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Glycidamide

CAS No.:
5694-00-8
Catalog Number:
AG003QS6
Molecular Formula:
C3H5NO2
Molecular Weight:
87.0773
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Purity
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Product Description
Catalog Number:
AG003QS6
Chemical Name:
Glycidamide
CAS Number:
5694-00-8
Molecular Formula:
C3H5NO2
Molecular Weight:
87.0773
MDL Number:
MFCD00468053
IUPAC Name:
oxirane-2-carboxamide
InChI:
InChI=1S/C3H5NO2/c4-3(5)2-1-6-2/h2H,1H2,(H2,4,5)
InChI Key:
FMAZQSYXRGRESX-UHFFFAOYSA-N
SMILES:
NC(=O)C1CO1
EC Number:
227-163-2
Properties
Complexity:
80.9  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
87.032g/mol
Formal Charge:
0
Heavy Atom Count:
6  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
87.078g/mol
Monoisotopic Mass:
87.032g/mol
Rotatable Bond Count:
1  
Topological Polar Surface Area:
55.6A^2
Undefined Atom Stereocenter Count:
1  
Undefined Bond Stereocenter Count:
0
XLogP3:
-1.2  
Literature
Title Journal
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Chronic acrylamide exposure in male mice induces DNA damage to spermatozoa; Potential for amelioration by resveratrol. Reproductive toxicology (Elmsford, N.Y.) 20160801
Synthesis, characterization and analysis of the acrylamide- and glycidamide-glutathione conjugates. Chemico-biological interactions 20150725
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Excretion of 2,3-dihydroxy-propionamide (OH-PA), the hydrolysis product of glycidamide, in human urine after single oral dose of deuterium-labeled acrylamide. Archives of toxicology 20110601
Dietary determinants for Hb-acrylamide and Hb-glycidamide adducts in Danish non-smoking women. The British journal of nutrition 20110501
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A new modified Edman procedure for analysis of N-terminal valine adducts in hemoglobin by LC-MS/MS. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20101001
Mutagenicity of acrylamide and glycidamide in the testes of big blue mice. Toxicological sciences : an official journal of the Society of Toxicology 20100901
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Alcohol influence on acrylamide to glycidamide metabolism assessed with hemoglobin-adducts and questionnaire data. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20100301
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Preweaning behaviors, developmental landmarks, and acrylamide and glycidamide levels after pre- and postnatal acrylamide treatment in rats. Neurotoxicology and teratology 20100101
Antibiotic Treatment of Dogs and Cats during Pregnancy. Veterinary medicine international 20100101
Association among acrylamide, blood insulin, and insulin resistance in adults. Diabetes care 20091201
Effect of sulforaphane on glutathione-adduct formation and on glutathione_S_transferase-dependent detoxification of acrylamide in Caco-2 cells. Molecular nutrition & food research 20091201
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N-Acetyl-S-(1-carbamoyl-2-hydroxy-ethyl)-L-cysteine (iso-GAMA) a further product of human metabolism of acrylamide: comparison with the simultaneously excreted other mercaptuic acids. Archives of toxicology 20090701
DNA adduct formation and induction of micronuclei and mutations in B6C3F1/Tk mice treated neonatally with acrylamide or glycidamide. International journal of cancer 20090501
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Human CYP2E1 mediates the formation of glycidamide from acrylamide. Archives of toxicology 20081001
Low-acrylamide French fries and potato chips. Plant biotechnology journal 20081001
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Development of a stable isotope dilution assay for the quantitation of glycidamide and its application to foods and model systems. Journal of agricultural and food chemistry 20080813
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Hemoglobin adducts from glycidamide: acetonization of hydrophilic groups for reproducible gas chromatography/tandem mass spectrometric analysis. Rapid communications in mass spectrometry : RCM 20030101
Hemoglobin adducts and micronucleus frequencies in mouse and rat after acrylamide or N-methylolacrylamide treatment. Mutation research 20020426
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