1.0 2010-04-08 22:06:06 UTC 2025-11-18 22:55:21 UTC FDB004147 Isothiocyanates Isothiocyanates is the chemical group –N=C=S, formed by substituting the oxygen in the isocyanate group with a sulfur. Many natural isothiocyanates from plants are produced by enzymatic conversion of metabolites called glucosinolates. These natural isothiocyanates, such as allyl isothiocyanate, are also known as mustard oils. An artificial isothiocyanate, phenyl isothiocyanate, is used for amino acid sequencing in the Edman degradation . Isothiocyanates is a member of the class of compounds known as sulfonated stilbenes. Sulfonated stilbenes are stilbenes that carry a sulfone group at one or more positions of either benzene rings. Isothiocyanates is practically insoluble (in water) and an extremely strong acidic compound (based on its pKa). Isothiocyanates can be found in horseradish, which makes isothiocyanates a potential biomarker for the consumption of this food product. 4,4'-DIISOTHIOCYANO-STILBENE-2,2'-DISULFONIC ACID DIDS C16H8N2Na2O6S4 498.484 497.906058108 disodium 5-isothiocyanato-2-[2-(4-isothiocyanato-2-sulfonatophenyl)ethenyl]benzene-1-sulfonate disodium 5-isothiocyanato-2-[2-(4-isothiocyanato-2-sulfonatophenyl)ethenyl]benzenesulfonate 53005-05-3 [Na+].[Na+].[O-]S(=O)(=O)C1=C(C=CC2=C(C=C(C=C2)N=C=S)S([O-])(=O)=O)C=CC(=C1)N=C=S InChI=1S/C16H10N2O6S4.2Na/c19-27(20,21)15-7-13(17-9-25)5-3-11(15)1-2-12-4-6-14(18-10-26)8-16(12)28(22,23)24;;/h1-8H,(H,19,20,21)(H,22,23,24);;/q;2*+1/p-2 GEPAYBXVXXBSKP-UHFFFAOYSA-L belongs to the class of organic compounds known as sulfonated stilbenes. These are stilbenes that carry a sulfone group at one or more positions of either benzene rings. Sulfonated stilbenes Organic compounds Phenylpropanoids and polyketides Stilbenes Sulfonated stilbenes Aromatic homomonocyclic compounds 1-sulfo,2-unsubstituted aromatic compounds Benzenesulfonic acids and derivatives Benzenesulfonyl compounds Hydrocarbon derivatives Isothiocyanates Organic oxides Organic sodium salts Organonitrogen compounds Organopnictogen compounds Organosulfonic acids Propargyl-type 1,3-dipolar organic compounds Styrenes Sulfonyls 1-sulfo,2-unsubstituted aromatic compound Aromatic homomonocyclic compound Arylsulfonic acid or derivatives Benzenesulfonate Benzenesulfonyl group Benzenoid Hydrocarbon derivative Isothiocyanate Monocyclic benzene moiety Organic 1,3-dipolar compound Organic alkali metal salt Organic nitrogen compound Organic oxide Organic oxygen compound Organic salt Organic sodium salt Organic sulfonic acid or derivatives Organonitrogen compound Organopnictogen compound Organosulfonic acid Organosulfonic acid or derivatives Organosulfur compound Propargyl-type 1,3-dipolar organic compound Styrene Sulfonated stilbene Sulfonyl logp 3.00 ALOGPS logs -4.49 ALOGPS solubility 1.60e-02 g/l ALOGPS logp 4.33 ChemAxon pka_strongest_acidic -3.2 ChemAxon pka_strongest_basic 0.23 ChemAxon iupac disodium 5-isothiocyanato-2-[2-(4-isothiocyanato-2-sulfonatophenyl)ethenyl]benzene-1-sulfonate ChemAxon average_mass 498.484 ChemAxon mono_mass 497.906058108 ChemAxon smiles [Na+].[Na+].[O-]S(=O)(=O)C1=C(C=CC2=C(C=C(C=C2)N=C=S)S([O-])(=O)=O)C=CC(=C1)N=C=S ChemAxon formula C16H8N2Na2O6S4 ChemAxon inchi InChI=1S/C16H10N2O6S4.2Na/c19-27(20,21)15-7-13(17-9-25)5-3-11(15)1-2-12-4-6-14(18-10-26)8-16(12)28(22,23)24;;/h1-8H,(H,19,20,21)(H,22,23,24);;/q;2*+1/p-2 ChemAxon inchikey GEPAYBXVXXBSKP-UHFFFAOYSA-L ChemAxon polar_surface_area 139.12 ChemAxon refractivity 114.64 ChemAxon polarizability 42.44 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 8 ChemAxon donor_count 0 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 1291075 Specdb::MsMs 1291076 Specdb::MsMs 1291077 Specdb::MsMs 1405780 Specdb::MsMs 1405781 Specdb::MsMs 1405782 Horseradish Type 1 specific Armoracia rusticana 3704