1.0 2010-04-08 22:07:18 UTC 2025-11-18 23:02:49 UTC FDB006790 Hygrine Hygrine, also known as (+)-hygrine or (+)-N-methyl-2-acetonylpyrrolidine, belongs to alkaloids and derivatives class of compounds. Those are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic propertiesand is also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus. Hygrine is soluble (in water) and an extremely weak acidic compound (based on its pKa). Hygrine can be found in pomegranate, which makes hygrine a potential biomarker for the consumption of this food product. Hygrine is a pyrrolidine alkaloid, found mainly in coca leaves (0.2%). It was first isolated by Carl Liebermann in 1889 (along with a related compound cuscohygrine) as an alkaloid accompanying cocaine in coca. Hygrine is extracted as a thick yellow oil, having a pungent taste and odor . (+)-hygrine (R)-1-(1-methyl-2-pyrrolidinyl)-2-propanone (r)-hygrine 1-(1-Methyl-2-pyrrolidinyl)acetone 1-[(2R)-1-methylpyrrolidin-2-yl]acetone 1-[(2R)-1-methylpyrrolidin-2-yl]propan-2-one 2-Propanone, 1-(1-methyl-2-pyrrolidinyl)-, (R)- Hygrine N-Methyl-2-acetonylpyrrolidine C8H15NO 141.2108 141.115364107 1-[(2R)-1-methylpyrrolidin-2-yl]propan-2-one (+)-hygrine 496-49-1 CN1CCC[C@@H]1CC(C)=O InChI=1S/C8H15NO/c1-7(10)6-8-4-3-5-9(8)2/h8H,3-6H2,1-2H3/t8-/m1/s1 ADKXZIOQKHHDNQ-MRVPVSSYSA-N belongs to the class of organic compounds known as alkaloids and derivatives. These are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic properties. Also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus. Alkaloids and derivatives Organic compounds Alkaloids and derivatives Aliphatic heteromonocyclic compounds Azacyclic compounds Beta-amino ketones Hydrocarbon derivatives N-alkylpyrrolidines Organic oxides Organopnictogen compounds Trialkylamines Aliphatic heteromonocyclic compound Alkaloid or derivatives Amine Azacycle Beta-aminoketone Carbonyl group Hydrocarbon derivative Ketone N-alkylpyrrolidine Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Pyrrolidine Tertiary aliphatic amine Tertiary amine 1-(1-methylpyrrolidin-2-yl)acetone Pyrrolidine alkaloids pyrrolidine alkaloid logp 0.71 ALOGPS logs 0.30 ALOGPS solubility 2.79e+02 g/l ALOGPS logp 0.7 ChemAxon pka_strongest_acidic 18.54 ChemAxon pka_strongest_basic 9.27 ChemAxon iupac 1-[(2R)-1-methylpyrrolidin-2-yl]propan-2-one ChemAxon average_mass 141.2108 ChemAxon mono_mass 141.115364107 ChemAxon smiles CN1CCC[C@@H]1CC(C)=O ChemAxon formula C8H15NO ChemAxon inchi InChI=1S/C8H15NO/c1-7(10)6-8-4-3-5-9(8)2/h8H,3-6H2,1-2H3/t8-/m1/s1 ChemAxon inchikey ADKXZIOQKHHDNQ-MRVPVSSYSA-N ChemAxon polar_surface_area 20.31 ChemAxon refractivity 41.53 ChemAxon polarizability 16.35 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 2 ChemAxon donor_count 0 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 87240 Specdb::MsMs 87241 Specdb::MsMs 87242 Specdb::MsMs 149706 Specdb::MsMs 149707 Specdb::MsMs 149708 Specdb::MsMs 3603341 Specdb::MsMs 3603342 Specdb::MsMs 3603343 Specdb::MsMs 3603344 Specdb::MsMs 3603345 Specdb::MsMs 3603346 Pomegranate Type 1 specific Punica granatum 22663