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(3beta,20alpha)-3-Hydroxy-11-oxoolean-12-en-29-oic acid

PubChem CID: 112111

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Compound Synonyms Liquiritic acid, 10379-72-3, (3beta,20alpha)-3-Hydroxy-11-oxoolean-12-en-29-oic acid, (2R,4aS,6aR,6aS,6bR,8aR,10S,12aS,14bR)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylic acid, EINECS 233-838-2, SCHEMBL2762928, DTXSID8058742, CHEBI:191835, NS00086114, 3-Hydroxy-11-oxo-(3beta,20alpha)-Olean-12-en-29-oic acid, Olean-12-en-29-oic acid, 3beta-hydroxy-11-oxo- (7CI,8CI), (2R,4AS,6AS,6BR,8AR,10S,12AS,12BR,14BR)-10-HYDROXY-2,4A,6A,6B,9,9,12A-HEPTAMETHYL-13-OXO-1,2,3,4,4A,5,6,6A,6B,7,8,8A,9,10,11,12,12A,12B,13,14B-ICOSAHYDROPICENE-2-CARBOXYLIC ACID
Topological Polar Surface Area 74.6
Hydrogen Bond Donor Count 2.0
Heavy Atom Count 34.0
Description Isolated from Glycyrrhiza glabra (licorice). Liquiritic acid is found in tea and herbs and spices.
Isotope Atom Count 0.0
Molecular Complexity 965.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;npass_chem_all;pubchem
Defined Atom Stereocenter Count 9.0
Iupac Name (2R,4aS,6aR,6aS,6bR,8aR,10S,12aS,14bR)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylic acid
Prediction Hob 1.0
Class Prenol lipids
Xlogp 6.4
Superclass Lipids and lipid-like molecules
Subclass Triterpenoids
Molecular Formula C30H46O4
Prediction Swissadme 0.0
Inchi Key MPDGHEJMBKOTSU-IDZWEYSVSA-N
Fcsp3 0.8666666666666667
Logs -4.725
Rotatable Bond Count 1.0
State Solid
Logd 4.272
Synonyms (3beta,20alpha)-3-Hydroxy-11-oxoolean-12-en-29-oic acid, 3-Hydroxy-11-oxo-(3beta,20alpha)-olean-12-en-29-Oic acid, Liquiritic acid, Olean-12-en-29-oic acid, 3-hydroxy-11-oxo-, (3beta,20alpha)-, Olean-12-en-29-oic acid, 3beta-hydroxy-11-oxo- (7CI,8CI), Liquiritate, (3beta,20alpha)-3-Hydroxy-11-oxoolean-12-en-29-Oic acid, Olean-12-en-29-Oic acid, 3beta-hydroxy-11-oxo- (7ci,8ci), (2R,4AS,6as,6BR,8ar,10S,12as,12BR,14BR)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2-carboxylate
Compound Name (3beta,20alpha)-3-Hydroxy-11-oxoolean-12-en-29-oic acid
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 470.34
Formal Charge 0.0
Monoisotopic Mass 470.34
Hydrogen Bond Acceptor Count 4.0
Molecular Weight 470.7
Covalent Unit Count 1.0
Total Atom Stereocenter Count 9.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic homopolycyclic compounds
Esol -6.151002800000002
Inchi InChI=1S/C30H46O4/c1-25(2)21-8-11-30(7)23(28(21,5)10-9-22(25)32)20(31)16-18-19-17-27(4,24(33)34)13-12-26(19,3)14-15-29(18,30)6/h16,19,21-23,32H,8-15,17H2,1-7H3,(H,33,34)/t19-,21-,22-,23+,26+,27+,28-,29+,30+/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)(C)C(=O)O
Nring 5.0
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent Triterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Glycyrrhiza Glabra (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Glycyrrhiza Inflata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Glycyrrhiza Uralensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all