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alpha-Glycyrrhizin

PubChem CID: 158471

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Compound Synonyms alpha-Glycyrrhizin, 83896-44-0, 18alpha-Glycylrrhizin, Isoglycyrrhizinic acid, 18, A-Glycyrrhizic acid, (2S,3S,4S,5R,6R)-6-[(2S,3R,4S,5S,6S)-2-[[(3S,4aR,6aR,6bS,8aS,11S,12aS,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, 80ARS2076G, 18-alpha-Glycyrrhizin, 18-alpha-Glycyrrhizic acid, 18-alpha-Glycyrrhizinic acid, 18I+/--Glycyrrhizic acid, .ALPHA.-GLYCYRRHIZIN, alpha-D-Glucopyranosiduronic acid, (3-beta,18-alpha,20-beta)-20-carboxy-11-oxo-30-norolean-12-en-3-yl 2-O-beta-D-glucopyranuronosyl-, UNII-80ARS2076G, 18.ALPHA.-GLYCYRRHIZIN, CHEMBL4280362, SCHEMBL25999388, HY-N6911A, 18alpha,20beta-Glycyrrhizic acid, DTXSID401314947, 18.ALPHA.-GLYCYRRHIZINIC ACID, alpha-D-Glucopyranosiduronic acid, (3beta,18alpha,20beta)-20-carboxy-11-oxo-30-norolean-12-en-3-yl 2-O-beta-D-glucopyranuronosyl-, CS-0909600, (3.BETA.,18.ALPHA.,20.BETA.)-20-CARBOXY-11-OXO-30-NOROLEAN-12-EN-3-YL 2-O-.BETA.-D-GLUCOPYRANURONOSYL-.ALPHA.-D-GLUCOPYRANOSIDURONIC ACID, .ALPHA.-D-GLUCOPYRANOSIDURONIC ACID, (3.BETA.,18.ALPHA.,20.BETA.)-20-CARBOXY-11-OXO-30-NOROLEAN-12-EN-3-YL 2-O-.BETA.-D-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 imppat_phytochem;pubchem
Defined Atom Stereocenter Count 19.0
Iupac Name (2S,3S,4S,5R,6R)-6-[(2S,3R,4S,5S,6S)-2-[[(3S,4aR,6aR,6bS,8aS,11S,12aS,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
Veber Rule False
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 3.7
Gsk 4 400 Rule False
Molecular Formula C42H62O16
Scaffold Graph Node Bond Level O=C1C=C2C3CCCCC3CCC2C2CCC3CC(OC4OCCCC4OC4CCCCO4)CCC3C12
Inchi Key LPLVUJXQOOQHMX-IOHDZAKGSA-N
Rotatable Bond Count 7.0
Synonyms 18 alpha-glycyrrhizin, 18-alpha-glycyrrhizin, 18-alpha-glycyrrhizinic-acid, alpha-glycyrrhizin, glycyrrhizinic acid, 18-alpha
Functional Groups CC(=O)O, CC(C)=CC(C)=O, CO, CO[C@H](C)OC
Compound Name alpha-Glycyrrhizin
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
Lipinski Rule Of 5 False
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-/m1/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
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 Glycyrrhiza Glabra (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279
  • 2. Outgoing r'ship FOUND_IN to/from Glycyrrhiza Uralensis (Plant) Rel Props:Reference:https://doi.org/10.15482/usda.adc/1239279