U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C3H5NO
Molecular Weight 71.0779
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ACRYLAMIDE

SMILES

NC(=O)C=C

InChI

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

HIDE SMILES / InChI

Molecular Formula C3H5NO
Molecular Weight 71.0779
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Effects of acrylamide on creatine kinase from rabbit muscle.
2001-11
Involvement of protein dynamics in enzyme stability. The case of glucose oxidase.
2001-10-12
Conformational changes that occur during an RNA-editing adenosine deamination reaction.
2001-10-12
Reduced outer membrane permeability of Escherichia coli O157:H7: suggested role of modified outer membrane porins and theoretical function in resistance to antimicrobial agents.
2001-10-09
Hydrophobicity of whey protein concentrates measured by fluorescence quenching and its relation with surface functional properties.
2001-10
Protease activity and host cell binding of the 42-kDa rhoptry protein from Toxoplasma gondii after secretion.
2001-09-28
Structural perturbation of proteins in low denaturant concentrations.
2001-09-21
The polar headgroup of the detergent governs the accessibility to water of tryptophan octyl ester in host micelles.
2001-09-03
Dose-response relation between acrylamide and pancreatic cancer.
2001-09
Cancer risk from exposure to occupational acrylamide.
2001-09
Conformation of the C-terminal domain of the pro-apoptotic protein Bax and mutants and its interaction with membranes.
2001-08-21
Cofactor and tryptophan accessibility and unfolding of brain glutamate decarboxylase.
2001-08-15
[Severe chronic acrylamide intoxication].
2001-08-06
Iron porphyrins as models of cytochrome c oxidase.
2001-08-03
Discovery of a novel compound: insight into mechanisms for acrylamide-induced axonopathy and colchicine-induced apoptotic neuronal cell death.
2001-08-03
Regaining chondrocyte phenotype in thermosensitive gel culture.
2001-08-01
Health effects of occupational exposure to acrylamide using hemoglobin adducts as biomarkers of internal dose.
2001-08
Acrylamide in tunnel construction--new (or old) lessons to be learned?
2001-08
Improved electrophoretical analyses for rice seed storage glutelin.
2001-08
An electroblotting, two-step procedure for the detection of proteinases and the study of proteinase/inhibitor complexes in gelatin-containing polyacrylamide gels.
2001-08
Glutaraldehyde cross-linking alters the environment around Trp(29) of cobrotoxin and the pathway for regaining its fine structure during refolding.
2001-08
Denitrification with acrylamide by pure culture of bacteria isolated from acrylonitrile-butadiene-styrene resin manufactured wastewater treatment system.
2001-08
Environmental risk assessment of acrylamide and methylolacrylamide from a grouting agent used in the tunnel construction of Romeriksporten, Norway.
2001-08
Probing the mechanism of insulin fibril formation with insulin mutants.
2001-07-27
Determination of acrylamide and glycidamide in rat plasma by reversed-phase high performance liquid chromatography.
2001-07-15
[The respiratory activity of Rhodococcus rhodochrous M8 cells producing nitrile-hydrolyzing enzymes].
2001-07-11
Expression of TCF, TPF/YY1, and the Sp family transcription factors in rabbit endometrium throughout pregnancy.
2001-07-07
Drug targeting using thermally responsive polymers and local hyperthermia.
2001-07-06
Dynamic features of the subunit interface of Cu,Zn superoxide dismutase as probed by tryptophan phosphorescence.
2001-07-01
Ability of cellulose acetate and polyacrylamide enzyme electrophoresis to separate 13 species of phlebotomine sand flies (Diptera: Psychodidae) from Venezuela.
2001-07
Effects of crosslinker fraction in polymer gel dosimeters using FT Raman spectroscopy.
2001-07
Micronuclei and other nuclear lesions as genotoxicity indicators in rainbow trout Oncorhynchus mykiss.
2001-07
On the effect of sodium dodecyl sulfate on the structure of beta-galactosidase from Escherichia coli. A fluorescence study.
2001-07
Ligand-modulation of the stability of the glucose transporter GLUT 1.
2001-07
Effect of chemicals on the duration of male meiosis in mice detected with laser scanning cytometry.
2001-07
Location of disulfide bonds in mature alpha-L-fucosidase from pea.
2001-06
Metabolism, toxicokinetics and hemoglobin adduct formation in rats following subacute and subchronic acrylamide dosing.
2001-06
Staining nucleic acids and proteins in electrophoresis gels.
2001-05
