Registry Number

Not Available

SMILES

NCC#C

InChI Identifier

InChI=1S/C3H5N/c1-2-3-4/h1H,3-4H2

InChI Key

JKANAVGODYYCQF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acetylides. Acetylides are compounds arising by replacement of one or both hydrogen atoms of acetylene (ethyne) by a metal or other cationic group. E.G. NaC#CH monosodium acetylide. By extension, analogous compounds derived from terminal acetylenes, RC#CH. The class is limited here to derivatives of acetylene where the hydrogen atom is replaced with an element with similar or lower electronegativity that carbon.

Kingdom

Organic compounds

Super Class

Acetylides

Class

Not Available

Sub Class

Not Available

Direct Parent

Acetylides

Alternative Parents

Substituents

Acetylide
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Primary amine
Organonitrogen compound
Primary aliphatic amine
Amine
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	-0.72	ALOGPS
logP	-0.4	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Basic)	8.97	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	26.02 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	17.5 m³·mol⁻¹	ChemAxon
Polarizability	6.24 Å³	ChemAxon
Number of Rings	0	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]+	116.186	30932474
DeepCCS	[M-H]-	114.394	30932474
DeepCCS	[M-2H]-	149.65	30932474
DeepCCS	[M+Na]+	123.222	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Propargylamine	NCC#C	1019.2	Standard polar	33892256
Propargylamine	NCC#C	534.0	Standard non polar	33892256
Propargylamine	NCC#C	506.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Propargylamine,1TMS,isomer #1	C#CCN[Si](C)(C)C	840.3	Semi standard non polar	33892256
Propargylamine,1TMS,isomer #1	C#CCN[Si](C)(C)C	762.1	Standard non polar	33892256
Propargylamine,1TMS,isomer #1	C#CCN[Si](C)(C)C	1176.8	Standard polar	33892256
Propargylamine,2TMS,isomer #1	C#CCN([Si](C)(C)C)[Si](C)(C)C	1088.1	Semi standard non polar	33892256
Propargylamine,2TMS,isomer #1	C#CCN([Si](C)(C)C)[Si](C)(C)C	1011.0	Standard non polar	33892256
Propargylamine,2TMS,isomer #1	C#CCN([Si](C)(C)C)[Si](C)(C)C	1100.1	Standard polar	33892256
Propargylamine,1TBDMS,isomer #1	C#CCN[Si](C)(C)C(C)(C)C	1060.9	Semi standard non polar	33892256
Propargylamine,1TBDMS,isomer #1	C#CCN[Si](C)(C)C(C)(C)C	1002.7	Standard non polar	33892256
Propargylamine,1TBDMS,isomer #1	C#CCN[Si](C)(C)C(C)(C)C	1311.9	Standard polar	33892256
Propargylamine,2TBDMS,isomer #1	C#CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1429.7	Semi standard non polar	33892256
Propargylamine,2TBDMS,isomer #1	C#CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1421.4	Standard non polar	33892256
Propargylamine,2TBDMS,isomer #1	C#CCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1321.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Propargylamine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9000000000-c2794fc7b21341a94bfa	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Propargylamine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	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)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-27	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

208829

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

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 Propargylamine (HMDB0256820)

MOL for HMDB0256820 (Propargylamine)

3D MOL for HMDB0256820 (Propargylamine)

3D SDF for HMDB0256820 (Propargylamine)

3D-SDF for HMDB0256820 (Propargylamine)

PDB for HMDB0256820 (Propargylamine)

3D PDB for HMDB0256820 (Propargylamine)

SMILES for HMDB0256820 (Propargylamine)

INCHI for HMDB0256820 (Propargylamine)

Structure for HMDB0256820 (Propargylamine)

3D Structure for HMDB0256820 (Propargylamine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

NMR Spectra