1.0 2010-04-08 22:04:43 UTC 2025-11-18 22:24:17 UTC FDB000822 4-Hydroxy-3,5-dimethoxybenzaldehyde 4-hydroxy-3,5-dimethoxybenzaldehyde, also known as sinapaldehyde or 2,6-dimethoxy-4-formylphenol, is a member of the class of compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. 4-hydroxy-3,5-dimethoxybenzaldehyde is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 4-hydroxy-3,5-dimethoxybenzaldehyde is a mild, sweet, and plastic tasting compound and can be found in a number of food items such as whisky, common grape, garden tomato (variety), and coriander, which makes 4-hydroxy-3,5-dimethoxybenzaldehyde a potential biomarker for the consumption of these food products. 4-hydroxy-3,5-dimethoxybenzaldehyde may be a unique S.cerevisiae (yeast) metabolite. Because it contains many functional groups, it can be classified in many ways - aromatic, aldehyde, phenol. It is a colorless solid (impure samples appear yellowish) that is soluble in alcohol and polar organic solvents. Its refractive index is 1.53 . 3,5-Dimethoxy-4-Hydroxy-Benzaldehyde 3,5-Dimethoxy-4-hydroxybenzaldehyde 3,5-DIMETHOXY-4-HYDROXYBENZALDEHYDE, PURE 3,5-Dimethoxy-4-hydroxybenzene carbonal 4-Hydroksy-3,5-dwumetoksybenzaldehyd 4-Hydroxy-3,5-dimethoxybenzaldehyde 4-Hydroxy-3,5-dimethoxybenzaldehyde (syringaldehyde) 4-hydroxy-3,5-methoxybenzaldehyde Benzaldehyde, 3,5-dimethoxy-4-hydroxy- Benzaldehyde, 4-hydroxy-3,5-dimethoxy- Cedar aldehyde Gallaldehyde 3,5-dimethyl ether Siringic aldehyde Syringaaldehyde Syringaldehyde Syringe aldehyde Syringealdehyde Syringic aldehyde Syringylaldehyde C9H10O4 182.1733 182.057908808 4-hydroxy-3,5-dimethoxybenzaldehyde syringaldehyde 134-96-3 COC1=CC(C=O)=CC(OC)=C1O InChI=1S/C9H10O4/c1-12-7-3-6(5-10)4-8(13-2)9(7)11/h3-5,11H,1-2H3 KCDXJAYRVLXPFO-UHFFFAOYSA-N belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. Methoxyphenols Organic compounds Benzenoids Phenols Methoxyphenols Aromatic homomonocyclic compounds Alkyl aryl ethers Anisoles Benzoyl derivatives Dimethoxybenzenes Hydrocarbon derivatives Hydroxybenzaldehydes Organic oxides Phenoxy compounds Aldehyde Alkyl aryl ether Anisole Aromatic homomonocyclic compound Aryl-aldehyde Benzaldehyde Benzoyl Dimethoxybenzene Ether Hydrocarbon derivative Hydroxybenzaldehyde M-dimethoxybenzene Methoxybenzene Methoxyphenol Monocyclic benzene moiety Organic oxide Organic oxygen compound Organooxygen compound Phenol ether Phenoxy compound dimethoxybenzene hydroxybenzaldehyde logp 1.33 ALOGPS logs -1.69 ALOGPS solubility 3.68e+00 g/l ALOGPS melting_point Mp 113-114° logp 1.07 ChemAxon pka_strongest_acidic 7.24 ChemAxon pka_strongest_basic -4.6 ChemAxon iupac 4-hydroxy-3,5-dimethoxybenzaldehyde ChemAxon average_mass 182.1733 ChemAxon mono_mass 182.057908808 ChemAxon smiles COC1=CC(C=O)=CC(OC)=C1O ChemAxon formula C9H10O4 ChemAxon inchi InChI=1S/C9H10O4/c1-12-7-3-6(5-10)4-8(13-2)9(7)11/h3-5,11H,1-2H3 ChemAxon inchikey KCDXJAYRVLXPFO-UHFFFAOYSA-N ChemAxon polar_surface_area 55.76 ChemAxon refractivity 47.55 ChemAxon polarizability 17.76 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 4 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 3829 Specdb::NmrOneD 4096 Specdb::NmrOneD 5081 Specdb::NmrOneD 5082 Specdb::EiMs 1620 Specdb::MsMs 106824 Specdb::MsMs 106825 Specdb::MsMs 106826 Specdb::MsMs 173658 Specdb::MsMs 173659 Specdb::MsMs 173660 Specdb::MsMs 2226913 Specdb::MsMs 2227778 Specdb::MsMs 2229349 Specdb::MsMs 2230129 Specdb::MsMs 2231773 Specdb::MsMs 2232410 Specdb::MsMs 2234130 Specdb::MsMs 2234820 Specdb::CMs 3304 Specdb::CMs 121534 Specdb::CMs 987259 Specdb::CMs 987260 Coconut Type 1 specific Cocos nucifera 13894 Common grape Type 1 specific Vitis vinifera 29760 Common walnut Type 1 specific Juglans regia 51240 9.341 26.25 0.87299999 mg/100 g Coriander Type 1 specific Coriandrum sativum 4047 Corn Type 1 specific Zea mays 4577 Garden tomato (var.) Type 1 specific Solanum lycopersicum var. lycopersicum 397755 Grape wine Type 2 specific 0.333867 0.667733338 0.0 mg/100 g Rum Type 2 specific 0.043 0.043000003 0.043000003 mg/100 g Spirit Type 2 specific 0.097111 0.097111109 0.097111109 mg/100 g Vinegar Type 2 specific 0.076651 0.07665143 0.07665143 mg/100 g Whisky Type 2 specific 0.170758 0.170757575 0.170757575 mg/100 g mild plastic sweet tonka woody Anti-edemic 248 Anti-inflammatory 370 A substance that reduces or suppresses inflammation. Anti-oxidant 502 A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324. Cancer preventive 754 A substance that inhibits or prevents the proliferation of neoplasms.