Cannabis Compound Database: Showing Compound Card for Acetamide (CDB000546)

Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Protein target Pathways Concentrations Links References Show 25 proteins XML

Show more...Show more...Show more...

Record Information

Version

1.0

Created at

2020-03-19 00:42:57 UTC

Updated at

2020-12-07 19:07:30 UTC

CannabisDB ID

CDB000546

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common 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 ). It has also been detected as one of the volatile components in marijuana samples obtained during police seizures (PMID: 26657499 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	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

Chemical Formula

C₂H₅NO

Average Molecular Weight

59.07

Monoisotopic Molecular Weight

59.0371

IUPAC Name

acetamide

Traditional Name

acetamide

CAS Registry Number

60-35-5

SMILES

CC(O)=N

InChI Identifier

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

InChI Key

DLFVBJFMPXGRIB-UHFFFAOYSA-N

Chemical Taxonomy

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

Indirect biological role:

Carcinogen

Environmental role:

Industrial application:

Food and nutrition

Household products:

Antimicrobial agent

Pharmaceutical industry:

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	82 - 83 °C	Not Available
Boiling Point	221.2 °C	Wikipedia
Water Solubility	2250 mg/mL at 25 °C	Not Available
logP	-1.26	Not Available

Predicted Properties

Property	Value	Source
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

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

Pathways

Not Available

Protein Targets

Enzymes

Not Available

Transporters

Not Available

Metal Bindings

Not Available

Receptors

Protein Name	Gene Name	Locus	Uniprot ID	Details
Taste receptor type 2 member 10	TAS2R10	12p13	Q9NYW0	details
Taste receptor type 2 member 16	TAS2R16	7q31.1-q31.3\|7q31	Q9NYV7	details
Taste receptor type 2 member 40	TAS2R40	7q34	P59535	details
Taste receptor type 2 member 3	TAS2R3	7q31.3-q32	Q9NYW6	details
Taste receptor type 2 member 4	TAS2R4	7q31.3-q32	Q9NYW5	details
Taste receptor type 2 member 7	TAS2R7	12p13	Q9NYW3	details
Taste receptor type 2 member 9	TAS2R9	12p13	Q9NYW1	details
Taste receptor type 2 member 50	TAS2R50	12p13.2	P59544	details
Taste receptor type 2 member 38	TAS2R38	7q34	P59533	details
Taste receptor type 2 member 31	TAS2R31	12p13.2	P59538	details
Taste receptor type 2 member 1	TAS2R1	5p15.31	Q9NYW7	details
Taste receptor type 2 member 20	TAS2R20	12p13.2	P59543	details
Taste receptor type 2 member 39	TAS2R39	7q34	P59534	details
Taste receptor type 2 member 19	TAS2R19	12p13.2	P59542	details
Taste receptor type 2 member 45	TAS2R45		P59539	details
Taste receptor type 2 member 30	TAS2R30	12p13.2	P59541	details
Taste receptor type 2 member 42	TAS2R42		Q7RTR8	details
Taste receptor type 2 member 41	TAS2R41	7q35	P59536	details
Taste receptor type 2 member 43	TAS2R43	12p13.2	P59537	details
Taste receptor type 2 member 5	TAS2R5	7q34	Q9NYW4	details
Taste receptor type 2 member 46	TAS2R46	12p13.2	P59540	details
Taste receptor type 2 member 13	TAS2R13	12p13.2	Q9NYV9	details
Taste receptor type 2 member 60	TAS2R60	7q35	P59551	details
Taste receptor type 2 member 8	TAS2R8	12p13.2	Q9NYW2	details
Taste receptor type 2 member 14	TAS2R14	12p13.2	Q9NYV8	details

Transcriptional Factors

Not Available

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0031645

DrugBank ID

DB02736

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Acetamide

METLIN ID

Not Available

PubChem Compound

178

PDB ID

Not Available

ChEBI ID

27856

References

General References

Authors unspecified: Re-evaluation of some organic chemicals, hydrazine and hydrogen peroxide. Proceedings of the IARC Working Group on the Evaluation of Carcinogenic Risks to Humans. Lyon, France, 17-24 February 1998. IARC Monogr Eval Carcinog Risks Hum. 1999;71 Pt 1:1-315. [PubMed:10507919 ]
Rice S, Koziel JA: Characterizing the Smell of Marijuana by Odor Impact of Volatile Compounds: An Application of Simultaneous Chemical and Sensory Analysis. PLoS One. 2015 Dec 10;10(12):e0144160. doi: 10.1371/journal.pone.0144160. eCollection 2015. [PubMed:26657499 ]
Vismeh R, Haddad D, Moore J, Nielson C, Bals B, Campbell T, Julian A, Teymouri F, Jones AD, Bringi V: Exposure Assessment of Acetamide in Milk, Beef, and Coffee Using Xanthydrol Derivatization and Gas Chromatography/Mass Spectrometry. J Agric Food Chem. 2018 Jan 10;66(1):298-305. doi: 10.1021/acs.jafc.7b02229. Epub 2017 Dec 27. [PubMed:29186951 ]
Moore MM, Gollapudi B, Nagane R, Khan N, Patel M, Khanvilkar T, Roy AM, Ramesh E, Bals B, Teymouri F, Nault R, Bringi V: The food contaminant acetamide is not an in vivo clastogen, aneugen, or mutagen in rodent hematopoietic tissue. Regul Toxicol Pharmacol. 2019 Nov;108:104451. doi: 10.1016/j.yrtph.2019.104451. Epub 2019 Aug 27. [PubMed:31470077 ]

Only showing the first 10 proteins. There are 25 proteins in total.

Show All

Only showing the first 10 proteins. There are 25 proteins in total.

Show All

Showing Compound Card for Acetamide (CDB000546)

Structure for CDB000546 (Acetamide)