Bovine Metabolome Database: Showing metabocard for Acrylamide (BMDB0004296)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-09-30 23:09:05 UTC

Update Date

2020-04-22 15:13:41 UTC

BMDB ID

BMDB0004296

Secondary Accession Numbers

BMDB04296

Metabolite Identification

Common Name

Acrylamide

Description

Acrylamide, also known as 2-propenamide or akrylamid, 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). Acrylamide is formally rated as a probable carcinogen (by IARC 2A) and is also a potentially toxic compound. Based on a literature review a significant number of articles have been published on Acrylamide.

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
2-Propenamide	ChEBI
Akrylamid	ChEBI
Ethylenecarboxamide	ChEBI
2-Propeneamide	HMDB
Acrylagel	HMDB
Acrylic acid amide	HMDB
Acrylic amide	HMDB
Aerofloc 3453	HMDB
American cyanamid kpam	HMDB
American cyanamid P-250	HMDB
Amid kyseliny akrylove	HMDB
Amide propenoate	HMDB
Amide propenoic acid	HMDB
Aminogen pa	HMDB
amresco Acryl-40	HMDB
bio-Gel P 2	HMDB
BioGel P-100	HMDB
Cyanamer P 250	HMDB
Cyanamer P 35	HMDB
Cytame 5	HMDB
Dow et 597	HMDB
Ethylene carboxamide	HMDB
Flokonit e	HMDB
Flygtol GB	HMDB
Gelamide 250	HMDB
Himoloc SS 200	HMDB
K-Pam	HMDB
Magnafloc R 292	HMDB
Nacolyte 673	HMDB
Optimum	HMDB
Polyacrylamide	HMDB
Polyacrylamide resin	HMDB
Polyacrylamide solution	HMDB
Polyhall 27	HMDB
Polyhall 402	HMDB
Polystolon	HMDB
Polystoron	HMDB
Porisutoron	HMDB
Praestol 2800	HMDB
Prop-2-enamide	HMDB
Propenamide	HMDB
Propeneamide	HMDB
Propenoate	HMDB
Propenoic acid	HMDB
Propenoic acid amide	HMDB
Reten 420	HMDB
Sanpoly a 520	HMDB
Solvitose 433	HMDB
Stipix ad	HMDB
Stokopol D 2624	HMDB
Sumirez a 17	HMDB
Sumirez a 27	HMDB
Sumitex a 1	HMDB
Superfloc 84	HMDB
Superfloc 900	HMDB
Sursolan P 5	HMDB
Versicol W 11	HMDB
Vinyl amide	HMDB

Chemical Formula

C₃H₅NO

Average Molecular Weight

71.0779

Monoisotopic Molecular Weight

71.037113787

IUPAC Name

prop-2-enamide

Traditional Name

acrylamide

CAS Registry Number

79-06-1

SMILES

NC(=O)C=C

InChI Identifier

InChI=1S/C3H5NO/c1-2-3(4)5/h2H,1H2,(H2,4,5)

InChI Key

HRPVXLWXLXDGHG-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

acrylamides (CHEBI:28619 )
a small molecule (ACRYLAMIDE )

Ontology

Status

Expected but not Quantified

Origin

Endogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Not Available

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	84.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	390 mg/mL at 25 °C	Not Available
LogP	-0.67	HANSCH,C ET AL. (1995)

Predicted Properties

Property	Value	Source
logP	-0.65	ALOGPS
logP	-0.27	ChemAxon
logS	0.23	ALOGPS
pKa (Strongest Acidic)	16.7	ChemAxon
pKa (Strongest Basic)	0.0026	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	1	ChemAxon
Refractivity	19.11 m³·mol⁻¹	ChemAxon
Polarizability	6.88 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-05dl-9000000000-7803f8bd1c25c6f33593	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0fbc-9000000000-5172c72b521a27969d00	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-05dl-9000000000-1bf9b49a192db4be5718	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-05dl-9000000000-7803f8bd1c25c6f33593	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0fbc-9000000000-5172c72b521a27969d00	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-05dl-9000000000-1bf9b49a192db4be5718	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-00b9-9000000000-5bef29cbd40aff79956d	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-05fr-9000000000-7b30073e15256ba58af1	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-0udi-9000000000-26ca703d558096e73e80	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-0kfx-9000000000-da086ba0e1b4f10d534f	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - EI-B (Unknown) , Positive	splash10-05dl-9000000000-2c812f3ba789fd949662	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI RMU-7M) , Positive	splash10-0fbc-9000000000-133d475aa82b7785e9d9	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI M-60) , Positive	splash10-05dl-9000000000-1a51b235c01925474be9	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-9000000000-9abb65794a256ec349d9	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-731632d5d897092e8793	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-9000000000-7ae060a514404849e18b	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0ab9-9000000000-266bb2ee5e50895cafcd	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-9000000000-f050957a0d6ea8faffa9	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a6r-9000000000-c07c1b77eefb52c831b3	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-9000000000-aeb4a4f6e2bfac854f78	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-9000000000-9dbeef50bde3f71563c7	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0f6x-9000000000-a47b3ab799000bb0943f	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-9000000000-3f00472f65fff4471b25	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-9000000000-f7af528f16b7b525e1d9	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0pbc-9000000000-a4a3d985da910e7d55bd	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-9000000000-824624715e96152c7f47	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-006x-9000000000-9c5330c894f80f4d61fe	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-90726b17dc36e29c5299	View in MoNA
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Not Available	View in JSpectraViewer