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Betulinic acid

$43

  • Brand : BIOFRON

  • Catalogue Number : BF-B3006

  • Specification : 98%

  • CAS number : 472-15-1

  • Formula : C30H48O3

  • Molecular Weight : 456.7

  • PUBCHEM ID : 64971

  • Volume : 25mg

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Catalogue Number

BF-B3006

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

456.7

Appearance

White crystalline powder

Botanical Source

Eriobotrya japonica,Ligustrum lucidum,Mentha canadensis,Paeonia suffruticosa,Spatholobus suberectus

Structure Type

Terpenoids

Category

Standards;Natural Pytochemical;API

SMILES

CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)O)C)C(=O)O

Synonyms

(3β)-3-Hydroxylup-20(29)-en-28-oic acid/Gratiolone/(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-Hydroxy-1-isopropenyl-5a,5b,8,8,11a-pentamethylicosahydro-3aH-cyclopenta[a]chrysene-3a-carboxylic acid/betulic acid/Platanol/3β-Hydroxy-20(29)-lupaene-28-oic Acid/(3b)-3-hydroxylup-20(29)-en-28-oic Acid/Lup-20(29)-en-28-oic acid, 3β-hydroxy-/Betulinic acid/MAIRIN/Lup-20(29)-en-28-oic acid, 3-hydroxy-, (3β)-/Melaleucin/ALS-357/Betulinic

IUPAC Name

(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid

Density

1.1±0.1 g/cm3

Solubility

Methanol

Flash Point

300.5±21.9 °C

Boiling Point

550.0±33.0 °C at 760 mmHg

Melting Point

295-298 °C (dec.)(lit.)

InChl

InChl Key

WGK Germany

RID/ADR

HS Code Reference

2918190000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:472-15-1) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

29202513

Abstract

Betulinic acid is a naturally occurring pentacyclic lupane-type triterpenoid usually isolated from birch trees, but present in many other botanical sources. It is found in different plant organs, both as a free aglycon and as glycosyl derivatives. A wide range of pharmacological activities has been described for this triterpenoid, including antiviral and antitumor effects. In addition, several other interesting properties have been identified in the fields of immunity and metabolism, namely antidiabetic, antihyperlipidemic, and anti-inflammatory activities. Taken together, these latter three properties make betulinic acid a highly interesting prospect for treating metabolic syndrome. The present review focuses on the therapeutic potential of this agent, along with several of its semisynthetic derivatives, which could open new frontiers in the use of natural product-based medicines.
Georg Thieme Verlag KG Stuttgart · New York.

Title

New Pharmacological Opportunities for Betulinic Acid

Author

Jose Luis Rios 1 , Salvador MaNez 1

Publish date

2018 Jan

PMID

28124213

Abstract

Betulinic acid (BA), a pentacyclic triterpene of natural origin, has been demonstrated to have varied biologic activities including anti-viral, anti-inflammatory, and anti-malarial effects; it has also been found to induce apoptosis in many types of cancer. However, little is known about the effect of BA on normal cells. In this study, the effects of BA on normal neuronal cell apoptosis and the mechanisms involved were studied using differentiated PC12 cells as a model. Treatment with 50 μM BA for 24 h apparently induced PC12 cell apoptosis. In the early stage of apoptosis, the level of intracellular reactive oxygen species (ROS) increased. Afterwards, the loss of the mitochondrial membrane potential, the release of cytochrome c and the activation of caspase-3 occurred. Treatment with antioxidants could significantly reduce BA-induced PC12 cell apoptosis. In conclusion, we report for the first time that BA induced the mitochondrial apoptotic pathway in differentiated PC12 cells through ROS.

Title

Betulinic Acid Induces Apoptosis in Differentiated PC12 Cells Via ROS-Mediated Mitochondrial Pathway

Author

Xi Wang 1 , Xiaocheng Lu 2 , Ronglan Zhu 3 , Kaixin Zhang 1 4 , Shuai Li 1 , Zhongjun Chen 1 5 , Lixin Li 6

Publish date

2017 Apr

PMID

29377164

Abstract

Betulinic acid (BA), a naturally occurring plant-derived pentacyclic triterpenoid, has gained attention in recent years owing to its broad-spectrum biological and medicinal properties. Despite the pharmacological activity of BA, it has been associated with some drawbacks, such as poor aqueous solubility and short half-life in vivo, which limit therapeutic application. To solve these problems, much work in recent years has focused on enhancing BA’s aqueous solubility, half-life, and efficacy by using nanoscale drug delivery systems. Several different kinds of nanoscale delivery systems-including polymeric nanoparticles, magnetic nanoparticles, liposomes, polymeric conjugates, nanoemulsions, cyclodextrin complexes, and carbon nanotubes-have been developed for the delivery of BA. Here, we focus on the recent developments of novel nanoformulations used to deliver BA in order to improve its efficacy.

KEYWORDS

betulinic acid; cancer; drug delivery; liposomes; nanoparticles.

Title

Therapeutic Applications of Betulinic Acid Nanoformulations

Author

Ankit Saneja 1 2 3 , Divya Arora 2 3 , Robin Kumar 1 , Ravindra Dhar Dubey 2 , Amulya K Panda 1 , Prem N Gupta 2 3

Publish date

2018 Jun


Description :

Betulinic acid is a natural pentacyclic triterpenoid, acts as a eukaryotic topoisomerase I inhibitor, with an IC50 of 5 μM, and possesses anti-HIV, anti-malarial, anti-inflammatory and anti-tumor properties.