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
- Molecular Weight:
- 456.71
- MDL Number:
- MFCD00009619
- MOL File:
- 472-15-1.mol
- MSDS File:
- SDS
| Melting point | 295-298 °C (dec.) (lit.) |
|---|---|
| Boiling point | 550.0±33.0 °C(Predicted) |
| alpha | D25 +7.5° (c = 0.37 in pyridine) |
| 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) |
| FDA UNII | 4G6A18707N |
| NCI Drug Dictionary | betulinic acid |
Betulinic acid price More Price(73)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 855057 | Betulinic acid technical grade, 90% | 472-15-1 | 100mg | $129 | 2024-03-01 | Buy |
| Sigma-Aldrich | 855057 | Betulinic acid technical grade, 90% | 472-15-1 | 500mg | $435 | 2024-03-01 | Buy |
| TCI Chemical | B2836 | Betulinic Acid >97.0%(GC)(T) | 472-15-1 | 1g | $640 | 2024-03-01 | Buy |
| TCI Chemical | B2836 | Betulinic Acid >97.0%(GC)(T) | 472-15-1 | 100mg | $139 | 2024-03-01 | Buy |
| Cayman Chemical | 11686 | Betulinic Acid ≥97% | 472-15-1 | 50mg | $36 | 2024-03-01 | Buy |
Betulinic acid Chemical Properties,Uses,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
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
antineoplastic
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
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Shaanxi Dideu Medichem Co. Ltd | 18192627656 | 1012@dideu.com | China | 3002 | 58 |
| Hebei Mojin Biotechnology Co., Ltd | +86 13288715578 +8613288715578 | sales@hbmojin.com | China | 12840 | 58 |
| Hebei Kingfiner Technology Development Co.Ltd | +86-15532196582 +86-15373005021 | lisa@kingfinertech.com | China | 3010 | 58 |
| Capot Chemical Co.,Ltd. | +86-（0）57185586718 +86-13336195806 | sales@capot.com | China | 29791 | 60 |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21634 | 55 |
| Hangzhou FandaChem Co.,Ltd. | +8615858145714 | FandaChem@Gmail.com | China | 9214 | 55 |
| Shanghai Zheyan Biotech Co., Ltd. | 18017610038 | zheyansh@163.com | CHINA | 3619 | 58 |
| career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29882 | 58 |
| Chengdu GLP biotechnology Co Ltd | 028-87075086 13350802083 | scglp@glp-china.com | CHINA | 1824 | 58 |
| Chengdu Biopurify Phytochemicals Ltd. | +8618080483897 | sales@biopurify.com | China | 3772 | 58 |
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View Lastest Price from Betulinic acid manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2024-11-22 | Betulinic acid
472-15-1
|
US $0.00 / mg | 20mg | ≥98%HPLC | 100KG | Changsha Staherb Natural Ingredients Co., Ltd. | |
 |
2024-11-19 | Betulinic acid
472-15-1
|
US $33.00-174.00 / mg | ≥98% | 10g | TargetMol Chemicals Inc. | ||
 |
2024-11-19 | Betulinic acid (Mairin; Gratiolone; Platanol) | US $0.00-0.00 / mg | 10g | TargetMol Chemicals Inc. |
-
- Betulinic acid
472-15-1
- US $0.00 / mg
- ≥98%HPLC
- Changsha Staherb Natural Ingredients Co., Ltd.
-
- Betulinic acid
472-15-1
- US $33.00-174.00 / mg
- ≥98%
- TargetMol Chemicals Inc.
-
- Betulinic acid (Mairin; Gratiolone; Platanol)
- US $0.00-0.00 / mg
- TargetMol Chemicals Inc.