Glycyrrhizinate dipotassiumProduct ingredient for Glycyrrhizic acid

Name
Glycyrrhizinate dipotassium
Drug Entry
Glycyrrhizic acid

Glycyrrhizic acid is extracted from the root of the licorice plant; Glycyrrhiza glabra.11 It is a triterpene glycoside with glycyrrhetinic acid that possesses a wide range of pharmacological and biological activities. When extracted from the plant, it can be obtained in the form of ammonium glycyrrhizin and mono-ammonium glycyrrhizin.8 Glycyrrhizic acid has been developed in Japan and China as a hepatoprotective drug in cases of chronic hepatitis.1 From January 2014, glycyrrhizic acid as part of the licorice extract was approved by the FDA as an existing food sweetener.12 It was approved by Health Canada to be used in over-the-counter products but all the products are currently on the status canceled post marketed.10

Accession Number
DBSALT002693
Structure
Thumb
Synonyms
Dipotassium glycyrrhizinate
UNII
CA2Y0FE3FX
CAS Number
68797-35-3
Weight
Average: 899.123
Monoisotopic: 898.31554883
Chemical Formula
C42H60K2O16
InChI Key
BIVBRWYINDPWKA-VLQRKCJKSA-L
InChI
InChI=1S/C42H62O16.2K/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);;/q;2*+1/p-2/t19-,21-,22-,23-,24-,25-,26-,27+,28-,29-,30+,31+,34-,35-,38+,39-,40-,41+,42+;;/m0../s1
IUPAC Name
dipotassium (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-carboxylate
SMILES
[K+].[K+].[H][C@@]1(CC[C@@]2(C)[C@@]([H])(CC[C@]3(C)[C@]2([H])C(=O)C=C2[C@]4([H])C[C@](C)(CC[C@]4(C)CC[C@@]32C)C(O)=O)C1(C)C)O[C@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O[C@]1([H])O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C([O-])=O)C([O-])=O
External Links
KEGG Drug
D02264
KEGG Compound
C14049
ChemSpider
571127
ChEBI
79402
ChEMBL
CHEMBL1923952
Predicted Properties
PropertyValueSource
Water Solubility0.0629 mg/mLALOGPS
logP3.1ALOGPS
logP3.13ChemAxon
logS-4.2ALOGPS
pKa (Strongest Acidic)2.96ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count16ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area272.7 Å2ChemAxon
Rotatable Bond Count7ChemAxon
Refractivity220.5 m3·mol-1ChemAxon
Polarizability85.46 Å3ChemAxon
Number of Rings7ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon