Enoxolone

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Generic Name
Enoxolone
DrugBank Accession Number
DB13089
Background

Enoxolone (glycyrrhetic acid) has been investigated for the basic science of Apparent Mineralocorticoid Excess (AME).

Type
Small Molecule
Groups
Investigational
Structure
Weight
Average: 470.694
Monoisotopic: 470.339609961
Chemical Formula
C30H46O4
Synonyms
  • Enoxolona
  • Enoxolone
  • Glycyrrhetic Acid

Pharmacology

Indication

Not Available

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Associated Conditions
Indication TypeIndicationCombined Product DetailsApproval LevelAge GroupPatient CharacteristicsDose Form
Used in combination to treatInflammation of mouthCombination Product in combination with: Chlorhexidine (DB00878), Benzocaine (DB01086)••••••••••••
Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
Not Available
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Products

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Product Ingredients
IngredientUNIICASInChI Key
Enoxolone aluminumE3P03E2A654598-66-7JIQUHOXNCWKESF-UBYPFOLZSA-K
Enoxolone sodiumE15REE98CW2508-76-1MOCOXAJEZKHXSF-IHMBCTQLSA-M
Potassium glycyrrhetinate5850KHR68O85985-61-1PWEZHTCCMJFGJY-IHMBCTQLSA-M
Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
ANZİBEL 5 MG/4 MG/3 MG EKİNEZYALI PASTİL, 20 ADETEnoxolone (3 mg) + Benzocaine (4 mg) + Chlorhexidine hydrochloride (5 mg)LozengeOralNOBEL İLAÇ SAN. VE TİC. A.Ş.2015-05-14Not applicableTurkey flag
ANZİBEL 5 MG/4 MG/3 MG MEYANBALLI PASTİL, 20 ADETEnoxolone (3 mg) + Benzocaine (4 mg) + Chlorhexidine hydrochloride (5 mg)LozengeOralNOBEL İLAÇ SAN. VE TİC. A.Ş.2015-05-13Not applicableTurkey flag
ANZİBEL 5 MG/4 MG/3 MG ZENCEFİLLİ PASTİL, 20 ADETEnoxolone (3 mg) + Benzocaine (4 mg) + Chlorhexidine hydrochloride (5 mg)LozengeOralNOBEL İLAÇ SAN. VE TİC. A.Ş.2015-05-14Not applicableTurkey flag
Salonpas 30Enoxolone (0.1 %) + Glycol salicylate (5 %) + Levomenthol (7 %) + alpha-Tocopherol acetate (2 %)PatchTopicalHisamitsu Pharmaceutical Malaysia Sdn. Bhd.2020-09-08Not applicableMalaysia flag
Salonpas 30 HotEnoxolone (0.1 %) + Capsicum (0.45 %) + Glycol salicylate (5 %) + Levomenthol (2 %) + alpha-Tocopherol acetate (2 %)PatchTopicalHisamitsu Pharmaceutical Malaysia Sdn. Bhd.2020-09-08Not applicableMalaysia flag

Categories

ATC Codes
D03AX10 — Enoxolone
Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Prenol lipids
Sub Class
Triterpenoids
Direct Parent
Triterpenoids
Alternative Parents
Cyclohexenones / Secondary alcohols / Cyclic alcohols and derivatives / Monocarboxylic acids and derivatives / Carboxylic acids / Organic oxides / Hydrocarbon derivatives
Substituents
Alcohol / Aliphatic homopolycyclic compound / Carbonyl group / Carboxylic acid / Carboxylic acid derivative / Cyclic alcohol / Cyclohexenone / Hydrocarbon derivative / Ketone / Monocarboxylic acid or derivatives
Molecular Framework
Aliphatic homopolycyclic compounds
External Descriptors
hydroxy monocarboxylic acid, pentacyclic triterpenoid, cyclic terpene ketone (CHEBI:30853) / Oleananes (C02283) / Oleanane triterpenoids (LMPR0106150014)
Affected organisms
Not Available

Chemical Identifiers

UNII
P540XA09DR
CAS number
471-53-4
InChI Key
MPDGHEJMBKOTSU-YKLVYJNSSA-N
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
IUPAC Name
(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
SMILES
[H][C@@]12C[C@](C)(CC[C@]1(C)CC[C@]1(C)C2=CC(=O)[C@]2([H])[C@@]3(C)CC[C@H](O)C(C)(C)[C@]3([H])CC[C@@]12C)C(O)=O

References

General References
  1. TITCK Product Information: Anzibel (chlorhexidine/benzocaine/enoxolone) for oral use [Link]
KEGG Compound
C02283
PubChem Compound
10114
PubChem Substance
347829213
ChemSpider
9710
BindingDB
50233538
RxNav
1311506
ChEBI
30853
ChEMBL
CHEMBL230006
ZINC
ZINC000019203131
PDBe Ligand
CBW
Wikipedia
Enoxolone
PDB Entries
2w4q / 4pv5 / 5c71

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
2, 3CompletedBasic ScienceApparent Mineralocorticoid Excess (AME)1
1, 2RecruitingDiagnosticUnipolar Depression1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
LozengeOral
PatchTopical
CreamTopical
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.00172 mg/mLALOGPS
logP5.45ALOGPS
logP6.03Chemaxon
logS-5.4ALOGPS
pKa (Strongest Acidic)4.44Chemaxon
pKa (Strongest Basic)-0.84Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area74.6 Å2Chemaxon
Rotatable Bond Count1Chemaxon
Refractivity134.27 m3·mol-1Chemaxon
Polarizability55.22 Å3Chemaxon
Number of Rings5Chemaxon
Bioavailability1Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
MS/MS Spectrum - ESI-TOF 10V, NegativeLC-MS/MSsplash10-0a4i-0000930000-25139768b4507e334b4a
MS/MS Spectrum - ESI-TOF 20V, NegativeLC-MS/MSsplash10-0a4i-0000930000-25139768b4507e334b4a
MS/MS Spectrum - ESI-TOF 50V, NegativeLC-MS/MSsplash10-00or-0000900000-ada4fdd603d1852beae8
MS/MS Spectrum - ESI-TOF 40V, NegativeLC-MS/MSsplash10-014i-0000900000-276dcd237f3df1b55bf7
MS/MS Spectrum - ESI-TOF , NegativeLC-MS/MSsplash10-014i-0000911000-952bbb171fba142dba69
MS/MS Spectrum - ESI-TOF 10V, NegativeLC-MS/MSsplash10-014u-0000700009-50048523dd30a3c69126
MS/MS Spectrum - ESI-TOF 30V, NegativeLC-MS/MSsplash10-014u-0000700009-50048523dd30a3c69126
MS/MS Spectrum - ESI-TOF 10V, NegativeLC-MS/MSsplash10-014i-0000900000-125f02720b2a01ba256e
MS/MS Spectrum - ESI-TOF 20V, NegativeLC-MS/MSsplash10-014i-0000900000-6466c540accc2a7ad380
MS/MS Spectrum - ESI-TOF 50V, NegativeLC-MS/MSsplash10-00or-0000900000-ada4fdd603d1852beae8
MS/MS Spectrum - ESI-TOF 40V, NegativeLC-MS/MSsplash10-014i-0000900000-276dcd237f3df1b55bf7
MS/MS Spectrum - ESI-TOF , NegativeLC-MS/MSsplash10-014i-0000911000-952bbb171fba142dba69
MS/MS Spectrum - ESI-TOF 10V, NegativeLC-MS/MSsplash10-014u-0000700009-50048523dd30a3c69126
MS/MS Spectrum - ESI-TOF 30V, NegativeLC-MS/MSsplash10-014i-0000900000-c50958d1a751bbfbca79
LC-MS/MS Spectrum - LC-ESI-qTof , PositiveLC-MS/MSsplash10-03dj-9781100000-4553bbbe9a30a0391bb4
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-014i-0000900000-027d29bdfec0cb682eab
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-014i-0000900000-7d4a004adc92eda07905
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-014i-0000900000-04e795c32f4f79f139f3
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-0a6r-0004900000-5d9468128c8fc0642c7d
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-0a4i-0009200000-c23de15fecaedafae33d
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-056r-0109000000-1bd1687c967adde80ff9
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-00di-0921000000-be6ecff38e178ed81d85
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-00di-0900000000-b5252030bb373e0bea68
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-00di-0900000000-81872dd2517f0319e2d5
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-014i-0000900000-84865ea36583c793b08e
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-014i-0000900000-eced6d2a003b7f1e7f25
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-014i-0000900000-cb4dce1be81651dfe0c9
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-014i-1000900000-dfc08938f91fbc38d02d
LC-MS/MS Spectrum - LC-ESI-QQ , negativeLC-MS/MSsplash10-014i-2000900000-cac0744650f4e61a8155
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-004i-0001900000-d10a3b812ee3f2bd7ae4
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-004i-0001900000-bd0205b45b4ea1b11050
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-004i-0001900000-7caa5cad4a86023b9434
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-004i-0001900000-48f048602e2b6bca9c66
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-004i-0001900000-daf9714652cec6886198
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-004i-0001900000-092e72897395447ceb86
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-004i-0001900000-271355a022edb4ecf108
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-014i-0000900000-50d6fbf8cf39225ffc3d
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-014i-0000900000-bb74206a54bbcb27e673
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-00di-0000900000-e21afd83e613142870d5
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-00di-0110900000-c6181893a5ea2dd583ce
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-000j-1930000000-343ddde7e823744e33f7
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-0532-3910000000-88f6eeec7ebe3895522d
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-0aov-5900000000-cfb3d85c2586cee5d0bf
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-0aou-7900000000-9299cc555d3fdf5892dc
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-052f-9600000000-d8ff670cd490d5459f47
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-05ox-9500000000-a827a9a1610bcf535b96
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-016u-9400000000-bacb5be6a57582272680
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-00di-0000900000-29c60f4de8aababaf980
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-00di-0000900000-1643fb7f275e23fde3aa
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-00di-0100900000-9864e2efc2ae59be5ab8
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-00dr-0921500000-c98f722ae7e70e86c11d
LC-MS/MS Spectrum - LC-ESI-QQ , positiveLC-MS/MSsplash10-000j-0920000000-8fdceaabf14a85e5a5eb
LC-MS/MS Spectrum - LC-ESI-IT , positiveLC-MS/MSsplash10-002r-0982300000-9689eb9891b08df8844e
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-0ftr-0696500000-f4afd81a6e00d1293fdf
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-00n0-0693500000-7dbca20812a01c78b295
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-00n0-0693500000-691f23a74d56be801c91
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-00n0-0693500000-91bb2d7ad5a758c957e2
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-00n0-0693500000-92f70441ce239b210f06
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-00n0-0693500000-d62091b03bdac7bb8b8a
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-004i-0023900000-aa48625bffe40c6a0a46
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-00n0-0693500000-35171eab9e142ef5ea43
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-000i-0693500000-3652238d4aa790dcb795
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-004i-0012900000-99ac2cee6470208f87f3
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-004i-0002900000-020791e70705d4e430d3
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-0006-0011900000-d01bbc6031ef236ed8a1
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-0006-0011900000-7d1c7530a9688bc80c2f
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-000x-0001339247-c6f6eb3a6000b69dd07e
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-0006-0001339258-fc1b8bfb1b3ab8daf705
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-0a4i-0000190003-038492f9c3bf62953dd8
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-0a4i-0000190002-c91b6273dac20e5bb8f5
MS/MS Spectrum - , positiveLC-MS/MSsplash10-00di-3942500000-88ee50fff7b281a688f9
MS/MS Spectrum - , positiveLC-MS/MSsplash10-00di-0731900000-8d150ea29dc5a526155e
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-0000900000-7bb606cbcb1592d002b0
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-014i-0000900000-8e20617d5164a32d689e
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0abi-0113900000-ded3739568908e9d2ae4
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-014i-0000900000-111cd839fdf276eccca8
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-014i-0000900000-ab4c6117ce9a38696e1b
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0gb9-3549200000-6af9a586a4da3aac3988
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-224.7610796
predicted
DarkChem Lite v0.1.0
[M-H]-224.3409796
predicted
DarkChem Lite v0.1.0
[M-H]-209.5599
predicted
DeepCCS 1.0 (2019)
[M+H]+226.3040796
predicted
DarkChem Lite v0.1.0
[M+H]+225.7173796
predicted
DarkChem Lite v0.1.0
[M+H]+211.28871
predicted
DeepCCS 1.0 (2019)
[M+Na]+224.0340796
predicted
DarkChem Lite v0.1.0
[M+Na]+217.40877
predicted
DeepCCS 1.0 (2019)

Drug created at October 21, 2016 02:53 / Updated at February 21, 2021 18:54