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Glycyrrhizin

PubChem CID: 14982

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Compound Synonyms Glycyrrhizic acid, glycyrrhizin, 1405-86-3, Glycyron, Glycyrrhizinic acid, Glycyrrhetinic acid glycoside, potenlini, Glizigen, glycyrrhizate, glyzyrrhizin, 18-beta-Glycyrrhizic acid, beta-Glycyrrhizin, 18beta-Glycyrrhizic acid, Glycyrrizin, Rizinsan K2 A2 (free acid), HSDB 496, CHEBI:15939, EINECS 215-785-7, Glycyrrhizin [JAN], Liquorice, .beta.-glycyrrhizin, NSC 167409, NSC 234419, NSC-167409, NSC-234419, UNII-6FO62043WK, BRN 0077922, CCRIS 8444, DTXSID8047006, 6FO62043WK, 18.beta.-glycyrrhizic acid, Glycyrrhizinate, CHEMBL441687, DTXCID6027006, 4-18-00-05156 (Beilstein Handbook Reference), (3beta,20beta)-20-carboxy-11-oxo-30-norolean-12-en-3-yl-2-O-beta-D-glucopyranuronosyl-alpha-D-glucopyranosiduronic acid, 20beta-Carboxy-11-oxo-30-norolean-12-en-3beta-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, alpha-D-Glucopyranosiduronic acid, (3beta,20beta)-20-carboxy-11-oxo-30-norolean-12-en-3-yl-2-O-beta-D-glucopyranuron osyl-, GLYCYRRHIZIN (II), GLYCYRRHIZIN [II], (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-dihydroxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid, (3beta,20beta)-20-carboxy-11-oxo-30-norolean-12-en-3-yl 2-O-beta-D-glucopyranuronosyl-alpha-D-glucopyranosiduronic acid, GLYCYRRHIZIC ACID (MART.), GLYCYRRHIZIC ACID [MART.], GLYCYRRHIZIC ACID (USP-RS), GLYCYRRHIZIC ACID [USP-RS], Glycyrrhizicacid, MFCD00065194, NSC167409, Glycyram, Neo-Umor, alpha-D-Glucopyranosiduronic acid, (3beta,20beta)-20-carboxy-11-oxo-30-norolean-12-en-3-yl 2-O-beta-D-glucopyranuronosyl-, Acid, Glycyrrhizic, (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, CAS-1405-86-3, Acid, Glycyrrhizinic, 132215-36-2, NSC234419, Glycyrrhizic acid?, 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, ammonium-glycyrrhizinate, Glycyrrhizic acid, 2K, beta-Glycyrrhizinic acid, Glycyrrhizic acid - 80%, Glycyrrhizic acid - 98%, GLYCYRRHIZIN [HSDB], SCHEMBL17684, alpha-D-glucopyranosiduronic acid, (3 beta,20 beta)-20-carboxy-11-oxo-30-norolean-12-en-3-yl 2-O-beta-D-glucopyranuronosyl-, BIDD:ER0363, GLYCYRRHIZIC ACID [MI], GTPL4688, Glycyrrhizin (Glycyrrhizic Acid), GLYCYRRHIZIC ACID [WHO-DD], HY-N0184, Tox21_111520, Tox21_113426, Tox21_303493, BDBM50185127, HMDB:0029843, s2302, AKOS015893086, AKOS015969345, CCG-270511, CS-7695, DB13751, GM-1292, OG08293, 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, 1ST40365, 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, XG180042, G0150, NS00008393, AB01566834_01, EN300-25023649, Q418705, BRD-K83486494-318-01-5, GLYCYRRHIZIC ACID (GLYCYRRHIZIN) (CONSTITUENT OF LICORICE), GLYCYRRHIZIC ACID (GLYCYRRHIZIN) (CONSTITUENT OF LICORICE) [DSC], Glycyrrhizic acid, United States Pharmacopeia (USP) Reference Standard, 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-carboxy-4,5-dihydroxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylicacid, (3.beta.,20.beta.)-20-Carboxy-11-oxo-30-norlean-12-en-3-yl-2-O-.beta.-1- 7-glucopyranuronosyl-.alpha.-D-glucopyranosiduronic acid, (3.BETA.,20.BETA.)-20-CARBOXY-11-OXO-30-NOROLEAN-12-EN-3-YL 2-O-.BETA.-D-GLUCOPYRANURONOSYL-.ALPHA.-D-GLUCOPYRANOSIDURONIC ACID, (3b,20b)-20-Carboxy-11-oxo-30-norolean-12-en-3-yl 2-O-(b-D-glucopyranuronosyl)-b-D-glucopyranosiduronic acid, (3b,20b)-20-Carboxy-11-oxo-30-norolean-12-en-3-yl 2-O-(b-D-glucopyranuronosyl)-b-D-glucopyranosiduronic Acid, 3-O-(2-O-b-D-Glucopyran uronosyl-a-D-glucopyranuronosyl)-18-b-glycyrrhetinic acid, (3beta,20beta)-20-Carboxy-11-oxo-30-norlean-12-en-3-yl-2-O-beta-1-7-glucopyranuronosyl-alpha-D-glucopyranosiduronic acid, 20BETA-CARBOXY-11-OXO-30-NOROLEAN-12-EN-3BETA-YL-2-O-BE TA-D-GLUCOPYRANURONOSYL-ALPHA-D-GLUCOPYRANOSIDURONIC ACID, 215-785-7, alpha-D-Glucopyranosiduronic acid, (3beta,20beta)-20-carboxy-11-oxo-30-norlean-12-en-3-yl-2-O-beta-1-7-glucopyranuronosyl-
