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Enoxolone

PubChem CID: 10114

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Compound Synonyms enoxolone, 471-53-4, Glycyrrhetic acid, GLYCYRRHETINIC ACID, Uralenic acid, 18-beta-Glycyrrhetinic acid, 18beta-Glycyrrhetinic acid, Rhetinic Acid, Glycyrrhetin, Enoxolona, Biosone, alpha-Glycyrrhetinic acid, 18, A-Glycyrrhetinic acid, Enoxolonum, Arthrodont, Jintan, 3beta-Hydroxy-11-oxoolean-12-en-30-oic acid, 18-beta-Glycyrrhetic acid, 18 beta-Glycyrrhetintic Acid, CCRIS 3962, 18beta-Glycyrrhetic acid, EINECS 207-444-6, UNII-P540XA09DR, MFCD00003706, NSC 35347, NSC-35347, Glycyrrhetinate, 3-Glycyrrhetinic acid, BRN 2229654, P540XA09DR, DTXSID9020669, CHEBI:30853, 3-beta-Hydroxy-11-oxoolean-12-en-30-oic acid, Glycyrrhetinic acid [JAN], beta-Glycyrrhetinic acid, DTXCID50669, MLS000028748, CHEMBL230006, Enoxolone (INN), 4-10-00-03775 (Beilstein Handbook Reference), Olean-12-en-30-oic acid, 3beta-hydroxy-11-oxo-, Olean-12-en-30-oic acid, 3-beta-hydroxy-11-oxo-, (2S,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, NCGC00017244-03, (3beta,20beta)-3-Hydroxy-11-oxo-olean-12-en-29-oic acid, Glyciram, SMR000058239, ENOXOLONE [INN], ENOXOLONE (MART.), ENOXOLONE [MART.], Glycyrrhetinic acid (JAN), ENOXOLONE (EP IMPURITY), ENOXOLONE [EP IMPURITY], ENOXOLONE (EP MONOGRAPH), ENOXOLONE [EP MONOGRAPH], (3beta,5beta,14beta)-3-Hydroxy-11-Oxoolean-12-En-29-Oic Acid, 3beta-Hydroxy-11-oxo-18beta,20beta-olean-12-en-29-oic acid, Enoxolonum [INN-Latin], Enoxolona [INN-Spanish], Acid, Rhetinic, Acid, Uralenic, GlycyrrhetinicAcid, 1449-05-4, Acid, Glycyrrhetic, Enoxolone [INN:BAN:DCF], CAS-471-53-4, 18b-Glycyrrhetinic acid, Acid, Glycyrrhetinic, Olean-12-en-29-oic acid, 3-hydroxy-11-oxo-, (3beta,20beta)-, SR-01000721867, (2S,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, Enoloxone, Hidermart, Enoxolone (Glycyrrhetinic acid), NSC-35350, 18, A-Glycyrrhetinic acid (Standard), Hidermart (TN), NCGC00181115-01, CBW, 18-Glycyrrhetinic acid, ENOXOLONE [MI], Enoxolone (Glycyrrhetin), Opera_ID_1048, ENOXOLONE [WHO-DD], SCHEMBL18540, MLS001146949, MLS002207101, Enoxolone, Glycyrrhetinic acid, (3beta)-3-hydroxy-11-oxoolean-12-en-30-oic acid, 18 beta -Glycyrrhetinic Acid, BX-1, GTPL11264, HY-N0180R, D03AX10, STX-352, CHEBI: 30853, MPDGHEJMBKOTSU-YKLVYJNSSA-N, 18beta-Glycyrrhetinic acid, 97%, HMS2233P23, HY-N0180, Tox21_110804, Tox21_112726, Tox21_200799, BDBM50233538, s2296, AKOS015960428, AKOS016036757, HMDB: 0011628, AC-1925, AC-8906, CCG-208506, CS-W020624, DB13089, FG09301, GM-1658, KS-1262, LMPR0106150014, Enoxolone 100 microg/mL in Acetonitrile, Glycyrrhetin, 18beta Glycyrrhetinic acid, NCGC00017244-04, NCGC00017244-06, NCGC00017244-16, NCGC00017244-20, NCGC00142473-03, NCGC00258353-01, (5S,8S,15S,18S,1R,2R,10R,14R,20R)-18-hydroxy-1,2,5,8,15,19,19-heptamethyl-13-o xopentacyclo[12.8.0.0<2,11>.0<5,10>.0<15,20>]docos-11-ene-8-carboxylic acid, 107420-91-7, 1ST40366, G0149, NS00000590, 3beta-hydroxy-11-oxoolean-12-en-29-oic acid, C02283, D00156, S00284, Enoxolone (synonym: 18ss--Glycyrrhetinic acid), 18beta-Glycyrrhetinic acid, purum, >=97.0% (T), Q5948038, SR-01000721867-3, SR-01000721867-4, SR-01000721867-5, SR-01000721867-6, BRD-K96137854-001-17-1, (3beta,20beta)-3-Hydroxy-11-oxoolean-12-en-29-oic acid, 3ss-Hydroxy-11-oxo-18ss,20ss-olean-12-en-29-oic acid, Enoxolone, European Pharmacopoeia (EP) Reference Standard, 3-b-Hydroxy-11-oxo-18b,20b-olean-12-en-29-oic acid, Enoxolone, (2S,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-carboxylicacid, 15301-63-0, 207-444-6, Enoxolone, 18beta-Glycyrrhetinic acid, 3?-Hydroxy-11-oxo-18?,20?-olean-12-en-29-oic acid
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 74.6
Hydrogen Bond Donor Count 2.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CC2C3CCCCC3CCC2C2CCC3CCCCC3C12
Np Classifier Class Oleanane triterpenoids
Deep Smiles O=CC=C[C@@H]C[C@]C)CC[C@]6C)CC[C@]%10[C@][C@H]%14[C@@]C)CC[C@@H]C[C@@H]6CC%10)))C)C))O))))))C))C)))))))C=O)O
Heavy Atom Count 34.0
Classyfire Class Prenol lipids
Description Aglycone from licorice (Glycyrrhiza glabra) Glycyrrhetinic acid is a pentacyclic triterpenoid derivative of the beta-amyrin type obtained from the hydrolysis of glycyrrhizic acid, which was obtained from the herb liquorice. It is used in flavoring and it masks the bitter taste of drugs like aloe and quinine. Glycyrrhetic acid is found in tea and herbs and spices.
