Betulinic acid

Pricing Availability Delivery Time Qty
Cat.No. 3906 - Betulinic acid | C30H48O3 | CAS No. 472-15-1
Description: Antitumor and anti-HIV agent; activates NF-κB. Also TGR5 agonist
Chemical Name: (+)-(3β)-3-Hydroxylup-20(29)-en-28-oic acid
Datasheet
Citations (1)
Literature
Pathways

Biological Activity

Natural triterpenoid that displays anti-HIV and antitumor activity. Induces the production of reactive oxygen species (ROS) and activates NF-κB. Also a GPBA receptor partial agonist (EC50 = 1.04 μM, efficacy 83%).

Compound Libraries

Betulinic acid is also offered as part of the Tocriscreen Plus. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 456.7
Formula C30H48O3
Storage Store at +4°C
CAS Number 472-15-1
PubChem ID 64971
InChI Key QGJZLNKBHJESQX-FZFNOLFKSA-N
Smiles O[C@H]1CC[C@@]2(C)[C@](CC[C@]3(C)[C@@]([H])2CC[C@@]4([H])[C@](C)3CC[C@]5([C@](O)=O)[C@@]([H])4[C@H]([C@@](C)=C)CC5)([H])C(C)1C

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 22.84 50

Preparing Stock Solutions

The following data is based on the product molecular weight 456.7. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.19 mL 10.95 mL 21.9 mL
5 mM 0.44 mL 2.19 mL 4.38 mL
10 mM 0.22 mL 1.09 mL 2.19 mL
50 mM 0.04 mL 0.22 mL 0.44 mL

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

Product Datasheets

Safety Datasheet

References

References are publications that support the products' biological activity.

Kashiwada et al (1996) Betulinic acid and dihydrobetulinic acid derivatives as potent anti-HIV agents. J.Med.Chem. 39 1016 PMID: 8676334

Fulda (2008) Betulinic acid for cancer treatment and prevention. Int.J.Mol.Sci. 9 1096 PMID: 19325847

Genet et al (2010) Structure-activity relationship study of betulinic acid, a novel and selective TGR5 agonist, and its synthetic derivatives: potential impact in diabetes. J.Med.Chem. 53 178 PMID: 19911773


If you know of a relevant reference for Betulinic acid, please let us know.

Keywords: antitumor anti-HIV NFkappaB NF-kB NFκB TGR5 receptors activators activates apoptosis inducers partial agonists agonism Apoptosis Inducers

1 Citation for Betulinic acid

Citations are publications that use Tocris products. Selected citations for Betulinic acid include:

Inoue et al (2012) Dipeptidyl peptidase IV inhibition potentiates amino acid- and bile acid-induced bicarbonate secretion in rat duodenum. Neurotox Res 303 G810 PMID: 22821947


Do you know of a great paper that uses Betulinic acid from Tocris? If so please let us know.

Commented out for usability testing

Reviews

TODO: Add Reviews

Literature in this Area

Cancer

Cancer Research Product Guide

A collection of over 750 products for cancer research, the guide includes research tools for the study of:

  • Cancer Metabolism
  • Epigenetics in Cancer
  • Receptor Signaling
  • Cell Cycle and DNA Damage Repair
  • Angiogenesis
  • Invasion and Metastasis
Programmed Cell Death

Programmed Cell Death Poster

There are two currently recognized forms of programmed cell death: apoptosis and necroptosis. This poster summarizes the signaling pathways involved in apoptosis, necroptosis and cell survival following death receptor activation, and highlights the influence of the molecular switch, cFLIP, on cell fate.

Pathways for Betulinic acid

Apoptosis

Apoptosis Signaling Pathway

Apoptosis is a physiological process for cell death that is critical during aging and development. It may also be referred to as cell 'suicide'. Apoptosis can be triggered by events both inside and outside of the cell.

Protocols

TODO: Add Protocols