Details of the Drug Inactive Ingredient (DIG)

General Information of DIG (ID: E09CQW)
DIG Name
Glycyrrhizin
Synonyms    Click to Show/Hide the Synonyms of This DIG
Glycyrrhizic acid; glycyrrhizin; Glycyrrhizinic acid; 1405-86-3; Glycyrrhetinic acid glycoside; glyzyrrhizin; Glizigen; Glycyron; 18-beta-Glycyrrhizic acid; Liquorice; UNII-6FO62043WK; CHEBI:15939; C42H62O16; CHEMBL441687; NSC 2800; beta-Glycyrrhizin; 6FO62043WK; Rizinsan K2 A2 (free acid); NSC-167409; NSC-234419; DSSTox_CID_27006; DSSTox_RID_82047; DSSTox_GSID_47006; Glycyrrhitin; Dermacrin; Glycyram; (3beta,20beta)-20-carboxy-11-oxo-30-norolean-12-en-3-yl-2-O-beta-D-glucopyranuronosyl-alpha-D-glucopyranosiduronic acid; 30-hydroxy-11,30-dioxoolean-12-en-3beta-yl (2-O-beta-D-glucopyranosyluronic acid)-alpha-D-glucopyranosiduronic acid; 18beta-Glycyrrhizic acid; Neo-Umor; CAS-1405-86-3; HSDB 496; alpha-D-Glucopyranosiduronic acid, (3beta,20beta)-20-carboxy-11-oxo-30-norolean-12-en-3-yl 2-O-beta-D-glucopyranuronosyl-; EINECS 215-785-7; NSC 167409; NSC 234419; BRN 0077922; CCRIS 8444; MFCD00065194; NCGC00183128-01; (2S,3S,4S,5R,6R)-6-[(2S,3R,4S,5S,6S)-2-[[(3S,4aR,6aR,6bS,8aS,11S,12aR,14aR,14bS)-11-carboxy-4,4,6a,6b,8a,11,14b-heptamethyl-14-oxo-2,3,4a,5,6,7,8,9,10,12,12a,14a-dodecahydro-1H-picen-3-yl]oxy]-6-carboxy-4,5-dihydroxy-tetrahydropyran-3-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid; Glycyrrhizin, 93%; ammonium-glycyrrhizinate; Glycyrrhizic acid, 2K; beta-Glycyrrhizinic acid; 132215-36-2; Glycyrrhizia uralensis Fisch; SCHEMBL17684; 20beta-Carboxy-11-oxo-30-norolean-12-en-3beta-yl-2-O-beta-D-glucopyranuronosyl-alpha-D-glucopyranosiduronic acid; 4-18-00-05156 (Beilstein Handbook Reference); alpha-D-Glucopyranosiduronic acid, (3beta,20beta)-20-carboxy-11-oxo-30-norolean-12-en-3-yl-2-O-beta-D-glucopyranuron osyl-; BIDD:ER0363; GTPL4688; DTXSID8047006; Glycyrrhizin (Glycyrrhizic Acid); HY-N0184; Tox21_111520; Tox21_113426; Tox21_303493; BDBM50185127; HMDB:0029843; s2302; ZINC96015174; AKOS015893086; AKOS015969345; CCG-270511; CS-7695; DB13751; GM-1292; NCGC00257455-01; NCGC00386162-01; NCGC00386162-02; (3beta,20beta)-20-Carboxy-11-oxo-30-norlean-12-en-3-yl-2-O-beta-1- 7-glucopyranuronosyl-alpha-D-glucopyranosiduronic acid; (3beta,20beta)-20-carboxy-11-oxo-30-norolean-12-en-3-yl 2-O-beta-D-glucopyranuronosyl-alpha-D-glucopyranosiduronic acid; alpha-D-Glucopyranosiduronic acid, (3beta,20beta)-20-carboxy-11-oxo-30-norlean-12-en-3-yl-2-O-beta-1- 7-glucopyranuronosyl-; AS-13001; E958; G0150; N1792; J10040; AB01566834_01; 405G863; Q418705; Q-201172; BRD-K83486494-318-01-5; Glycyrrhizic acid, United States Pharmacopeia (USP) Reference Standard; xy-4,5-dihydroxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid; Glycyrrhizic Acid, Pharmaceutical Secondary Standard; Certified Reference Material; (2S,3S,4S,5R,6R)-6-[(2S,3R,4S,5S,6S)-2-[[(3S,4aR,6aR,6bS,8aS,11S,12aR,14aR,14bS)-11-carboxy-4,4,6a,6b,8a,11,14b-heptamethyl-14-oxo-2,3,4a,5,6,7,8,9,10,12,12a,14a-dodecahydro-1H-picen-3-yl]oxy]-6-carbo; (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; (3.beta.,20.beta.)-20-Carboxy-11-oxo-30-norlean-12-en-3-yl-2-O-.beta.-1- 7-glucopyranuronosyl-.alpha.-D-glucopyranosiduronic acid
DIG Function
Flavoring agent
PubChem CID
14982
Formula
C42H62O16
