Polyvinyl acetate (T3D3469)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesGene RegulationTargets (1)XML
Targets (1)
Record Information
Version2.0
Creation Date2009-07-30 17:58:33 UTC
Update Date2014-12-24 20:26:06 UTC
Accession NumberT3D3469
Identification
Common NamePolyvinyl acetate
ClassSmall Molecule
DescriptionPolyvinyl acetate is a rubbery synthetic polymer. It is a component of glue and is used mainly as an adhesive for porous materials, particularly for wood, paper, and cloth. While polyvinyl acetate itself is not considered hazardous, it usually contains trace amounts of its precursor, vinyl acetate, which is toxic. (3, 4)
Compound Type
  • Ester
  • Ether
  • Food Toxin
  • Glue Component
  • Household Toxin
  • Industrial/Workplace Toxin
  • Lachrymator
  • Organic Compound
  • Synthetic Compound
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
Synonym
1-acetoxyethylene
Acetate de vinyle
Acetic acid ethenyl ester
Acetic acid ethylene ether
Acetic acid vinyl ester
Acetoxyethene
Acetoxyethylene
Essigsaeurevinylester
Ethanoic acid, ethenyl ester
Ethenyl ethanoate
Octan winylu
Polyvinyl acetic acid
Vinile (acetato di)
Vinyl a monomer
Vinyl ethanoate
Vinylester kyseliny octove
VYAC
Zeset t
Chemical FormulaC6H12O2
Average Molecular Mass116.158 g/mol
Monoisotopic Mass116.084 g/mol
CAS Registry Number9003-20-7
IUPAC Namebutan-2-yl acetate
Traditional Namesec-butyl acetate
SMILESCCC(C)OC(C)=O
InChI IdentifierInChI=1/C6H12O2/c1-4-5(2)8-6(3)7/h5H,4H2,1-3H3
InChI KeyInChIKey=DCKVNWZUADLDEH-UHFFFAOYNA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassCarboxylic acid derivatives
Direct ParentCarboxylic acid esters
Alternative Parents
Substituents
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Actin Filament
  • Apical Membrane
  • Basolateral Membrane
  • Cell junction
  • Cell surface
  • Cytoplasm
  • Cytoskeleton
  • Cytosol
  • Endocytic Vesicle
  • Endosome
  • Extracellular
  • Extracellular matrix
  • Golgi apparatus
  • Intermediate Filament
  • Lysosome
  • Membrane Fraction
  • Microtubule
  • Mitochondrion
  • Nuclear Membrane
  • Nucleoplasm
  • Peroxisome
  • Plasma Membrane
  • Ribosome
  • Sarcoplasmic Reticulum
  • Soluble Fraction
  • Synaptic Vesicle
Biofluid LocationsNot Available
Tissue LocationsNot Available
Pathways
NameSMPDB LinkKEGG Link
ApoptosisNot Availablemap04210
PhagosomeNot Availablemap04145
Long-term potentiationNot Availablemap04720
EndocytosisNot Availablemap04144
SpliceosomeNot Availablemap03040
ProteasomeNot AvailableNot Available
PhenothiazinesNot AvailableNot Available
MelanogenesisNot Availablemap04916
Aflatoxin BiosynthesisNot AvailableNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateSolid
AppearanceWhite powder.