Protein alkylation by acrylamide, its N-substituted derivatives and cross-linkers and its relevance to proteomics: a matrix assisted laser desorption/ionization-time of flight-mass spectrometry study.
2001-05
Synthesis of N,N'-bis(acrylamido)acetic acid-based T-antigen glycodendrimers and their mouse monoclonal IgG antibody binding properties.
2001-03-07
Zirconium speciation in lactate solutions and polyacrylate gels.
2001-03-01
Substitutions of Thr-103-Ile and Trp-138-Gly in amidase from Pseudomonas aeruginosa are responsible for altered kinetic properties and enzyme instability.
2001-03
Tyrosine kinase inhibitors. 18. 6-Substituted 4-anilinoquinazolines and 4-anilinopyrido[3,4-d]pyrimidines as soluble, irreversible inhibitors of the epidermal growth factor receptor.
2001-02-01
Probing the structural diversities of long alpha-neurotoxins by fluorescence quenching studies.
2001-02
amiA is a negative regulator of acetamidase expression in Mycobacterium smegmatis.
2001
Oriented antibody immobilization to polystyrene macrocarriers for immunoassay modified with hydrazide derivatives of poly(meth)acrylic acid.
2001
Somatic frameshift mutations in the Bloom syndrome BLM gene are frequent in sporadic gastric carcinomas with microsatellite mutator phenotype.
2001
MP20, the second most abundant lens membrane protein and member of the tetraspanin superfamily, joins the list of ligands of galectin-3.
2001
Long-term cultivation of colorectal carcinoma cells with anti-cancer drugs induces drug resistance and telomere elongation: an in vitro study.
2001
Pathological apoptosis by xanthurenic acid, a tryptophan metabolite: activation of cell caspases but not cytoskeleton breakdown.
2001
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:39:14 GMT 2025
Edited
by admin
on Mon Mar 31 18:39:14 GMT 2025
Record UNII
20R035KLCI
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NSC-7785
Preferred Name English
ACRYLAMIDE
HSDB   MART.   MI  
Systematic Name English
ACRYLAMIDE [HSDB]
Common Name English
VINYL AMIDE
Systematic Name English
2-PROPENAMIDE
Systematic Name English
ETHYLENECARBOXAMIDE
Common Name English
ACYLAMIDE-
Common Name English
PROPENAMIDE
Systematic Name English
ACRYLAMIDE [MART.]
Common Name English
ACRYLAMIDE [IARC]
Common Name English
ACRYLAMIDE [MI]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C45176
Created by admin on Mon Mar 31 18:39:14 GMT 2025 , Edited by admin on Mon Mar 31 18:39:14 GMT 2025
CFR 21 CFR 172.255
Created by admin on Mon Mar 31 18:39:14 GMT 2025 , Edited by admin on Mon Mar 31 18:39:14 GMT 2025
EPA PESTICIDE CODE 600008
Created by admin on Mon Mar 31 18:39:14 GMT 2025 , Edited by admin on Mon Mar 31 18:39:14 GMT 2025
Code System Code Type Description
MESH
D020106
Created by admin on Mon Mar 31 18:39:14 GMT 2025 , Edited by admin on Mon Mar 31 18:39:14 GMT 2025
PRIMARY
ECHA (EC/EINECS)
201-173-7
Created by admin on Mon Mar 31 18:39:14 GMT 2025 , Edited by admin on Mon Mar 31 18:39:14 GMT 2025
PRIMARY
HSDB
191
Created by admin on Mon Mar 31 18:39:14 GMT 2025 , Edited by admin on Mon Mar 31 18:39:14 GMT 2025
PRIMARY
CHEBI
28619
Created by admin on Mon Mar 31 18:39:14 GMT 2025 , Edited by admin on Mon Mar 31 18:39:14 GMT 2025
PRIMARY
CAS
79-06-1
Created by admin on Mon Mar 31 18:39:14 GMT 2025 , Edited by admin on Mon Mar 31 18:39:14 GMT 2025
PRIMARY
FDA UNII
20R035KLCI
Created by admin on Mon Mar 31 18:39:14 GMT 2025 , Edited by admin on Mon Mar 31 18:39:14 GMT 2025
PRIMARY
EPA CompTox
DTXSID5020027
Created by admin on Mon Mar 31 18:39:14 GMT 2025 , Edited by admin on Mon Mar 31 18:39:14 GMT 2025
PRIMARY
DAILYMED
20R035KLCI
Created by admin on Mon Mar 31 18:39:14 GMT 2025 , Edited by admin on Mon Mar 31 18:39:14 GMT 2025
PRIMARY
NCI_THESAURUS
C44329
Created by admin on Mon Mar 31 18:39:14 GMT 2025 , Edited by admin on Mon Mar 31 18:39:14 GMT 2025
PRIMARY
NSC
7785
Created by admin on Mon Mar 31 18:39:14 GMT 2025 , Edited by admin on Mon Mar 31 18:39:14 GMT 2025
PRIMARY
RXCUI
1368125
Created by admin on Mon Mar 31 18:39:14 GMT 2025 , Edited by admin on Mon Mar 31 18:39:14 GMT 2025
PRIMARY RxNorm
SMS_ID
300000053099
Created by admin on Mon Mar 31 18:39:14 GMT 2025 , Edited by admin on Mon Mar 31 18:39:14 GMT 2025
PRIMARY
PUBCHEM
6579
Created by admin on Mon Mar 31 18:39:14 GMT 2025 , Edited by admin on Mon Mar 31 18:39:14 GMT 2025
PRIMARY
WIKIPEDIA
ACRYLAMIDE
Created by admin on Mon Mar 31 18:39:14 GMT 2025 , Edited by admin on Mon Mar 31 18:39:14 GMT 2025
PRIMARY
MERCK INDEX
m1390
Created by admin on Mon Mar 31 18:39:14 GMT 2025 , Edited by admin on Mon Mar 31 18:39:14 GMT 2025
PRIMARY Merck Index
Related Record Type Details
METABOLITE -> PARENT
Related Record Type Details
ACTIVE MOIETY