Betulinic acid Basic information |
Product Name: | Betulinic acid |
Synonyms: | Betulinic acid technical grade, 90%;3BETA-HYDROXY-20(29)-LUPENE-28-OIC ACID;3BETA-HYDROXY-20(29)-LUPAENE-28-OIC ACID;3B-HYDROXY-20(29)-LUPENE-28-OIC ACID;(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;Birch bark extract/β-Amyrin/betulinic acid;3-B-HYDROXY-LUPA-20(30)-ENE 28-OIC ACID;BETULINIC ACID |
CAS: | 472-15-1 |
MF: | C30H48O3 |
MW: | 456.71 |
EINECS: | 207-448-8 |
Product Categories: | Tri-Terpenoids;sy;Pentacyclic Triterpenes;chemical reagent;Inhibitors;Triterpenoids;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Antineoplastic;natural product |
Mol File: | 472-15-1.mol |
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Betulinic acid Chemical Properties |
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. | Store at +4°C |
form | neat |
pka | 4.61±0.70(Predicted) |
optical activity | [α]20/D +7.8°, c = 0.9 in pyridine |
Merck | 14,1190 |
InChIKey | QGJZLNKBHJESQX-FZFNOLFKSA-N |
CAS DataBase Reference | 472-15-1(CAS DataBase Reference) |
MSDS Information |
Provider | Language |
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SigmaAldrich | English |
Betulinic acid Usage And Synthesis |
Chemical Properties | colorless Needles |
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. |
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). |
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). |
Betulinic acid Preparation Products And Raw materials |
Raw materials | betulonic aldehyde |
Preparation Products | Betulin |