Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C4H6O |
| Molecular Weight | 70.0898 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
C=CC1CO1
InChI
InChIKey=GXBYFVGCMPJVJX-UHFFFAOYSA-N
InChI=1S/C4H6O/c1-2-4-3-5-4/h2,4H,1,3H2
| Molecular Formula | C4H6O |
| Molecular Weight | 70.0898 |
| Charge | 0 |
| Count |
|
| Stereochemistry | RACEMIC |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Optical Activity | ( + / - ) |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Reactive metabolites of 1,3-butadiene: DNA and hemoglobin adduct formation and potential roles in carcinogenicity. | 2001 |
|
| Synthesis and characterization of oligodeoxynucleotides containing an N1 beta-hydroxyalkyl adduct of 2'-deoxyinosine. | 2001 Jun |
|
| In vitro genotoxicity testing of (1-chloroethenyl)oxirane, a metabolite of beta-chloroprene. | 2001 Jun 1 |
|
| A novel DNA adduct, originating from 1,2-epoxy-3,4-butanediol, is the major DNA adduct after exposure to [2,3-(14)C]-1,3-butadiene,[4-(14)C]-1,2-epoxy-3-butane. | 2001 Jun 1 |
|
| Advances in the mass spectrometry of hemoglobin adducts: global analysis of the covalent binding of butadiene monoxide. | 2001 Jun 1 |
|
| Mutational spectrum of 1,3-butadiene and metabolites 1,2-epoxybutene and 1,2,3,4-diepoxybutane to assess mutagenic mechanisms. | 2001 Jun 1 |
|
| Development of a preliminary physiologically based toxicokinetic (PBTK) model for 1,3-butadiene risk assessment. | 2001 Jun 1 |
|
| Physiological modeling of butadiene disposition in mice and rats. | 2001 Jun 1 |
|
| First-pass metabolism of 1,3-butadiene in once-through perfused livers of rats and mice. | 2001 Jun 1 |
|
| Dose-dependent excretion of unconjugated 3-butene-1,2-diol measured in urine with a gc/ms after 1,3-butadiene exposure. | 2002 |
|
| Mutagenic spectrum of butadiene-derived N1-deoxyinosine adducts and N6,N6-deoxyadenosine intrastrand cross-links in mammalian cells. | 2002 Dec |
|
| Identification and characterization of a series of nucleoside adducts formed by the reaction of 2'-deoxyguanosine and 1,2,3,4-diepoxybutane under physiological conditions. | 2003 Dec |
|
| Genetic susceptibility, biomarker respones, and cancer. | 2003 Nov |
|
| Regio- and stereoselectivity of the addition of O-, S-, N-, and C-nucleophiles to the beta vinyl oxirane derived from D-glucal. | 2004 Dec 10 |
|
| DNA adducts in rats and mice following exposure to [4-14C]-1,2-epoxy-3-butene and to [2,3-14C]-1,3-butadiene. | 2004 Jun 30 |
|
| Dose responses for the formation of hemoglobin adducts and urinary metabolites in rats and mice exposed by inhalation to low concentrations of 1,3-[2,3-(14)C]-butadiene. | 2004 Mar 15 |
|
| Dose responses for DNA adduct formation in tissues of rats and mice exposed by inhalation to low concentrations of 1,3-[2,3-[(14)C]-butadiene. | 2004 Mar 15 |
|
| Characterization of alkyl-cobalamins formed on trapping of epoxide metabolites of 1,3-butadiene. | 2004 May |
|
| Effects of 1,3-butadiene, isoprene, and their photochemical degradation products on human lung cells. | 2004 Nov |
|
| Synthesis of chiral phosphoantigens and their activity in gamma delta T cell stimulation. | 2004 Sep 6 |
|
| Hemoglobin adducts and micronuclei in rodents after treatment with isoprene monoxide or butadiene monoxide. | 2005 Aug 1 |
|
| Structure of an oligodeoxynucleotide containing a butadiene oxide-derived N1 beta-hydroxyalkyl deoxyinosine adduct in the human N-ras codon 61 sequence. | 2005 Mar 8 |
|
| Palladium-catalyzed DYKAT of butadiene monoepoxide: enantioselective total synthesis of (+)-DMDP, (-)-bulgecinine, and (+)-broussonetine G. | 2006 Aug 25 |
|
| Copper-catalyzed rearrangement of vinyl oxiranes. | 2006 Dec 20 |
|
| Cellular analysis of disorazole C and structure-activity relationship of analogs of the natural product. | 2006 Jan |
|
| 3,4-Epoxy-1-butene, a reactive metabolite of 1,3-butadiene, induces somatic mutations in Xpc-null mice. | 2006 Jan |
|
| Identification of covalent modifications in P450 2E1 by 1,2-epoxy-3-butene in vitro. | 2007 Mar 20 |
|
| N-terminal globin adducts as biomarkers for formation of butadiene derived epoxides. | 2007 Mar 20 |
|
| Quantitative analysis of N-terminal valine peptide adducts specific for 1,2-epoxy-3-butene. | 2007 Mar 20 |
|
| Mutagenicity of stereochemical configurations of 1,2-epoxybutene and 1,2:3,4-diepoxybutane in human lymphblastoid cells. | 2007 Mar 20 |
|
| Synthesis of DNA oligodeoxynucleotides containing structurally defined N6-(2-hydroxy-3-buten-1-yl)-adenine adducts of 3,4-epoxy-1-butene. | 2007 Mar 20 |
|
| Some insights into the mode of action of butadiene by examining the genotoxicity of its metabolites. | 2007 Mar 20 |
|
| Metabolism of 1,3-butadiene to toxicologically relevant metabolites in single-exposed mice and rats. | 2007 Mar 20 |
|
| Development of a physiologically based toxicokinetic model for butadiene and four major metabolites in humans: global sensitivity analysis for experimental design issues. | 2007 May 1 |
|
| Catalytic performance of symmetrical and unsymmetrical sulfur-containing pincer complexes: synthesis and tandem catalytic activity of the first PCS-pincer palladium complex. | 2008 |
|
| Bimetallic dendrimer-encapsulated nanoparticles as catalysts: a review of the research advances. | 2008 Aug |
|
| HPRT mutations in lymphocytes from 1,3-butadiene-exposed workers in China. | 2008 Feb |
|
| Evaluation of cancer tests of 1,3-butadiene using internal dose, genotoxic potency, and a multiplicative risk model. | 2008 Oct 1 |
|
| Genotoxicity of 1,3-butadiene and its epoxy intermediates. | 2009 Aug |
|
| An efficient and general enantioselective synthesis of sphingosine, phythosphingosine, and 4-substituted derivatives. | 2009 Jan 1 |
|
| Investigation on the mechanisms of genotoxicity of butadiene, styrene and their combination in human lymphocytes using the Comet assay. | 2009 May 12 |
|
| Stereoselective ring expansion of vinyl oxiranes: mechanistic insights and natural product total synthesis. | 2010 Feb 22 |
|
| Mutagenicity of stereochemical configurations of 1,3-butadiene epoxy metabolites in human cells. | 2010 Jun |
|
| Exposure-response of 1,2:3,4-diepoxybutane-specific N-terminal valine adducts in mice and rats after inhalation exposure to 1,3-butadiene. | 2010 Jun |
|
| Quantitative investigation on the metabolism of 1,3-butadiene and of its oxidized metabolites in once-through perfused livers of mice and rats. | 2010 Mar |
|
| 1,3-Butadiene: II. Genotoxicity profile. | 2010 Oct |
|
| Inhibitory potency of 4-carbon alkanes and alkenes toward CYP2E1 activity. | 2014 Apr 6 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 08:35:53 GMT 2023
by
admin
on
Sat Dec 16 08:35:53 GMT 2023
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| Record UNII |
478ERR5NKR
|
| Record Status |
Validated (UNII)
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| Record Version |
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