1.0 2010-04-08 22:07:14 UTC 2025-11-18 23:02:24 UTC FDB006627 Guineensine Guineensine, also known as pipyahyine, is a member of the class of compounds known as benzodioxoles. Benzodioxoles are organic compounds containing a benzene ring fused to either isomers of dioxole. Dioxole is a five-membered unsaturated ring of two oxygen atoms and three carbon atoms. Guineensine is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Guineensine can be found in pepper (spice), which makes guineensine a potential biomarker for the consumption of this food product. Guineesine (or guineensine) is an alkaloid isolated from long pepper (Piper longum) and black pepper (Piper nigrum) . Guineensine C24H33NO3 383.5237 383.246043927 (2E,4E,12E)-13-(2H-1,3-benzodioxol-5-yl)-N-(2-methylpropyl)trideca-2,4,12-trienamide (2E,4E,12E)-13-(2H-1,3-benzodioxol-5-yl)-N-(2-methylpropyl)trideca-2,4,12-trienamide CC(C)CNC(=O)\C=C\C=C\CCCCCC\C=C\C1=CC=C2OCOC2=C1 InChI=1S/C24H33NO3/c1-20(2)18-25-24(26)14-12-10-8-6-4-3-5-7-9-11-13-21-15-16-22-23(17-21)28-19-27-22/h8,10-17,20H,3-7,9,18-19H2,1-2H3,(H,25,26)/b10-8+,13-11+,14-12+ FPMPOFBEYSSYDQ-AUVZEZIHSA-N belongs to the class of organic compounds known as benzodioxoles. These are organic compounds containing a benzene ring fused to either isomers of dioxole. Dioxole is a five-membered unsaturated ring of two oxygen atoms and three carbon atoms. Benzodioxoles Organic compounds Organoheterocyclic compounds Benzodioxoles Aromatic heteropolycyclic compounds Acetals Carbonyl compounds Hydrocarbon derivatives N-acyl amines Organic oxides Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Secondary carboxylic acid amides Styrenes Acetal Aromatic heteropolycyclic compound Benzenoid Benzodioxole Carbonyl group Carboxamide group Carboxylic acid derivative Hydrocarbon derivative N-acyl-amine Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Secondary carboxylic acid amide Styrene logp 6.38 ALOGPS logs -6.23 ALOGPS solubility 2.27e-04 g/l ALOGPS logp 6.14 ChemAxon pka_strongest_acidic 16.35 ChemAxon pka_strongest_basic 2.25 ChemAxon iupac (2E,4E,12E)-13-(2H-1,3-benzodioxol-5-yl)-N-(2-methylpropyl)trideca-2,4,12-trienamide ChemAxon average_mass 383.5237 ChemAxon mono_mass 383.246043927 ChemAxon smiles CC(C)CNC(=O)\C=C\C=C\CCCCCC\C=C\C1=CC=C2OCOC2=C1 ChemAxon formula C24H33NO3 ChemAxon inchi InChI=1S/C24H33NO3/c1-20(2)18-25-24(26)14-12-10-8-6-4-3-5-7-9-11-13-21-15-16-22-23(17-21)28-19-27-22/h8,10-17,20H,3-7,9,18-19H2,1-2H3,(H,25,26)/b10-8+,13-11+,14-12+ ChemAxon inchikey FPMPOFBEYSSYDQ-AUVZEZIHSA-N ChemAxon polar_surface_area 47.56 ChemAxon refractivity 117.53 ChemAxon polarizability 47.14 ChemAxon rotatable_bond_count 12 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 99807 Specdb::MsMs 99808 Specdb::MsMs 99809 Specdb::MsMs 164994 Specdb::MsMs 164995 Specdb::MsMs 164996 Specdb::MsMs 3603182 Specdb::MsMs 3603183 Specdb::MsMs 3603184 Specdb::MsMs 3603185 Specdb::MsMs 3603186 Specdb::MsMs 3603187 Pepper (Spice) Type 1 specific Piper nigrum 13216