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Liquorice

PubChem CID: 3495

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Compound Synonyms Liquorice, Glycyrrizin, 1405-86-3, Glycyrrhizinic acid, Glycyrrhizinate, NSC167409, Glycyram, 6-((6-carboxy-2-((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)-4,5-dihydroxytetrahydro-2h-pyran-3-yl)oxy)-3,4,5-trihydroxytetrahydro-2h-pyran-2-carboxylic acid, 29-Hydroxy-11,29-dioxoolean-12-en-3-yl 2-O-hexopyranuronosylhexopyranosiduronic acid, Glycrrhizin, Glycyrrhitin, Dermacrin, MFCD00065194, NSC234419, Glycyrrhizin, JAN, .alpha.-D-Glucopyranosiduronic acid,20.beta.)-20-carboxy-11-oxo-30-norolean-12-en-3-yl 2-O-.beta.-D-glucopyranuronosyl-, CHEMBL3188637, SCHEMBL21424347, DTXSID50859641, IDA89644, TEA44185, SY017548, DB-042522, CS-0291800, EN300-717923, Glycyrrhetic acid 3-O-[b-D-glucuronopyranosyl-(1->2)-a-D-glucuronopyranoside], 1970133-70-0, 5-[(6-carboxy-3,4,5-trihydroxyoxan-2-yl)oxy]-6-[(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]-3,4-dihydroxyoxane-2-carboxylic acid
Topological Polar Surface Area 267.0
Hydrogen Bond Donor Count 8.0
Heavy Atom Count 58.0
Description Isolated from Glycyrrhiza glabra (liquorice). Nutriceutical with anticancer props. Glycyrrhizic acid is a triterpenoid saponin glycoside of glycyrrhetinic acid. It is the main sweet-tasting compound from liquorice root. It is 30–50 times as sweet as sucrose. Glycyrrhizin is found in herbs and spices and root vegetables.
Isotope Atom Count 0.0
Molecular Complexity 1730.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 6-[6-carboxy-2-[(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]-4,5-dihydroxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
Prediction Hob 0.0
Class Prenol lipids
Xlogp 3.7
Superclass Lipids and lipid-like molecules
Subclass Terpene glycosides
Molecular Formula C42H62O16
Prediction Swissadme 0.0
Inchi Key LPLVUJXQOOQHMX-UHFFFAOYSA-N
Fcsp3 0.8571428571428571
Logs -3.315
Rotatable Bond Count 7.0
State Solid
Logd 2.484
Synonyms Beta-glycyrrhizin, Dermacrin, Glycyram, Glycyron, Glycyrrhetic acid 3-O-[b-D-glucuronopyranosyl-(1->2)-a-D-glucuronopyranoside], Glycyrrhitin, Glycyrrhizin, Glycyrrhizin, JAN, Glycyrrhizinate, Glycyrrhizinic acid, Glycyrrizin, beta-Glycyrrhizin, Glycyrrhizin, jan, Glycyrrhizate, zinc, Acid, glycyrrhizinic, Dipotassium glycyrrhizinate, Glycyrrhizinate, diammonium, Glycyrrhizinate, dipotassium, Zinc glycyrrhizate, Acid, glycyrrhizic, Glycyrrhizic acid, Diammonium glycyrrhizinate, 6-({6-carboxy-2-[(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]-4,5-dihydroxyoxan-3-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylate
Compound Name Liquorice
Kingdom Organic compounds
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
Covalent Unit Count 1.0
Total Atom Stereocenter Count 19.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic heteropolycyclic compounds
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)
Smiles CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)C(=O)O)O)O)OC5C(C(C(C(O5)C(=O)O)O)O)O)C)C(=O)C=C6C3(CCC7(C6CC(CC7)(C)C(=O)O)C)C)C)C
Nring 7.0
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent Triterpene saponins

  • 1. Outgoing r'ship FOUND_IN to/from Euodia Bodinieri (Plant) Rel Props:Source_db:cmaup_ingredients
  • 2. Outgoing r'ship FOUND_IN to/from Euodia Officinalis (Plant) Rel Props:Source_db:cmaup_ingredients
  • 3. Outgoing r'ship FOUND_IN to/from Euodia Ruticarpa (Plant) Rel Props:Source_db:cmaup_ingredients
  • 4. Outgoing r'ship FOUND_IN to/from Glycyrrhiza Glabra (Plant) Rel Props:Source_db:cmaup_ingredients
  • 5. Outgoing r'ship FOUND_IN to/from Glycyrrhiza Inflata (Plant) Rel Props:Source_db:cmaup_ingredients
  • 6. Outgoing r'ship FOUND_IN to/from Glycyrrhiza Uralensis (Plant) Rel Props:Source_db:cmaup_ingredients
  • 7. Outgoing r'ship FOUND_IN to/from Rheum Coreanum (Plant) Rel Props:Source_db:cmaup_ingredients
  • 8. Outgoing r'ship FOUND_IN to/from Rheum Officinale (Plant) Rel Props:Source_db:cmaup_ingredients
  • 9. Outgoing r'ship FOUND_IN to/from Rheum Palmatum (Plant) Rel Props:Source_db:cmaup_ingredients
  • 10. Outgoing r'ship FOUND_IN to/from Rheum Tanguticum (Plant) Rel Props:Source_db:cmaup_ingredients
  • 11. Outgoing r'ship FOUND_IN to/from Tetradium Ruticarpum (Plant) Rel Props:Source_db:cmaup_ingredients