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
LogPNot Available
Predicted Properties
PropertyValueSource
Water Solubility8.89 g/LALOGPS
logP1.97ALOGPS
logP1.22ChemAxon
logS-1.1ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity31.1 m³·mol⁻¹ChemAxon
Polarizability13 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a6u-9000000000-70f0500e0a8ad185a9382021-09-23View Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-066r-9700000000-6d7bd6285e09a53c948c2016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-9000000000-2d4732fb6d47bddfaccf2016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-4c4b084a298fbbc1ec682016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-01b9-9700000000-c162bd3420dddd9efebf2016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0ab9-9100000000-7400fa5853622667071a2016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000000000-f9199dc19134dc6807052016-08-03View Spectrum
Toxicity Profile
Route of ExposureOral (5) ; Inhalation (5) ; Dermal (5)
Mechanism of ToxicityPolyvinyl acetate usually contains trace amounts of its precursor, vinyl acetate. One of the metabolites of vinyl acetate, acetaldehyde, is a known animal carcinogen. Acetaldehyde can form adducts with DNA, causing damage such as cross-links. (5, 1)
MetabolismVinyl acetate may be absorbed following ingestion, inhalation, or dermal exposure, and distributes throughout the body. It is rapidly hydrolyzed by esterases in the blood to acetate and the unstable intermediate, vinyl alcohol. Vinyl alcohol is then rapidly converted to acetaldehyde, which in turn is metabolized to acetate in the liver. This in turn is incorporated into the "2 carbon pool" of normal body metabolism and eventually forms carbon dioxide as the major breakdown product, which is expired. (5)
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)3, not classifiable as to its carcinogenicity to humans. (2)
Uses/SourcesPolyvinyl acetate is a component of glue and is used mainly as an adhesive for porous materials, particularly for wood, paper, and cloth. (3)
Minimum Risk LevelNot Available
Health EffectsVinyl acetate may affect the immune system. It may also be a carcinogen. (5)
SymptomsInhalation of vinyl acetate irritates the eyes, nose, and throat. Skin contact causes irritation and blisters. (5)
TreatmentNot Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
DrugBank IDNot Available
HMDB IDNot Available
PubChem Compound ID7904
ChEMBL IDNot Available
ChemSpider ID7472
KEGG IDC12282
UniProt IDNot Available
OMIM ID
ChEBI IDNot Available
BioCyc IDNot Available
CTD IDNot Available
Stitch IDPolyvinyl acetate
PDB IDNot Available
ACToR ID16103
Wikipedia LinkPolyvinyl_acetate
References
Synthesis ReferenceNot Available
MSDST3D3469.pdf
General References
  1. Brooks PJ, Theruvathu JA: DNA adducts from acetaldehyde: implications for alcohol-related carcinogenesis. Alcohol. 2005 Apr;35(3):187-93. [16054980 ]
  2. International Agency for Research on Cancer (2014). IARC Monographs on the Evaluation of Carcinogenic Risks to Humans. [Link]
  3. Wikipedia. Polyvinyl acetate. Last Updated 21 July 2009. [Link]
  4. Wikipedia. Vinyl acetate. Last Updated 26 July 2009. [Link]
  5. ATSDR - Agency for Toxic Substances and Disease Registry (1999). Toxicological profile for vinyl acetate. U.S. Public Health Service in collaboration with U.S. Environmental Protection Agency (EPA). [Link]
Gene Regulation
Up-Regulated GenesNot Available
Down-Regulated GenesNot Available

Targets

Target Details
1. Transient receptor potential cation channel subfamily A member 1
General Function:
Temperature-gated cation channel activity
Specific Function:
Receptor-activated non-selective cation channel involved in detection of pain and possibly also in cold perception and inner ear function (PubMed:25389312, PubMed:25855297). Has a central role in the pain response to endogenous inflammatory mediators and to a diverse array of volatile irritants, such as mustard oil, cinnamaldehyde, garlic and acrolein, an irritant from tears gas and vehicule exhaust fumes (PubMed:25389312, PubMed:20547126). Is also activated by menthol (in vitro)(PubMed:25389312). Acts also as a ionotropic cannabinoid receptor by being activated by delta(9)-tetrahydrocannabinol (THC), the psychoactive component of marijuana (PubMed:25389312). May be a component for the mechanosensitive transduction channel of hair cells in inner ear, thereby participating in the perception of sounds. Probably operated by a phosphatidylinositol second messenger system (By similarity).
Gene Name:
TRPA1
Uniprot ID:
O75762
Molecular Weight:
127499.88 Da
References
  1. Nilius B, Prenen J, Owsianik G: Irritating channels: the case of TRPA1. J Physiol. 2011 Apr 1;589(Pt 7):1543-9. doi: 10.1113/jphysiol.2010.200717. Epub 2010 Nov 15. [21078588 ]