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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:15:58 UTC

Update Date

2021-09-26 22:55:09 UTC

HMDB ID

HMDB0246231

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-(3-(Dimethylamino)propyl)acrylamide

Description

N-(3-(Dimethylamino)propyl)acrylamide belongs to the class of organic compounds known as acrylic acids and derivatives. These are organic compounds containing acrylic acid CH2=CHCO2H or a derivative thereof. Based on a literature review a significant number of articles have been published on N-(3-(Dimethylamino)propyl)acrylamide. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-(3-(dimethylamino)propyl)acrylamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-(3-(Dimethylamino)propyl)acrylamide 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

COMPND    HMDB0246231
HETATM    1  C1  UNL     1       5.469   0.335   0.073  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.270   0.491  -0.444  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.101  -0.114   0.150  1.00  0.00           C  
HETATM    4  O1  UNL     1       3.256  -0.874   1.289  1.00  0.00           O  
HETATM    5  N1  UNL     1       1.933   0.033  -0.348  1.00  0.00           N  
HETATM    6  C4  UNL     1       0.719  -0.529   0.171  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.509   0.118  -0.463  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.762  -0.502   0.106  1.00  0.00           C  
HETATM    9  N2  UNL     1      -2.957   0.108  -0.495  1.00  0.00           N  
HETATM   10  C7  UNL     1      -3.066   1.476  -0.055  1.00  0.00           C  
HETATM   11  C8  UNL     1      -4.132  -0.599  -0.053  1.00  0.00           C  
HETATM   12  H1  UNL     1       6.341   0.786  -0.370  1.00  0.00           H  
HETATM   13  H2  UNL     1       5.655  -0.252   0.968  1.00  0.00           H  
HETATM   14  H3  UNL     1       4.162   1.092  -1.336  1.00  0.00           H  
HETATM   15  H4  UNL     1       3.518  -1.860   1.127  1.00  0.00           H  
HETATM   16  H5  UNL     1       0.671  -1.621  -0.017  1.00  0.00           H  
HETATM   17  H6  UNL     1       0.651  -0.378   1.267  1.00  0.00           H  
HETATM   18  H7  UNL     1      -0.560   1.199  -0.210  1.00  0.00           H  
HETATM   19  H8  UNL     1      -0.442   0.023  -1.557  1.00  0.00           H  
HETATM   20  H9  UNL     1      -1.759  -1.590  -0.116  1.00  0.00           H  
HETATM   21  H10 UNL     1      -1.792  -0.384   1.199  1.00  0.00           H  
HETATM   22  H11 UNL     1      -4.136   1.767  -0.164  1.00  0.00           H  
HETATM   23  H12 UNL     1      -2.808   1.511   1.002  1.00  0.00           H  
HETATM   24  H13 UNL     1      -2.460   2.165  -0.694  1.00  0.00           H  
HETATM   25  H14 UNL     1      -4.880   0.089   0.428  1.00  0.00           H  
HETATM   26  H15 UNL     1      -4.626  -1.141  -0.885  1.00  0.00           H  
HETATM   27  H16 UNL     1      -3.857  -1.350   0.736  1.00  0.00           H  
CONECT    1    2    2   12   13
CONECT    2    3   14
CONECT    3    4    5    5
CONECT    4   15
CONECT    5    6
CONECT    6    7   16   17
CONECT    7    8   18   19
CONECT    8    9   20   21
CONECT    9   10   11
CONECT   10   22   23   24
CONECT   11   25   26   27
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₈H₁₆N₂O

Average Molecular Weight

156.229

Monoisotopic Molecular Weight

156.126263143

IUPAC Name

N-[3-(dimethylamino)propyl]prop-2-enimidic acid

Traditional Name

N-[3-(dimethylamino)propyl]prop-2-enimidic acid

CAS Registry Number

Not Available

SMILES

CN(C)CCCN=C(O)C=C

InChI Identifier

InChI=1S/C8H16N2O/c1-4-8(11)9-6-5-7-10(2)3/h4H,1,5-7H2,2-3H3,(H,9,11)

InChI Key

ADTJPOBHAXXXFS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acrylic acids and derivatives. These are organic compounds containing acrylic acid CH2=CHCO2H or a derivative thereof.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Acrylic acids and derivatives

Direct Parent

Acrylic acids and derivatives

Alternative Parents

Substituents

Acrylic acid or derivatives
Amino acid or derivatives
Carboxamide group
Secondary carboxylic acid amide
Tertiary amine
Tertiary aliphatic amine
Amine
Carbonyl group
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Organic oxygen compound
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)

