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2-Ethenylphenol

PubChem CID: 135442

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Compound Synonyms 2-Ethenylphenol, 2-vinylphenol, 695-84-1, Vinylphenol, 2-HYDROXYSTYRENE, Phenol, 2-ethenyl-, Phenol, ethenyl-, o-Hydroxystyrene, 31257-96-2, 2-ethenyl-phenol, I4M2EJN11W, DTXSID50873443, o-Vinylphenol, UNII-I4M2EJN11W, 2-vinyl-phenol, 2-ethenyl phenol, 2-hydroxy styrene, EINECS 250-539-2, SCHEMBL20076, DTXCID6038324, AKOS015995591, FV28708, HS-5574, DB-261448, CS-0136689, NS00022038, EN300-50361, E91838, 2-Ethenylphenol, 2-Hydroxystyrene, o-Hydroxystyrene, Q27280437, 857-581-6
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 20.2
Hydrogen Bond Donor Count 1.0
Pfizer 3 75 Rule False
Scaffold Graph Level C1CCCCC1
Np Classifier Class Shikimic acids and derivatives, Simple phenolic acids
Deep Smiles C=Ccccccc6O
Heavy Atom Count 9.0
Classyfire Class Benzene and substituted derivatives
Description 2-vinylphenol is a member of the class of compounds known as styrenes. Styrenes are organic compounds containing an ethenylbenzene moiety. 2-vinylphenol is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 2-vinylphenol can be found in ceylon cinnamon and chinese cinnamon, which makes 2-vinylphenol a potential biomarker for the consumption of these food products. 2-vinylphenol is a phenolic compound found in wine and beer. It is produced by the spoilage yeast Brettanomyces. When it reaches concentrations greater than the sensory threshold, it can give the wine aromas described as barnyard, medicinal, band-aids, and mousy. In wine, 4-vinylphenol can react with other molecules, such as anthocyanidins, to produce new chemical compounds. In white wines vinylphenols are dominant (4-vinylphenol 70-1 150 μg/l, 4-vinylguajacol 10-490 μg/l) whereas, in red wines, it's the corresponding ethyl-phenols .
Scaffold Graph Node Level C1CCCCC1
Classyfire Subclass Styrenes
Isotope Atom Count 0.0
Molecular Complexity 98.7
Database Name fooddb_chem_all;imppat_phytochem;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 2-ethenylphenol
Veber Rule True
Classyfire Superclass Benzenoids
Xlogp 2.3
Gsk 4 400 Rule True
Molecular Formula C8H8O
Scaffold Graph Node Bond Level c1ccccc1
Inchi Key JESXATFQYMPTNL-UHFFFAOYSA-N
Silicos It Class Soluble
Rotatable Bond Count 1.0
Synonyms (2-Hydroxyphenyl)ethylene, 2-Ethenylphenol, 9CI, 2-Hydroxystyrene, 2-vinylphenol
Esol Class Soluble
Functional Groups cC=C, cO
Compound Name 2-Ethenylphenol
Exact Mass 120.058
Formal Charge 0.0
Monoisotopic Mass 120.058
Hydrogen Bond Acceptor Count 1.0
Molecular Weight 120.15
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 0.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Inchi InChI=1S/C8H8O/c1-2-7-5-3-4-6-8(7)9/h2-6,9H,1H2
Smiles C=CC1=CC=CC=C1O
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Phenolic acids (C6-C1)

  • 1. Outgoing r'ship FOUND_IN to/from Cinnamomum Aromaticum (Plant) Rel Props:Source_db:fooddb_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Cinnamomum Cassia (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279
  • 3. Outgoing r'ship FOUND_IN to/from Cinnamomum Verum (Plant) Rel Props:Source_db:fooddb_chem_all