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 267.0
Hydrogen Bond Donor Count 8.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC2C3CCCCC3CCC2C2CCC3CC(CC4CCCCC4CC4CCCCC4)CCC3C12
Np Classifier Class Oleanane triterpenoids
Deep Smiles O[C@@H][C@@H]O[C@@H]O[C@H]C=O)O))[C@H][C@@H][C@H]6O))O))O))))))[C@H]O[C@@H][C@H]6O))C=O)O))))O[C@H]CC[C@][C@H]C6C)C))CC[C@@][C@@H]6C=O)C=C[C@@]6C)CC[C@@][C@H]6C[C@]C)CC6))C=O)O)))))C)))))))))C)))))C
Heavy Atom Count 58.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC1CC2C3CCCCC3CCC2C2CCC3CC(OC4OCCCC4OC4CCCCO4)CCC3C12
Classyfire Subclass Terpene glycosides
Isotope Atom Count 0.0
Molecular Complexity 1730.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 19.0
Uniprot Id P18031, P00489, Q92887, P50172, P28845, P80365, P25779, Q9UBT6, O88397, P46720, Q9NPD5, O35913, Q63120, Q9Y6L6, Q9QZX8, O94956, P09429, P63158, n.a., P00690, P04798, Q16678, P05804, P06760, P10275, Q03181
Iupac Name (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-dihydroxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
Prediction Hob 0.0
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Target Id NPT1137, NPT1138, NPT72, NPT73
Xlogp 3.7
Gsk 4 400 Rule False
Molecular Formula C42H62O16
Scaffold Graph Node Bond Level O=C1C=C2C3CCCCC3CCC2C2CCC3CC(OC4OCCCC4OC4CCCCO4)CCC3C12
Prediction Swissadme 0.0
Inchi Key LPLVUJXQOOQHMX-QWBHMCJMSA-N
Silicos It Class Soluble
Fcsp3 0.8571428571428571
Logs -4.005
Rotatable Bond Count 7.0
Logd 2.144
Synonyms glycyrrhizin, glycyrrhizinic acid
Esol Class Poorly soluble
Functional Groups CC(=O)O, CC(C)=CC(C)=O, CO, CO[C@H](C)OC
Compound Name Glycyrrhizin
Prediction Hob Swissadme 0.0
Exact Mass 822.404
Formal Charge 0.0
Monoisotopic Mass 822.404
Hydrogen Bond Acceptor Count 16.0
Molecular Weight 822.9
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 19.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 False
Esol -6.244240400000006
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
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
Nring 7.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Np Classifier Superclass Triterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Abrus Precatorius (Plant) Rel Props:Reference:ISBN:9789327275590
  • 2. Outgoing r'ship FOUND_IN to/from Euodia Bodinieri (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Euodia Officinalis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Euodia Ruticarpa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Glycyrrhiza (Plant) Rel Props:Source_db:npass_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Glycyrrhiza Glabra (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 7. Outgoing r'ship FOUND_IN to/from Glycyrrhiza Inflata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 8. Outgoing r'ship FOUND_IN to/from Glycyrrhiza Uralensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 9. Outgoing r'ship FOUND_IN to/from Mitracarpus Scaber (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 10. Outgoing r'ship FOUND_IN to/from Panax Ginseng (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/12009030
  • 11. Outgoing r'ship FOUND_IN to/from Panax Japonicus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 12. Outgoing r'ship FOUND_IN to/from Prunus Salicina (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 13. Outgoing r'ship FOUND_IN to/from Rheum Coreanum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 14. Outgoing r'ship FOUND_IN to/from Rheum Officinale (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 15. Outgoing r'ship FOUND_IN to/from Rheum Palmatum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 16. Outgoing r'ship FOUND_IN to/from Rheum Tanguticum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 17. Outgoing r'ship FOUND_IN to/from Tetradium Ruticarpum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all