Betulinic acid

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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)
Reviews
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

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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.

Tocris products are intended for laboratory research use only, unless stated otherwise.

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.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
0.5 mM 4.38 mL 21.9 mL 43.79 mL
2.5 mM 0.88 mL 4.38 mL 8.76 mL
5 mM 0.44 mL 2.19 mL 4.38 mL
25 mM 0.09 mL 0.44 mL 0.88 mL

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References

References are publications that support the biological activity of the product.

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: Betulinic acid, Betulinic acid supplier, antitumor, anti-HIV, NFkappaB, NF-kB, NFκB, TGR5, receptors, activators, activates, apoptosis, inducers, partial, agonists, agonism, Apoptosis, Inducers, NF-kB/IkB, GPBA, Receptors, 3906, Tocris Bioscience

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


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Literature in this Area

Tocris offers the following scientific literature in this area to showcase our products. We invite you to request* or download your copy today!

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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.