Canonical SMILES
C[C@]12CC[C@](C[C@H]1C3=CC(=O)[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)O[C@@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C(=O)O)O)O)O)C)(C)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
InChIKey
LPLVUJXQOOQHMX-QWBHMCJMSA-N
   Click to Show/Hide the Molecular Data (Structure/Property) of This DIG
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=14982"></iframe>
3D MOL is not available 2D MOL
Physicochemical Properties Molecular Weight 822.9 Topological Polar Surface Area 267
XlogP 3.7 Complexity 1730
Heavy Atom Count 58 Rotatable Bond Count 7
Hydrogen Bond Donor Count 8 Hydrogen Bond Acceptor Count 16
Full List of Biological Targets of DIG (DBTs) Regulated by This DIG
      Oxidoreductase (ORase)
            DBT Name: Dehydrogenase/reductase 9C 3 (11-DH2) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity IC50 = 0.4 nM (tested by experiment) [1]
                    Tested Species Homo sapiens (Human)
                    UniProt ID DHI2_HUMAN
            DBT Name: Dehydrogenase/reductase 26C 1 (11-DH) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment (1) for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity IC50 = 6 nM (tested by experiment) [1]
                    Tested Species Homo sapiens (Human)
                    UniProt ID DHI1_HUMAN
               Experiment (2) for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity IC50 = 3 nM (tested by experiment) [1]
                    Tested Species Mus musculus (Mouse)
                    UniProt ID DHI1_MOUSE
      Hydrolase (HDase)
            DBT Name: Pancreatic alpha-amylase (AMYP) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity IC50 > 200000 nM (tested by experiment) [2]
                    Tested Species Sus scrofa (Pig)
                    UniProt ID AMYP_PIG
            DBT Name: Protein-tyrosine phosphatase 1B (PTPN1) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity IC50 > 100000 nM (tested by experiment) [3]
                    Tested Species Homo sapiens (Human)
                    UniProt ID PTN1_HUMAN
      Potential-driven transporter (PDT)
            DBT Name: Solute carrier SLCO1B1 (OATP-C) Click to Show/Hide
               Detailed Information DBT Info click to show the detail info of this DBT
               Experiment for Assessing the Biological Activity of the Studied DIG on This DBT
                    Biological Activity Ki = 13 uM (tested by experiment) [4]
                    Tested Species Homo sapiens (Human)
                    UniProt ID SO1B1_HUMAN
References
1 Cycloartane and friedelane triterpenoids from the leaves of Caloncoba glauca and their evaluation for inhibition of 11-hydroxysteroid dehydrogenases. J Nat Prod. 2012 Apr 27; 75(4):599-604.
2 Pentacyclic triterpenes as -glucosidase and -amylase inhibitors: Structure-activity relationships and the synergism with acarbose. Bioorg Med Chem Lett. 2017 Nov 15; 27(22):5065-5070.
3 Protein tyrosine phosphatase 1B inhibitory activity of triterpenes isolated from Astilbe koreana. Bioorg Med Chem Lett. 2006 Jun 15; 16(12):3273-6.
4 The activities of drug inactive ingredients on biological targets. Science. 2020 Jul 24;369(6502):403-413.

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