Scaffold Graph Node Level OC1CC2C3CCCCC3CCC2C2CCC3CCCCC3C12
Classyfire Subclass Triterpenoids
Isotope Atom Count 0.0
Molecular Complexity 965.0
Database Name cmaup_ingredients;fooddb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 9.0
Uniprot Id n.a., P28845, P50172, P00489, P14061, P37059, P18031, P17706, P80365, P16232, P50233, Q03164, P02545, P25779, P10636, Q9F4F7, O97447, P08684, Q06124, P29350, P35236, P24723, Q9UBT6, P08659, P25094, P05177, O75496, O60218, P15121, O42275, P81908, Q9NUW8, Q9NPD5, Q9Y6L6, P53350, P27695, P23141, O00748, Q13526, P00690, P04798, Q16678, Q9CPU0, Q9H6Z9, P09917, O15296, P05979, P35354, P0DTD1, P05804, P06760, Q16236, P04792, Q03181, P05412
Iupac Name (2S,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
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Target Id NPT1137, NPT1138, NPT483, NPT51, NPT109, NPT206, NPT205, NPT178, NPT1270, NPT41, NPT72, NPT73, NPT166, NPT203, NPT570
Xlogp 6.4
Gsk 4 400 Rule False
Molecular Formula C30H46O4
Scaffold Graph Node Bond Level O=C1C=C2C3CCCCC3CCC2C2CCC3CCCCC3C12
Prediction Swissadme 0.0
Inchi Key MPDGHEJMBKOTSU-YKLVYJNSSA-N
Silicos It Class Moderately soluble
Fcsp3 0.8666666666666667
Logs -4.596
Rotatable Bond Count 1.0
State Solid
Logd 4.43
Synonyms &alpha, -Glycyrrhetinic acid, 18-beta-Glycyrrhetic acid, 18&beta, -Glycyrrhetic acid, 18&beta, -Glycyrrhetinic acid, 18&beta, -Glycyrrhtinic acid, 18b-Glycyrrhetic acid, 18b-Glycyrrhetinic acid, 18b-Glycyrrhtinic acid, 18beta-Glycyrrhetic acid, 18beta-Glycyrrhetinic acid, 3-Glycyrrhetinic acid, 3-Hydroxy-11-oxoolean-12-en-29-Oate, 3-Hydroxy-11-oxoolean-12-en-29-Oic acid, 3-Hydroxy-11-oxoolean-12-en-29-Oic acid (acd/name 4.0), 3b-Hydroxy-11-oxo-olean-12-en-30-Oate, 3b-Hydroxy-11-oxo-olean-12-en-30-Oic acid, 3b-Hydroxy-11-oxoolean-12-en-30-Oate, 3b-Hydroxy-11-oxoolean-12-en-30-Oic acid, 3beta-Hydroxy-11-oxo-18beta,20beta-olean-12-en-29-oic acid, a-Glycyrrhetinic acid, alpha-Glycyrrhetinic acid, b-Glycyrrhetic acid, beta-Glycyrrhetic acid, Biogastrone acid, Biosone, Enoxolone, Glycyrrhetic acid, Glycyrrhetin, Glycyrrhetinate, Glycyrrhetinic acid, Glycyrrhitinic acid, Rhetinic acid, Uralenic acid, glycyrrhetic acid, glycyrrhetinic acid
Esol Class Poorly soluble
Functional Groups CC(=O)O, CC(C)=CC(C)=O, CO
Compound Name Enoxolone
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
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 9.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
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
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: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
  • 4. Outgoing r'ship FOUND_IN to/from Mitracarpus Scaber (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all