Showing Compound Acetamide (FDB008298)

Record Information

Version

1.0

Creation date

2010-04-08 22:08:01 UTC

Update date

2020-09-17 15:34:38 UTC

Primary ID

FDB008298

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Acetamide

Description

Acetamide, also known as ethanamid or acetic acid amide, belongs to the class of organic compounds known as carboximidic acids. These are organic acids with the general formula RC(=N)-OH. Acetamide is soluble in water and low molecular mass alcohols. It forms deliquescent hexagonal crystals that are odorless when pure (DOI: 10.1002/14356007.a01_045.pub3), but it frequently has a mousy odor. Pure acetamide has a bitter taste. Acetamide is used as a solvent and as a plasticizer (DOI:10.1002/14356007.a01_045.pub3). Acetamide has been classified by the International Agency for Research on Cancer (IARC) as a Group 2B possible human carcinogen (PMID: 10507919). However, further studies need to be conducted to better understand the potential in vivo genotoxicity of acetamide (PMID: 31470077). It has also been investigated as a residue from some pesticides and as an impurity in the manufacture of pharmaceuticals (DOI: 10.1021/op200205b). Acetamide has been identified in milk, eggs, and meat (PMID: 29186951).

CAS Number

60-35-5

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Acetamid	ChEBI
Acetic acid amide	ChEBI
Azetamid	ChEBI
CH3CONH2	ChEBI
Essigsaeureamid	ChEBI
Ethanamid	ChEBI
Ethanamide	ChEBI
Methanecarboxamide	ChEBI
Acetate amide	Generator
Acetimidic acid	HMDB
ACM	HMDB
Amid kyseliny octove	HMDB
Acetamide, monosodium salt	MeSH, HMDB
Acetimidic acid (van)	biospider

Predicted Properties

Property	Value	Source
Water Solubility	369 g/L	ALOGPS
logP	-1.1	ALOGPS
logP	-1	ChemAxon
logS	0.8	ALOGPS
pKa (Strongest Acidic)	16.75	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	43.09 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	14.47 m³·mol⁻¹	ChemAxon
Polarizability	5.76 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

Chemical Formula

C2H5NO

IUPAC name

acetamide

InChI Identifier

InChI=1S/C2H5NO/c1-2(3)4/h1H3,(H2,3,4)

InChI Key

DLFVBJFMPXGRIB-UHFFFAOYSA-N

Isomeric SMILES

CC(N)=O

Average Molecular Weight

59.0672

Monoisotopic Molecular Weight

59.037113787

Classification

Description

Belongs to the class of organic compounds known as carboximidic acids. These are organic acids with the general formula RC(=N)-OH (R=H, organic group).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboximidic acids and derivatives

Sub Class

Carboximidic acids

Direct Parent

Carboximidic acids

Alternative Parents

Substituents

Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

carboximidic acid (CHEBI:49028 )
a small molecule (ACETAMIDE )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Environmental:

Tobacco smoke

Biological:

Plant

Biological location:

Biofluid and excreta:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Environmental role:

Industrial application:

Food and nutrition

Household products:

Antimicrobial agent

Pharmaceutical industry:

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 40.67%; H 8.53%; N 23.71%; O 27.09%	DFC
Melting Point	Mp 82-83°	DFC
Boiling Point	Bp5 92°	DFC
Experimental Water Solubility	2250 mg/mL at 25 oC	YALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logP	-1.26	HANSCH,C ET AL. (1995)
Experimental pKa	pKa1 ?1.4 (25°)	DFC
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-052f-9000000000-245f2dcb7e62391b1c0a	2014-09-20	View Spectrum
GC-MS	Acetamide, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-94d49b439405d0f3ad41	Spectrum
GC-MS	Acetamide, non-derivatized, GC-MS Spectrum	splash10-0006-9000000000-94d49b439405d0f3ad41	Spectrum
Predicted GC-MS	Acetamide, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-052f-9000000000-44ec47d45cbb6740fd6e	Spectrum
Predicted GC-MS	Acetamide, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - QqQ 7V, positive	splash10-0a4i-9000000000-62a9b7d69257dd565e22	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - QqQ 8V, positive	splash10-0a4i-9000000000-eca97902d04e534ac2d3	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - QqQ 9V, positive	splash10-0a4i-9000000000-51b4caaf1d8caa1dcd66	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - QqQ 10V, positive	splash10-0a4i-9000000000-41fb86e31e458684dcc1	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - QqQ 11V, positive	splash10-0a4i-9000000000-377e3699217c3ddf653e	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - QqQ 12V, positive	splash10-0a4l-9000000000-9ff14ca7216ed562a12b	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - QqQ 13V, positive	splash10-0a4l-9000000000-c5d1fbf0f4ac79ba8500	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - QqQ 14V, positive	splash10-052f-9000000000-6404591bd64c77b77610	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - QqQ 15V, positive	splash10-052f-9000000000-cb5bcad9d2d9b6b736f2	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - QqQ 16V, positive	splash10-052f-9000000000-11dd3535e54d6ff8ef85	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - QqQ 17V, positive	splash10-052f-9000000000-c49a0918dbfba17724c6	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - QqQ 18V, positive	splash10-052f-9000000000-14175a412c1916e3d851	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - QqQ 19V, positive	splash10-052f-9000000000-215f69c60943a78528a0	2020-07-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-9000000000-505a068d8b00d3030e68	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-9000000000-0164236da39cd57f6f08	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-c6fa97895f0c45a9186b	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-9000000000-0d3d5066ba65a1714c21	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-9000000000-0d3d5066ba65a1714c21	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-90726b17dc36e29c5299	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-9000000000-a6a33bf7f6d8f960c8bf	2016-08-02	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-9000000000-3fadaee55485aba6adcd	2016-08-02	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-c8d15248967cca08c9c5	2016-08-02	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03dl-9000000000-5361b148690025f74837	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01ox-9000000000-a69a370c97bfa9746f6d	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-87bbaed151efac084591	2021-09-23	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 90 MHz, D₂O, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50.18 MHz, D₂O, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum