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Details

Stereochemistry ACHIRAL
Molecular Formula C3H5NO2
Molecular Weight 87.0773
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of VINYL CARBAMATE

SMILES

NC(=O)OC=C

InChI

InChIKey=LVLANIHJQRZTPY-UHFFFAOYSA-N
InChI=1S/C3H5NO2/c1-2-6-3(4)5/h2H,1H2,(H2,4,5)

HIDE SMILES / InChI

Molecular Formula C3H5NO2
Molecular Weight 87.0773
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Role of human cytochrome P-450 IIE1 in the oxidation of many low molecular weight cancer suspects.
1991 Mar-Apr
Vinyl carbamate epoxide, a major strong electrophilic, mutagenic and carcinogenic metabolite of vinyl carbamate and ethyl carbamate (urethane).
1993 Mar
Chemopreventive effects of 2-(allylthio)pyrazine on hepatic lesion, mutagenesis and tumorigenesis induced by vinyl carbamate or vinyl carbamate epoxide.
1998 Jul
Involvement of CYP2E1 and carboxylesterase enzymes in vinyl carbamate metabolism in human lung microsomes.
2001 Mar
Carcinogenic induction directs the selection of allelic losses in mouse lung tumorigenesis.
2002 Nov 15
Prevention of mouse lung tumors and modulation of DNA methylation by combined treatment with budesonide and R115777 (ZarnestraMT).
2006 Dec
A mouse model for tumor progression of lung cancer in ras and p53 transgenic mice.
2006 Feb 23
Prevention of lung cancer progression by bexarotene in mouse models.
2006 Mar 2
Modulation by budesonide of DNA methylation and mRNA expression in mouse lung tumors.
2007 Mar 1
Oxidation of vinyl carbamate and formation of 1,N6-ethenodeoxyadenosine in murine lung.
2007 May
Role of peroxisome proliferator-activated receptor gamma and its ligands in the treatment of hematological malignancies.
2008
Evidence of complete cellular repair of 1,N6-ethenoadenine, a mutagenic and potential damage for human cancer, revealed by a novel method.
2008 Jun
Cancer is a preventable disease that requires major lifestyle changes.
2008 Sep
Chiral Brønsted acid-catalyzed enantioselective three-component Povarov reaction.
2009 Apr 8
Triterpenoids CDDO-methyl ester or CDDO-ethyl amide and rexinoids LG100268 or NRX194204 for prevention and treatment of lung cancer in mice.
2009 Dec
Inhibition of vinyl carbamate-induced lung tumors and Kras2 mutations by the garlic derivative diallyl sulfone.
2009 Mar 9
FoxO3a gene is a target of deletion in mouse lung adenocarcinoma.
2009 Oct
Formation and repair of tobacco carcinogen-derived bulky DNA adducts.
2010 Dec 20
Alteration of microRNA expression in vinyl carbamate-induced mouse lung tumors and modulation by the chemopreventive agent indole-3-carbinol.
2010 Feb
Inhibition of vinyl carbamate-induced pulmonary adenocarcinoma by indole-3-carbinol and myo-inositol in A/J mice.
2010 Feb
Capsaicin: a novel chemopreventive molecule and its underlying molecular mechanisms of action.
2010 Jan-Mar
NADPH oxidase limits innate immune responses in the lungs in mice.
2010 Mar 16
Structure of the 1,N(2)-etheno-2'-deoxyguanosine lesion in the 3'-G(epsilon dG)T-5' sequence opposite a one-base deletion.
2010 Mar 30
Mechanisms of lung tumorigenesis by ethyl carbamate and vinyl carbamate.
2010 May
Chemopreventive effects of pioglitazone on chemically induced lung carcinogenesis in mice.
2010 Nov
Cigarette smoke induces C/EBP-β-mediated activation of miR-31 in normal human respiratory epithelia and lung cancer cells.
2010 Oct 29
Tricyclic compounds containing nonenolizable cyano enones. A novel class of highly potent anti-inflammatory and cytoprotective agents.
2011 Mar 24
Substance Class Chemical
Created
by admin
on Fri Dec 16 20:52:30 UTC 2022
Edited
by admin
on Fri Dec 16 20:52:30 UTC 2022
Record UNII
7Y2431GOM5
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
VINYL CARBAMATE
Systematic Name English
NSC-133266
Code English
Classification Tree Code System Code
NCI_THESAURUS C45175
Created by admin on Fri Dec 16 20:52:30 UTC 2022 , Edited by admin on Fri Dec 16 20:52:30 UTC 2022
Code System Code Type Description
CAS
15805-73-9
Created by admin on Fri Dec 16 20:52:30 UTC 2022 , Edited by admin on Fri Dec 16 20:52:30 UTC 2022
PRIMARY
PUBCHEM
27492
Created by admin on Fri Dec 16 20:52:30 UTC 2022 , Edited by admin on Fri Dec 16 20:52:30 UTC 2022
PRIMARY
CHEBI
27292
Created by admin on Fri Dec 16 20:52:30 UTC 2022 , Edited by admin on Fri Dec 16 20:52:30 UTC 2022
PRIMARY
MESH
C017963
Created by admin on Fri Dec 16 20:52:30 UTC 2022 , Edited by admin on Fri Dec 16 20:52:30 UTC 2022
PRIMARY
EPA CompTox
DTXSID3021433
Created by admin on Fri Dec 16 20:52:30 UTC 2022 , Edited by admin on Fri Dec 16 20:52:30 UTC 2022
PRIMARY
NSC
133266
Created by admin on Fri Dec 16 20:52:30 UTC 2022 , Edited by admin on Fri Dec 16 20:52:30 UTC 2022
PRIMARY
FDA UNII
7Y2431GOM5
Created by admin on Fri Dec 16 20:52:30 UTC 2022 , Edited by admin on Fri Dec 16 20:52:30 UTC 2022
PRIMARY
NCI_THESAURUS
C29864
Created by admin on Fri Dec 16 20:52:30 UTC 2022 , Edited by admin on Fri Dec 16 20:52:30 UTC 2022
PRIMARY
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