1.0 2010-04-08 22:08:07 UTC 2025-11-18 23:11:07 UTC FDB008524 Rhapontigenin Isolated from rhizomes of Rheum undulatum (rhubarb) 4-Guanidinobutanoate is a normal metabolite present in low concentrations.; Patients with hyperargininemia have an arginase deficiency which leads to blockade of the urea cycle in the last step with several clinical symptoms. Owing to the arginase deficiency this patients accumulate arginine which leads eventually to epileptogenic guanidino compounds (PMID 7752905). Rhapontigenin is found in green vegetables and garden rhubarb. 1-(3,5-Dihydroxyphenyl)-2-(3-hydroxy-4-methoxyphenyl)ethylene 3,3',5-Trihydroxy-4'-methoxystilbene 4-guanidinobutanoic acid 4'-Methoxy-3,3',5-trihydroxystilbene Pontigenin Rhapontigenin C15H14O4 258.2693 258.089208936 5-[(Z)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]benzene-1,3-diol 5-[(Z)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]benzene-1,3-diol 500-65-2 COC1=C(O)C=C(\C=C/C2=CC(O)=CC(O)=C2)C=C1 InChI=1S/C15H14O4/c1-19-15-5-4-10(8-14(15)18)2-3-11-6-12(16)9-13(17)7-11/h2-9,16-18H,1H3/b3-2- PHMHDRYYFAYWEG-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 -3.73 ALOGPS solubility 4.82e-02 g/l ALOGPS melting_point Mp 186-187° logp 3.24 ChemAxon pka_strongest_acidic 9.08 ChemAxon pka_strongest_basic -4.9 ChemAxon iupac 5-[(Z)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]benzene-1,3-diol ChemAxon average_mass 258.2693 ChemAxon mono_mass 258.089208936 ChemAxon smiles COC1=C(O)C=C(\C=C/C2=CC(O)=CC(O)=C2)C=C1 ChemAxon formula C15H14O4 ChemAxon inchi InChI=1S/C15H14O4/c1-19-15-5-4-10(8-14(15)18)2-3-11-6-12(16)9-13(17)7-11/h2-9,16-18H,1H3/b3-2- ChemAxon inchikey PHMHDRYYFAYWEG-IHWYPQMZSA-N ChemAxon polar_surface_area 69.92 ChemAxon refractivity 73.92 ChemAxon polarizability 26.45 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 4 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 13948 Specdb::CMs 42635 Specdb::CMs 159521 Specdb::MsMs 69693 Specdb::MsMs 69694 Specdb::MsMs 69695 Specdb::MsMs 128022 Specdb::MsMs 128023 Specdb::MsMs 128024 Specdb::MsMs 2462038 Specdb::MsMs 2462039 Specdb::MsMs 2462040 Specdb::MsMs 2499962 Specdb::MsMs 2499963 Specdb::MsMs 2499964 HMDB31842 #<Reference:0x000055ce3163c068> #<Reference:0x000055ce3163bf00> #<Reference:0x000055ce3163bd48> #<Reference:0x000055ce3163bb90> Garden rhubarb Type 1 specific Rheum rhabarbarum 3621 Green vegetables Unknown generic