Compound: 2-Methoxy-4-vinylphenol
SMILES: O(c1c(O)ccc(c1)C=C)C
InChIKey: YOMSJEATGXXYPX-UHFFFAOYSA-N
Synonyms: 2-Methoxy-4-vinylphenol, 7786-61-0, 4-vinylguaiacol, p-Vinylguaiacol, 4-Hydroxy-3-methoxystyrene, 4-ETHENYL-2-METHOXYPHENOL, Phenol, 4-ethenyl-2-methoxy-, o-methoxy-p-vinylphenol, 4-vinyl-2-methoxyphenol, para-vinylguaiacol, Guaiacol, 4-vinyl-, Phenol, 2-methoxy-4-vinyl-, 4-Hydroxy-3-methoxyvinylbenzene, 3-Methoxy-4-hydroxystyrene, FEMA No. 2675, Varamol 106, 2M4VP, DA069CTH0O, 4-hydroxy-3-methoxyphenylethene, DTXSID7052529, CHEBI:42438, 2-(4-hydroxy-3-methoxyphenyl)ethene, DTXCID8031102, RefChem:25843, 232-101-2, p-Vinyl guaiacol, 4-vinyl guaiacol, 2-METHOXY-4-VINYL-PHENOL, MFCD00015437, Guaiacol, 4-vinyl, 2-Methoxy-vinylphenol, 2-Metoxy-4-vinyl-phenol, Phenol, 2-methoxy-4-ethenyl, Phenol, 4-vinyl, 2-methoxy, 31853-85-7, CHEMBL1232595, EUG, CCRIS 548, Vinylcatechol-O-methyl ether, P-, EINECS 232-101-2, 2-Methoxy-4-ethenylphenol, UNII-DA069CTH0O, BRN 2044521, Vinyl guaiacol, p-Vinyl guaicol, 4-vinylguaiacole, 4-Ethenylguaiacol, rho-vinyl guaiacol, Guaiacol Impurity 1, 4-Vinyl-O-guaiacol, bmse010071, 4-ethenyl-2-methoxy-phenol, PHENOL,4-ETHENYL-2-METHOXY-, HOMOPOLYMER, SCHEMBL54199, 3-06-00-04981 (Beilstein Handbook Reference), orb1299130, SCHEMBL4960296, SCHEMBL15012969, SCHEMBL29452839, MSK1956, (4-Hydroxy-3-methoxyphenyl)ethene, HY-W019940R, 2-Methoxy-4-vinylphenol (Standard), Tox21_304024, BDBM50548720, AKOS015890494, DB03514, EBC-616962, FM35629, FS-3782, HY-W019940, 2-methoxy-4-vinylphenol (vinylguaiacol), 2-METHOXY-4-VINYLPHENOL [FHFI], 2-Methoxy-4-vinylphenol, >=98%, FG, NCGC00357234-01, Vinylguaiacol (4-vinyl-2-methoxyphenol), BP-11167, PD006849, SY013605, CAS-7786-61-0, 2-Methoxy-4-vinylphenol (4-vinylguaiacol), 4-Vinyl-2-methoxyphenol (4-vinylguaiacol), DB-003488, 2-Methoxy-4-vinylphenol, analytical standard, 4-Vinyl-2-methoxyphenol ( p-vinylguaiacol), CS-0031749, NS00005168, ST50824218, C17883, EN300-1832370, F319434, Q4596898, 2-METHOXY-4-VINYLPHENOL (STABILIZED WITH TBC), 4M4
Theoretical properties:
molecular_formula: C9H10O2
molecular_weight: 150.17 g/mol
exact_mass: 150.068079557 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 2
heavy_atom_count: 11
topological_polar_surface_area: 29.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
density: 1.090-1.096
solubility: insoluble in water; soluble in oils
Descriptions:
pubchem: 2-methoxy-4-vinylphenol is a member of the class of phenols that is guaiacol in which the hydrogen para- to the hydroxy group is replaced by a vinyl group. It has a role as a pheromone, a flavouring agent and a plant metabolite.
chebi: A member of the class of phenols that is guaiacol in which the hydrogen <em>para</em>- to the hydroxy group is replaced by a vinyl group.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: 2-Methoxy-4-vinylphenol (also known as 4-vinyl guaiacol, 4VG) is an aromatic substance used as a flavoring agent. It is one of the compounds responsible for the natural aroma of buckwheat.
Some insects such as Rhynchophorus ferrugineus (Red palm weevil) use this substance for chemical signaling (pheromones).
The aroma of pure substance was described as: apple, spicy, peanut, wine-like or clove and curry.
Ferulic acid is converted to 4VG by certain strains of yeast, notably strains used in brewing of wheat beers, such as phenolic (POF+) strains of Saccharomyces cerevisiae (brewer's yeast) which gives beers such as Weissbier and Wit their distinctive spicy "clove" flavor. Various other microbes, including Torulaspora delbrueckii and Pseudomonas fluorescens are also able to convert ferulic acid into 4VG. Most wild strains of Saccharomyces are POF+. 4VG is considered an off-flavor in more typical types of beer, especially crisp lagers. As a result, most beer/ale strains of Saccharomyces have been selected for the inability to produce 4VG (POF-).