1.0 2010-04-08 22:08:06 UTC 2025-11-18 23:10:47 UTC FDB008478 Isorhapontigenin Isorhapontigenin 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. Isorhapontigenin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Isorhapontigenin can be found in garden rhubarb, which makes isorhapontigenin a potential biomarker for the consumption of this food product. Isorhapontigenin is a tetrahydroxylated stilbenoid with a methoxy group. It is an isomer of rhapontigenin and an analog of resveratrol. It is found in the Chinese herb Gnetum cleistostachyum, in Gnetum parvifolium and in the seeds of the palm Aiphanes aculeata . 3'-Methoxy-3,4',5-stilbenetriol, 8CI 5-[2-(4-Hydroxy-3-methoxyphenyl)ethenyl]-1,3-benzenediol, 9CI Isorhapontigenin C15H14O4 258.2693 258.089208936 5-[(Z)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]benzene-1,3-diol 5-[(Z)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]benzene-1,3-diol 32507-66-7 COC1=CC(\C=C/C2=CC(O)=CC(O)=C2)=CC=C1O InChI=1S/C15H14O4/c1-19-15-8-10(4-5-14(15)18)2-3-11-6-12(16)9-13(17)7-11/h2-9,16-18H,1H3/b3-2- ANNNBEZJTNCXHY-IHWYPQMZSA-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 Hydrocarbon derivatives Methoxybenzenes Methoxyphenols Phenoxy compounds Resorcinols Styrenes 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid Alkyl aryl ether Anisole Aromatic homomonocyclic compound Benzenoid Ether Hydrocarbon derivative Methoxybenzene Methoxyphenol Monocyclic benzene moiety Organic oxygen compound Organooxygen compound Phenol Phenol ether Phenoxy compound Resorcinol Stilbene Styrene logp 2.64 ALOGPS logs -3.74 ALOGPS solubility 4.66e-02 g/l ALOGPS melting_point Mp 182-183° logp 3.24 ChemAxon pka_strongest_acidic 9.09 ChemAxon pka_strongest_basic -4.9 ChemAxon iupac 5-[(Z)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]benzene-1,3-diol ChemAxon average_mass 258.2693 ChemAxon mono_mass 258.089208936 ChemAxon smiles COC1=CC(\C=C/C2=CC(O)=CC(O)=C2)=CC=C1O ChemAxon formula C15H14O4 ChemAxon inchi InChI=1S/C15H14O4/c1-19-15-8-10(4-5-14(15)18)2-3-11-6-12(16)9-13(17)7-11/h2-9,16-18H,1H3/b3-2- ChemAxon inchikey ANNNBEZJTNCXHY-IHWYPQMZSA-N ChemAxon polar_surface_area 69.92 ChemAxon refractivity 73.92 ChemAxon polarizability 26.92 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 4 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 86868 Specdb::MsMs 86869 Specdb::MsMs 86870 Specdb::MsMs 149259 Specdb::MsMs 149260 Specdb::MsMs 149261 Specdb::MsMs 3220957 Specdb::MsMs 3220958 Specdb::MsMs 3220959 Specdb::MsMs 3604750 Specdb::MsMs 3604751 Specdb::MsMs 3604752 Garden rhubarb Type 1 specific Rheum rhabarbarum 3621