Betulinic acid
- Product Name
- Betulinic acid
- CAS No.
- 472-15-1
- Chemical Name
- Betulinic acid
- Synonyms
- MAIRIN;BETULIC ACID;Betulinic;ALS-357;Betulinic acid technical grade, 90%;(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-5a,5b,8,8,11a-pentaMethyl-1-(prop-1-en-2-yl)icosahydro-1H-cyclopenta[a]chrysene-3a-carboxylic acid;Platanol;Ccris 6748;Nsc 113090;Nsc 677578
- CBNumber
- CB4667160
- Molecular Formula
- C30H48O3
- Formula Weight
- 456.71
- MOL File
- 472-15-1.mol
Betulinic acid Property
- Melting point:
- 295-298 °C (dec.) (lit.)
- alpha
- D25 +7.5° (c = 0.37 in pyridine)
- Boiling point:
- 550.0±33.0 °C(Predicted)
- Density
- 1.065±0.06 g/cm3(Predicted)
- refractive index
- 7.8 ° (C=0.9, Pyridine)
- storage temp.
- 2-8°C
- solubility
- Soluble in DMSO (up to 25 mg/ml) or in Ethanol (up to 25 mg/ml).
- form
- Solid
- pka
- 4.61±0.70(Predicted)
- color
- White or off-white
- optical activity
- [α]20/D +7.8°, c = 0.9 in pyridine
- Merck
- 14,1190
- Stability:
- Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 2 months.
- InChIKey
- QGJZLNKBHJESQX-FZFNOLFKSA-N
- LogP
- 7.653 (est)
- CAS DataBase Reference
- 472-15-1(CAS DataBase Reference)
N-Bromosuccinimide Price
- Product number
- 855057
- Product name
- Betulinic acid
- Purity
- technical grade, 90%
- Packaging
- 100mg
- Price
- $129
- Updated
- 2024/03/01
- Product number
- 855057
- Product name
- Betulinic acid
- Purity
- technical grade, 90%
- Packaging
- 500mg
- Price
- $435
- Updated
- 2024/03/01
- Product number
- B2836
- Product name
- Betulinic Acid
- Purity
- >97.0%(GC)(T)
- Packaging
- 1g
- Price
- $640
- Updated
- 2024/03/01
- Product number
- B2836
- Product name
- Betulinic Acid
- Purity
- >97.0%(GC)(T)
- Packaging
- 100mg
- Price
- $139
- Updated
- 2024/03/01
- Product number
- 11686
- Product name
- Betulinic Acid
- Purity
- ≥97%
- Packaging
- 50mg
- Price
- $36
- Updated
- 2024/03/01
Betulinic acid Chemical Properties,Usage,Production
Description
Betulinic acid (472-15-1) is a natural Lupane triterpenoid from white birch tree (Betula pubescens). Induces apoptosis in a variety of cell lines.1 Induces mitochondrial permeability transition pore opening.2 ?Acts as a chemosensitizer for anticancer drug treatment in chemoresistant colon cancer cell lines.3 Cell permeable.
Chemical Properties
colorless Needles
Uses
antineoplastic
Uses
Betulinic acid (BetA) has been used:
- to test its effects as an antiviral agent against Dengue virus (DENV)
- as a sterol regulatory element-binding protein (SREBP) inhibitor to repress the lipid metabolism and proliferation of clear cell renal cell carcinoma (ccRCC) cells
- as a treatment to test its anti-tumor properties for cell viability and apoptotic cell death assays in multiple myeloma models
Uses
Betulinic Acid is a natural pentacyclic triterpenoid. Betulinic Acid displays anti-inflammatory and anti-HIV activity. Betulinic Acid selectively induces apoptosis in tumor cells by directly activati ng the mitochondrial pathway of apoptosis through a p53- and CD95-independent mechanism. Betulinic Acid also exhibits TGR5 agonist activity
Definition
ChEBI: A pentacyclic triterpenoid that is lupane having a double bond at position 20(29) as well as 3beta-hydroxy and 28-carboxy substituents. It is found in the bark and other plant parts of several species of plants including Syzygium cla iflorum. It exhibits anti-HIV, antimalarial, antineoplastic and anti-inflammatory properties.
General Description
Betulinic acid is a lupane-type triterpene, which can be prepared from betulin via oxidation using chromium oxide (VI). Along with anti-HIV-1 and anti-tumor activity, it also shows other bioactivities such as anti-inflammatory, antibacterial, in vitro antimalarial, anthelmintic and antioxidant activities.
Biological Activity
Natural triterpenoid that displays anti-HIV and antitumor activity. Induces the production of reactive oxygen species (ROS) and activates NF- κ B. Exhibits TRG5 agonist activity (EC 50 = 1.04 μ M).
Biochem/physiol Actions
Betulinic acid, a pentacyclic triterpene, selectively induces apoptosis in tumor cells by directly activating the mitochondrial pathway of apoptosis through a p53- and CD95-independent mechanism.
Anticancer Research
This compound is a pentacyclic triterpene obtained from Betula and Zizyphus species,which shows selective cytotoxicity against human melanoma cells (Shoeb2006). It generates reactive oxygen species, activates MAPK cascade, inhibitstopoisomerase I, inhibits angiogenesis, modulates pro-growth transcriptionalactivators, modulates the activity of aminopeptidase-N, and thereby inducesapoptosis in cancer cells (Desai et al. 2008; Fulda 2008).
storage
+4°C
References
1) Ehrhardt et al. (2004) Betulinic acid-induced apoptosis in leukemia cells; Leukemia, 18 1406 2) Mullauer et al. (2009) Betulinic acid induces cytochrome c release and apoptosis in Bax/Bak-independent, permeability transition pore dependent fashion.; Apoptosis, 14 191 3) Jung et al. (2007) Effect of betulinic acid on anticancer drug-resistant colon cancer cells; Basic Clin. Pharmacol. Toxicol., 101 277
Betulinic acid Preparation Products And Raw materials
Raw materials
Preparation Products
Betulinic acid Suppliers
- Tel
- --
- Fax
- --
- r.eckert@rothsochiel.fr
- Country
- France
- ProdList
- 2361
- Advantage
- 58
- Tel
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- Fax
- --
- info@extrasynthese.com
- Country
- France
- ProdList
- 1333
- Advantage
- 64
View Lastest Price from Betulinic acid manufacturers
- Product
- Betulinic acid 472-15-1
- Price
- US $15.60/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 100kg
- Release date
- 2021-06-08
- Product
- Betulinic acid 472-15-1
- Price
- US $0.00-0.00/kg
- Min. Order
- 0.10000000149011612kg
- Purity
- ≥98%HPLC
- Supply Ability
- 20tons
- Release date
- 2024-01-03
- Product
- Betulinic acid 472-15-1
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 99% HPLC
- Supply Ability
- 20 tons
- Release date
- 2022-10-20