1.0 2010-04-08 22:04:32 UTC 2019-11-26 02:54:38 UTC FDB000336 4-Vinylsyringol 4-vinylsyringol is a member of the class of compounds known as stilbenes. Stilbenes are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. 4-vinylsyringol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 4-vinylsyringol can be found in rape, which makes 4-vinylsyringol a potential biomarker for the consumption of this food product. 4-vinylsyringol is a phenolic compound found in crude canola oil. It is produced by decarboxylation of sinapic acid during canola seed roasting . 2,6-Dimethoxy-4-vinylphenol 4-hydroxy-3,5-dimethoxystyrene 4-Vinyl-2,6-dimethoxyphenol 4-Vinyl-2,6-dimethoxyphenol (4-vinylsyringol) Canolol Phenol, 4-ethenyl, 2,6-dimethoxy C15H14O3 242.2699 242.094294314 3-methoxy-5-[(E)-2-phenylethenyl]benzene-1,2-diol 3-methoxy-5-[(E)-2-phenylethenyl]benzene-1,2-diol COC1=CC(\C=C\C2=CC=CC=C2)=CC(O)=C1O InChI=1S/C15H14O3/c1-18-14-10-12(9-13(16)15(14)17)8-7-11-5-3-2-4-6-11/h2-10,16-17H,1H3/b8-7+ WBBHYMRWGHBXLS-BQYQJAHWSA-N belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. Stilbenes Organic compounds Phenylpropanoids and polyketides Stilbenes Aromatic homomonocyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Alkyl aryl ethers Anisoles Catechols Hydrocarbon derivatives Methoxybenzenes Methoxyphenols Phenoxy compounds Styrenes 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid Alkyl aryl ether Anisole Aromatic homomonocyclic compound Benzenoid Catechol Ether Hydrocarbon derivative Methoxybenzene Methoxyphenol Monocyclic benzene moiety Organic oxygen compound Organooxygen compound Phenol Phenol ether Phenoxy compound Stilbene Styrene logp 3.16 ALOGPS logs -3.68 ALOGPS solubility 5.05e-02 g/l ALOGPS logp 3.55 ChemAxon pka_strongest_acidic 9.46 ChemAxon pka_strongest_basic -4.9 ChemAxon iupac 3-methoxy-5-[(E)-2-phenylethenyl]benzene-1,2-diol ChemAxon average_mass 242.2699 ChemAxon mono_mass 242.094294314 ChemAxon smiles COC1=CC(\C=C\C2=CC=CC=C2)=CC(O)=C1O ChemAxon formula C15H14O3 ChemAxon inchi InChI=1S/C15H14O3/c1-18-14-10-12(9-13(16)15(14)17)8-7-11-5-3-2-4-6-11/h2-10,16-17H,1H3/b8-7+ ChemAxon inchikey WBBHYMRWGHBXLS-BQYQJAHWSA-N ChemAxon polar_surface_area 49.69 ChemAxon refractivity 71.94 ChemAxon polarizability 26.46 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 5824 Specdb::MsMs 89997 Specdb::MsMs 89998 Specdb::MsMs 89999 Specdb::MsMs 153054 Specdb::MsMs 153055 Specdb::MsMs 153056 Specdb::MsMs 3597079 Specdb::MsMs 3597080 Specdb::MsMs 3597081 Specdb::MsMs 3597082 Specdb::MsMs 3597083 Specdb::MsMs 3597084 Blackberry Type 1 specific Rubus Evergreen blackberry Type 1 specific Rubus laciniatus Rape Type 1 specific Brassica napus var. napus 138011 14.434227 14.434226518 14.434226518 mg/100 g