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Betulin

Catalog No. T3121   CAS 473-98-3
Synonyms: Trochol, betulinic alcohol, betuline, betulinol, Betulol

Betulin (betulinol) (lup-20(29)-ene-3β, 28-diol) is an abundant, naturally occurring triterpene. It is commonly isolated from the bark of birch trees where it forms up to 30% of the dry weight of the extractive and is found in birch sap as well.

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Betulin Chemical Structure
Betulin, CAS 473-98-3
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50 mg In stock $ 50.00
100 mg In stock $ 72.00
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Purity: 99.9%
Purity: 98.52%
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Biological Description
Chemical Properties
Storage & Solubility Information
Description Betulin (betulinol) (lup-20(29)-ene-3β, 28-diol) is an abundant, naturally occurring triterpene. It is commonly isolated from the bark of birch trees where it forms up to 30% of the dry weight of the extractive and is found in birch sap as well.
Targets&IC50 SREBP:14.5 μM
In vitro Betulin (BE) is recognized for its extensive biological and pharmacological benefits, notably its anticancer and chemopreventive capabilities, which have garnered substantial interest. Research indicates that BE impedes the growth of cancer cells across various cancer types, showing a range of antiproliferative effects—from minimal in human erythroleukaemia cells (K562) to pronounced in human neuroblastoma cells (SK-N-AS). Additionally, BE demonstrates marked cytotoxicity towards primary cancer cell cultures from ovarian, cervical carcinoma, and glioblastoma, with IC50 values between 2.8 to 3.4 μM, notably lower than those in established cell lines. Comparative studies of crude birch bark extract, alongside purified betulin and betulinic acid, reveal significant efficacy against human gastric carcinoma (EPG85-257) and human pancreatic carcinoma (EPP85-181), including drug-sensitive and drug-resistant types, indicating their potential as promising therapeutic agents for cancer treatment.
In vivo Betulin enhances glucose intolerance, augments basal learning performance, and notably ameliorates oxidative stress by significantly restoring SOD activity while reducing MDA levels in the hippocampus. Further, it significantly mitigates serum and hippocampal inflammatory cytokines. Betulin administration also upregulates Nrf2 and HO-1 expressions and inhibits IκB and NF-κB phosphorylations. Overall, Betulin potentially offers cognitive protection against STZ-induced diabetes in rats through the HO-1/Nrf-2/NF-κB pathway[3].
Cell Research Chemoresistance is tested using a proliferation assay based on sulphorhodamine B staining. Briefly, 800 cells per well are seeded in triplicate in 96-well plates. After attachment for 24 h, substances are added in dilution series for a 5-day incubation, before SRB staining is performed. Incubation is terminated by replacing the medium with 10% trichloroacetic acid, followed by further incubation at 4°C for 1h. Subsequently, the plates are ished five times with water and stained by adding 100 μL 0.4% SRB in 1% acetic acid for 10 min at room temperature. Ishing the plates five times with 1% acetic acid eliminated unbound dye. After air-drying and re-solubization of the protein bound dye in 10 mM Tris-HCl (pH=8.0), absorbance is read at 562 nm[2].
Source
Synonyms Trochol, betulinic alcohol, betuline, betulinol, Betulol
Molecular Weight 442.72
Formula C30H50O2
CAS No. 473-98-3

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

Solubility Information

DMSO: Insoluble

TargetMolReferences and Literature

1. Król, S., Kiełbus, M., Rivero-Müller, A., & Stepulak, A. (2015). Comprehensive Review on Betulin as a Potent Anticancer Agent. Biomed Research International, 2015, 1-11. doi: 10.1155/2015/584189 2. Drag M, et al. Comparision of the Cytotoxic Effects of Birch Bark Extract, Betulin and Betulinic Acid Towards Human Gastric Carcinoma and Pancreatic Carcinoma Drug-sensitive and Drug-Resistant Cell Lines. Molecules. 2009 Apr 24;14(4):1639-51. 3. Ma C, et al. Protective effect of betulin on cognitive decline in streptozotocin (STZ)-induced diabetic rats. Neurotoxicology. 2016 Dec;57:104-111. 4. Guo, Chuansheng, et al. Cholesterol Homeostatic Regulator SCAP-SREBP2 Integrates NLRP3 Inflammasome Activation and Cholesterol Biosynthetic Signaling in Macrophages [J]. Immunity. 2018 Nov 20;49(5):842-856.e7.

TargetMolCitations

1. Guo C, Chi Z, Jiang D, et al. Cholesterol Homeostatic Regulator SCAP-SREBP2 Integrates NLRP3 Inflammasome Activation and Cholesterol Biosynthetic Signaling in Macrophages. Immunity. 2018, 49(5): 842-856. e7

Related compound libraries

This product is contained In the following compound libraries:
Anti-Cancer Drug Library Miao medicine Compound Library Anti-Cancer Approved Drug Library Inhibitor Library Traditional Chinese Medicine Monomer Library Drug Repurposing Compound Library NO PAINS Compound Library Bioactive Lipid Compound Library Approved Drug Library Anti-Viral Compound Library

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Keywords

Betulin 473-98-3 Apoptosis Metabolism Lipid Fatty Acid Synthase Endogenous Metabolite Trochol Fatty Acid Synthase (FASN) betulinic alcohol betuline betulinol inhibit Betulol Inhibitor inhibitor

 

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