1.0 2016-05-22 06:03:48 UTC 2026-05-14 19:36:47 UTC Glycyrrhizin SmallMolecule Glycyrrhizin (C42H62O16) is a chemical compound used industrially as a humectant, a softener and conditioner, and a flavouring and nutrient. Glycyrrhizin belongs to the terpene glycosides, a subclass of prenol lipids within the organic compounds. With an average molecular weight of 822.94 g/mol, Glycyrrhizin is a heavy molecule. The compound is found in or released from 24 recorded sources. Within healthcare, pharmaceuticals, and veterinary products, it is associated with lipotropics and liver therapy. Other sources include electrical and electronic equipment such as hybrid capacitors, video games, auxiliary devices, electrically stimulated smoking devices, and fixed capacitors and their manufacture. It is also present in household cleaning and consumer products, including pipe accessories, non electric simulated smoking devices, bleaching agents, cigar cigarettes, other smoking requisites, and four additional sources. Furthermore, it is found in food, food processing, and cookware, specifically in the preparation of vinegar, preparation of wine or sparkling wine, fermentation processes for beer, molasses and treatment of molasses, agglomerated sugar products, and four more. Recorded exposure routes include oral, dental, cutaneous, and topical. Glycyrrhizin interacts with six recorded protein targets. It acts as an antagonist/antagonist and functions as an inhibitor, inducer, or translocation inhibitor of 11-beta-hydroxysteroid dehydrogenase 1 (HSD11B1). Additionally, it targets the nuclear factor NF-kappa-B p105 subunit (NFKB1), tumor necrosis factor (TNF), caspase-3 (CASP3), and two other proteins. (2S,3S,4S,5R,6S)-6-{[(3S,4aR,6aR,6bS,8aS,11S,12aR,14aR,14bS)-11-carboxy-4,4,6a,6b,8a,11,14b-heptamethyl-14-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl]oxy}-5-{[(2R,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]oxy}-3, glycyrrhizinic acid C42H62O16 822.942 822.403785916 (2S,3S,4S,5R,6S)-6-{[(3S,4aR,6aR,6bS,8aS,11S,12aR,14aR,14bS)-11-carboxy-4,4,6a,6b,8a,11,14b-heptamethyl-14-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl]oxy}-5-{[(2R,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]oxy}-3,4-dihydroxyoxane-2-carboxylic acid glycyrrhizin 1405-86-3 [H][C@@]12C[C@](C)(CC[C@]1(C)CC[C@]1(C)C2=CC(=O)[C@]2([H])[C@@]3(C)CC[C@H](O[C@H]4O[C@@H]([C@@H](O)[C@H](O)[C@H]4O[C@@H]4O[C@@H]([C@@H](O)[C@H](O)[C@H]4O)C(O)=O)C(O)=O)C(C)(C)[C@]3([H])CC[C@@]12C)C(O)=O InChI=1S/C42H62O16/c1-37(2)21-8-11-42(7)31(20(43)16-18-19-17-39(4,36(53)54)13-12-38(19,3)14-15-41(18,42)6)40(21,5)10-9-22(37)55-35-30(26(47)25(46)29(57-35)33(51)52)58-34-27(48)23(44)24(45)28(56-34)32(49)50/h16,19,21-31,34-35,44-48H,8-15,17H2,1-7H3,(H,49,50)(H,51,52)(H,53,54)/t19-,21-,22-,23-,24-,25-,26-,27+,28-,29-,30+,31+,34-,35-,38+,39-,40-,41+,42+/m0/s1 LPLVUJXQOOQHMX-QWBHMCJMSA-N Organic compounds Lipids and lipid-like molecules Prenol lipids Terpene glycosides Triterpene saponins Acetals Beta hydroxy acids and derivatives Carboxylic acids Cyclohexenones Disaccharides Hydrocarbon derivatives O-glucuronides O-glycosyl compounds Organic oxides Oxacyclic compounds Oxanes Polyols Pyrans Secondary alcohols Tricarboxylic acids and derivatives Triterpenoids 1-o-glucuronide Acetal Alcohol Aliphatic heteropolycyclic compound Beta-hydroxy acid Carbonyl group Carboxylic acid Carboxylic acid derivative Cyclohexenone Disaccharide Glucuronic acid or derivatives Glycosyl compound Hydrocarbon derivative Hydroxy acid Ketone O-glucuronide O-glycosyl compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Oxane Polyol Pyran Secondary alcohol Tricarboxylic acid or derivatives Triterpene saponin Triterpenoid Aliphatic heteropolycyclic compounds enone glucosiduronic acid pentacyclic triterpenoid tricarboxylic acid triterpenoid saponin Detected and Not Quantified Glycyrrhizic acid Drug Metabolism Action Pathway SMP0145007 logp 3.13 logp 2.78 ALOGPS logs -4.18 ALOGPS solubility 5.45e-02 g/l ALOGPS logp 3.13 ChemAxon pka_strongest_acidic 2.96 ChemAxon pka_strongest_basic -3.7 ChemAxon iupac (2S,3S,4S,5R,6S)-6-{[(3S,4aR,6aR,6bS,8aS,11S,12aR,14aR,14bS)-11-carboxy-4,4,6a,6b,8a,11,14b-heptamethyl-14-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl]oxy}-5-{[(2R,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]oxy}-3,4-dihydroxyoxane-2-carboxylic acid ChemAxon average_mass 822.942 ChemAxon mono_mass 822.403785916 ChemAxon smiles [H][C@@]12C[C@](C)(CC[C@]1(C)CC[C@]1(C)C2=CC(=O)[C@]2([H])[C@@]3(C)CC[C@H](O[C@H]4O[C@@H]([C@@H](O)[C@H](O)[C@H]4O[C@@H]4O[C@@H]([C@@H](O)[C@H](O)[C@H]4O)C(O)=O)C(O)=O)C(C)(C)[C@]3([H])CC[C@@]12C)C(O)=O ChemAxon formula C42H62O16 ChemAxon inchi InChI=1S/C42H62O16/c1-37(2)21-8-11-42(7)31(20(43)16-18-19-17-39(4,36(53)54)13-12-38(19,3)14-15-41(18,42)6)40(21,5)10-9-22(37)55-35-30(26(47)25(46)29(57-35)33(51)52)58-34-27(48)23(44)24(45)28(56-34)32(49)50/h16,19,21-31,34-35,44-48H,8-15,17H2,1-7H3,(H,49,50)(H,51,52)(H,53,54)/t19-,21-,22-,23-,24-,25-,26-,27+,28-,29-,30+,31+,34-,35-,38+,39-,40-,41+,42+/m0/s1 ChemAxon inchikey LPLVUJXQOOQHMX-QWBHMCJMSA-N ChemAxon polar_surface_area 267.04 ChemAxon refractivity 198.83 ChemAxon polarizability 86.35 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 16 ChemAxon donor_count 8 ChemAxon physiological_charge -3 ChemAxon formal_charge 0 ChemAxon #<HealthEffect::ActiveRecord_Associations_CollectionProxy:0x00007f72261a6ae0> DB13751 14982 14263 BE0000329 BE0000704 BE0001162 BE0001086 BE0002387 BE0000239