Source

Exogenous

Exogenous (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	0.69	ALOGPS
logP	-1.5	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	5.73	ChemAxon
pKa (Strongest Basic)	9.63	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	35.83 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	47.42 m³·mol⁻¹	ChemAxon
Polarizability	18.63 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]+	133.414	30932474
DeepCCS	[M-H]-	129.826	30932474
DeepCCS	[M-2H]-	167.215	30932474
DeepCCS	[M+Na]+	142.435	30932474
AllCCS	[M+H]+	138.6	32859911
AllCCS	[M+H-H2O]+	134.8	32859911
AllCCS	[M+NH4]+	142.2	32859911
AllCCS	[M+Na]+	143.2	32859911
AllCCS	[M-H]-	137.9	32859911
AllCCS	[M+Na-2H]-	140.2	32859911
AllCCS	[M+HCOO]-	142.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-(3-(Dimethylamino)propyl)acrylamide	CN(C)CCCN=C(O)C=C	1904.5	Standard polar	33892256
N-(3-(Dimethylamino)propyl)acrylamide	CN(C)CCCN=C(O)C=C	1259.9	Standard non polar	33892256
N-(3-(Dimethylamino)propyl)acrylamide	CN(C)CCCN=C(O)C=C	1334.5	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 - N-(3-(Dimethylamino)propyl)acrylamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9000000000-07f80e1a2b44c1feb3b3	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(3-(Dimethylamino)propyl)acrylamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(3-(Dimethylamino)propyl)acrylamide GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-(3-(Dimethylamino)propyl)acrylamide GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	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 - N-(3-(Dimethylamino)propyl)acrylamide 10V, Positive-QTOF	splash10-0zfr-1900000000-c40074e0d1dc4f13322b	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(3-(Dimethylamino)propyl)acrylamide 20V, Positive-QTOF	splash10-0zgi-9500000000-b933ea1856a5e3460e4f	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(3-(Dimethylamino)propyl)acrylamide 40V, Positive-QTOF	splash10-0abi-9000000000-21c275e8fa8671d207db	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(3-(Dimethylamino)propyl)acrylamide 10V, Negative-QTOF	splash10-0a4i-1900000000-bcd2affa0502fa487de0	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(3-(Dimethylamino)propyl)acrylamide 20V, Negative-QTOF	splash10-0pi0-7900000000-daf437edc6687101679e	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(3-(Dimethylamino)propyl)acrylamide 40V, Negative-QTOF	splash10-0zml-9000000000-7926508d12a4c2e6ad44	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(3-(Dimethylamino)propyl)acrylamide 10V, Positive-QTOF	splash10-0pb9-7900000000-63f2040bc47588163a85	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(3-(Dimethylamino)propyl)acrylamide 20V, Positive-QTOF	splash10-0pj0-9300000000-1b60735c703de4d30159	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(3-(Dimethylamino)propyl)acrylamide 40V, Positive-QTOF	splash10-0541-9000000000-4abcc2b221d74e6b277f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(3-(Dimethylamino)propyl)acrylamide 10V, Negative-QTOF	splash10-0a4j-6900000000-89c779415df933470c58	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(3-(Dimethylamino)propyl)acrylamide 20V, Negative-QTOF	splash10-0kfy-9400000000-35803d6e1fc990c5126c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-(3-(Dimethylamino)propyl)acrylamide 40V, Negative-QTOF	splash10-0006-9000000000-3351b4c866461b8ea34b	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	¹H NMR Spectrum (1D, 300 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	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	¹H NMR Spectrum (1D, 800 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, 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

69861

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

77452

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 N-(3-(Dimethylamino)propyl)acrylamide (HMDB0246231)

MOL for HMDB0246231 (N-(3-(Dimethylamino)propyl)acrylamide)

3D MOL for HMDB0246231 (N-(3-(Dimethylamino)propyl)acrylamide)

3D SDF for HMDB0246231 (N-(3-(Dimethylamino)propyl)acrylamide)

3D-SDF for HMDB0246231 (N-(3-(Dimethylamino)propyl)acrylamide)

PDB for HMDB0246231 (N-(3-(Dimethylamino)propyl)acrylamide)

3D PDB for HMDB0246231 (N-(3-(Dimethylamino)propyl)acrylamide)

SMILES for HMDB0246231 (N-(3-(Dimethylamino)propyl)acrylamide)

INCHI for HMDB0246231 (N-(3-(Dimethylamino)propyl)acrylamide)

Structure for HMDB0246231 (N-(3-(Dimethylamino)propyl)acrylamide)

3D Structure for HMDB0246231 (N-(3-(Dimethylamino)propyl)acrylamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra