ursolic acid

Small moleculeexperimental

Glycyrrhizin, a component of Chinese medicine licorice root. In Japan glycyrrhizin has been used for more than 20 years as treatment for chronic hepatitis and improves liver function with occasional complete recovery from hepatitis. In randomized controlled trials, glycyrrhizin induced a significant reduction of serum aminotransferases and an improvement in liver histology compared to placebo. Intravenous glycyrrhizin can be used safely and be useful for patients with difficult-to-diagnose acute liver disease as an 'initial' treatment tool to improve liver inflammation before starting disease-specific treatments. The mechanism of anti-inflammatory effect of glycyrrhizin most probably does not involve ROS and this major constituent is not responsible for the inhibition effects of liquorice extract on neutrophil functions. — NCATS

Clinical trial activity

11 trials · 11 clinical orgs · 0 marketing orgs

Phase 1
4
Phase 2
5
Phase 3
3
Phase 4
0

Earliest trial started Feb 1, 2002 (NCT00759525)

Timeline

2000s

  1. Jan 1, 2002

    Earliest Phase 2 Sponsor(trial)

  2. Jan 1, 2006

    Earliest Phase 3 Sponsor(trial)

2010s

  1. Jan 1, 2017

    Earliest Phase 1 Sponsor(trial)

Indications

Mechanism of action

  • Unspecified targetUnclear

    unclear

Chemistry & pharmacology

Loading structure…

SMILES

CC1(C)[C@@H](O[C@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O[C@@H]2O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]2O)CC[C@]2(C)[C@H]3C(=O)C=C4[C@@H]5C[C@@](C)(C(=O)O)CC[C@]5(C)CC[C@@]4(C)[C@]3(C)CC[C@@H]12
Mol. weight
822.94 g/mol
Lipinski Ro5
3 violation(s)
Rule of 3
No
Chirality
Single Stereoisomer
Inorganic
No
Polymer
No

Oral

No

Parenteral

No

Topical

No

Sources

Also known as

  • 18beta-glycyrrhizic acid
  • (3 beta)-3-hydroxyurs-12-en-28-oic acid
  • 3-epi-ursolic acid
  • arthrodont
  • biosone
  • e958
  • e958
  • enoxolone
  • enoxolone
  • enoxolone
  • enoxolone
  • enoxolone
  • enoxolone
  • enoxolone
  • glycyron
  • glycyrrhetic acid
  • glycyrrhetic acid
  • glycyrrhetic acid
  • glycyrrhetic acid
  • glycyrrhetic acid
  • glycyrrhetin
  • glycyrrhetin
  • glycyrrhetinic acid
  • glycyrrhetinic acid
  • glycyrrhetinic acid
  • glycyrrhetinic acid
  • glycyrrhetinic acid glycoside
  • glycyrrhizic acid
  • glycyrrhizic acid
  • glycyrrhizic acid
  • glycyrrhizic acid
  • glycyrrhizin
  • glycyrrhizin
  • glycyrrhizin
  • glycyrrhizin
  • glycyrrhizin
  • glycyrrhizin
  • glycyrrhizinate dipotassium
  • glycyrrhizinic acid
  • glycyrrhizinic acid
  • glycyrrhizinic acid
  • merotaine
  • nsc-35347
  • nsc-35347
  • nsc-35350
  • nsc-35350
  • rhetinic acid
  • rhetinic acid
  • subglycyrrhelinic acid
  • uralenic acid
  • uralenic acid
  • uralenic acid
  • ursolic acid
  • ursolic acid
  • ursolic acid
  • ursolic acid, (3beta)-isomer, 2-(14)c-labeled
  • ursolic acid, (3beta)-isomer, monopotassium salt

Clinical trials

NCT IDPhaseStart dateSponsor(s)
NCT05776862Phase 2Mar 27, 2023University of Miami
NCT05570110Phase 1/Phase 2 (Phase 2)Sep 23, 2022Philipps University of Marburg, Slovak Academy of Sciences
NCT05987722N/AJul 30, 2021Kaohsiung Medical University
NCT04403568Early Phase 1 (Phase 1)Jun 30, 2020University of Texas, San Antonio
NCT04421716Early Phase 1 (Phase 1)Jun 30, 2020University of Texas, San Antonio
NCT03216876Phase 1Sep 30, 2017University of California, Davis
NCT02401113Phase 2/Phase 3 (Phase 3)Nov 1, 2014Pusan National University
NCT02337933Phase 2Sep 1, 2014University of Guadalajara
NCT00686881Phase 3Dec 1, 2006Merck
NCT00384384Phase 2Aug 1, 2006University of Bern
NCT00759525Phase 2/Phase 3 (Phase 3)Feb 1, 2002Harvard University
Showing 11 of 11 trials
Page 1 / 1

Organizations

Research & Development (11)

OrganizationOrg typeTrialsAs lead sponsorPhasesEarliest year
University of Texas, San AntonioAcademic/Hospital2212020
Harvard UniversityAcademic/Hospital1112002
Kaohsiung Medical UniversityAcademic/Hospital1112021
MerckFor profit1112006
Philipps University of MarburgAcademic/Hospital1112022
Pusan National UniversityAcademic/Hospital1112014
Slovak Academy of SciencesGovernment1012022
University of BernAcademic/Hospital1112006
University of California, DavisAcademic/Hospital1112017
University of GuadalajaraAcademic/Hospital1112014
University of MiamiAcademic/Hospital1112023
11 organizations
Page 1 / 1