betulinic acid

Small moleculeexperimental

Betulinic acid is a naturally occurring pentacyclic triterpenoid which has antiretroviral, antimalarial, and anti-inflammatory properties, as well as a more recently discovered potential as an anticancer agent, by inhibition of topoisomerase. It is found in the bark of several species of plants, principally the white birch from which it gets its name, same as the bracket fungus Fomitopsis betulina, but also the ber tree, selfheal, the tropical carnivorous plants Triphyophyllum peltatum and Ancistrocladus heyneanus, Diospyros leucomelas, a member of the persimmon family, Tetracera boiviniana, the jambul, flowering quince, rosemary, and Pulsatilla chinensis. — Wikipedia

Clinical trial activity

2 trials · 3 clinical orgs · 0 marketing orgs

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

Earliest trial started Jan 1, 2006 (NCT00346502)

Timeline

2000s

  1. Jan 1, 2006

    Earliest Phase 1 Sponsor(trial)

Indications

Mechanism of action

  • Unspecified targetUnclear

    unclear

Chemistry & pharmacology

Loading structure…

SMILES

C=C(C)[C@@H]1CC[C@]2(C(=O)O)CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]12
Mol. weight
456.71 g/mol
Lipinski Ro5
1 violation(s)
Rule of 3
No
Chirality
Single Stereoisomer
Inorganic
No
Polymer
No

Oral

No

Parenteral

No

Topical

No

Sources

Also known as

  • 3-epi-betulinic acid
  • 3-hydroxylup-20(29)-en-28-oic acid
  • als-357
  • als-357
  • beta-betulinic acid
  • beta-betulinic acid
  • betulic acid
  • betulinic acid
  • betulinic acid
  • betulinic acid
  • betulinic acid

Clinical trials

NCT IDPhaseStart dateSponsor(s)
NCT00701987Phase 1Jun 1, 2008Advanced Life Sciences, Northwestern University
NCT00346502Phase 1/Phase 2 (Phase 2)Jan 1, 2006University of Illinois at Chicago
Showing 2 of 2 trials
Page 1 / 1

Organizations

Research & Development (3)

OrganizationOrg typeTrialsAs lead sponsorPhasesEarliest year
Advanced Life SciencesFor profit1112008
Northwestern UniversityAcademic/Hospital1012008
University of Illinois at ChicagoAcademic/Hospital1112006
3 organizations
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