Determine the necessary mass, volume, or concentration for preparing a solution.
Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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SKU | Size | Availability | Price | Qty |
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B101534-20mg | 20mg | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $135.90 | |
B101534-100mg | 100mg | Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding. | $399.90 |
Anticancer agent. TGR5 agonist.
Synonyms | (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-carboxylicacid | Prestwick3_000417 | Prestwick0_000417 | BETULINIC ACID [INCI |
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Specifications & Purity | Moligand™, analytical standard, ≥98% |
Biochemical and Physiological Mechanisms | 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.Triterpenoid with various biological activities. Apoptosis i |
Storage Temp | Store at 2-8°C |
Shipped In | Wet ice |
Grade | analytical standard, Moligand™ |
Action Type | AGONIST |
Mechanism of action | Agonist of GPBA receptor |
Note | Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details. |
Product Description | Betulinic acid (BetA) may be used to study its function and activity as an activator of mitochondrial pathway apoptosis involving p53- and CD95-independent mechanisms. Betulinic acid is used to study its potential cardiovascular role in the modulation of endothelium-dependent relaxation. |
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Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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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 |
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INCHI | InChI=1S/C30H48O3/c1-18(2)19-10-15-30(25(32)33)17-16-28(6)20(24(19)30)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h19-24,31H,1,8-17H2,2-7H3,(H,32,33)/t19-,20+,21-,22+,23-,24+,27-,28+,29+,30-/m0/s1 |
InChi Key | QGJZLNKBHJESQX-FZFNOLFKSA-N |
Canonical SMILES | CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)O)C)C(=O)O |
Isomeric SMILES | CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)O)C)C(=O)O |
WGK Germany | 3 |
PubChem CID | 64971 |
Molecular Weight | 456.7 |
Wikipedia | Betulinic_acid |
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CAS Registry No. | 472-15-1 |
ChEBI | CHEBI:3087 |
PubChem CID | 64971 |
ChEMBL Ligand | CHEMBL269277 |
GPCRdb Ligand | betulinic acid |
Enter Lot Number to search for COA:
Find and download the COA for your product by matching the lot number on the packaging.
Lot Number | Certificate Type | Date | Item |
---|---|---|---|
E2411126 | Certificate of Analysis | May 20, 2024 | B101534 |
E2411127 | Certificate of Analysis | May 20, 2024 | B101534 |
K2324381 | Certificate of Analysis | Nov 20, 2023 | B101534 |
C1626004 | Certificate of Analysis | Aug 01, 2023 | B101534 |
Specific Rotation[α] | 7.8 ° (C=0.9, Pyridine) |
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Melt Point(°C) | 295-298°C |
WGK Germany | 3 |
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Merck Index | 1190 |
1. Shuai-Nan Zhang, Qi Liu, Xu-Zhao Li, Wu-De Yang, Ying Zhou. (2024) Sophora tonkinensis and active compounds inhibit mitochondrial impairments, inflammation, and LDLR deficiency in myocardial ischemia mice through regulating the vesicle-mediated transport pathway. FITOTERAPIA, 172 (105756). [PMID:38007052] [10.1016/j.fitote.2023.105756] |
2. Xuan Chen, Shuting Lu, Fengrong Gong, Xiaoyu Sui, Tingting Liu, Ting Wang. (2022) Research on the synthesis of nanoparticles of betulinic acid and their targeting antitumor activity. JOURNAL OF BIOMEDICAL MATERIALS RESEARCH PART B-APPLIED BIOMATERIALS, 110 (8): (1789-1795). [PMID:35179806] [10.1002/jbm.b.35036] |
3. Shuai-nan Zhang, Ya-feng He, Xu-zhao Li, Wu-de Yang, Ying Zhou. (2021) Biolabel-led research pattern positions the effects and mechanisms of Sophorae Tonkinensis radix et rhizome on lung diseases: A novel strategy for computer-aided herbal medicine research based on omics and bioinformatics. COMPUTERS IN BIOLOGY AND MEDICINE, 136 (104769). [PMID:34426169] [10.1016/j.compbiomed.2021.104769] |
4. Dongli Li, Zhiyun Du, Chenyue Li, Yue Liu, Susan Goodin, Huarong Huang, Yan He, Yuan Zhang, Huaqian Wang, Xi Zheng, Kun Zhang. (2015) Potent inhibitory effect of terpenoids from Acanthopanax trifoliatus on growth of PC-3 prostate cancer cells in vitro and in vivo is associated with suppression of NF-κB and STAT3 signalling. Journal of Functional Foods, 15 (274). [PMID:] [10.1016/j.jff.2015.03.035] |
5. Qisi Lin, Ling Zhang, Dongzhi Yang, Zhao Chunjie. (2014) Contribution of Phenolics and Essential Oils to the Antioxidant and Antimicrobial Properties of Disporopsis pernyi (Hua) Diels. JOURNAL OF MEDICINAL FOOD, 17 (6): (714-722). [PMID:24797793] [10.1089/jmf.2013.2905] |
6. Yan Liu, Zhuofeng Ke, Kwok Yiu Wu, Shuwen Liu, Wen-Hua Chen, Shibo Jiang, Zhi-Hong Jiang. (2011) An Amphiphilic Conjugate Approach toward the Design and Synthesis of Betulinic Acid–Polyphenol Conjugates as Inhibitors of the HIV-1 gp41 Fusion Core Formation. ChemMedChem, 6 (9): (1654-1664). [PMID:21688394] [10.1002/cmdc.201100149] |
1. Stone SL et al.. (2019) T-bet Transcription Factor Promotes Antibody-Secreting Cell Differentiation by Limiting the Inflammatory Effects of IFN-? on B Cells.. Immunity, 50 (5): (1172-1187.e7). [PMID:31076359] |
2. Shuai-Nan Zhang, Qi Liu, Xu-Zhao Li, Wu-De Yang, Ying Zhou. (2024) Sophora tonkinensis and active compounds inhibit mitochondrial impairments, inflammation, and LDLR deficiency in myocardial ischemia mice through regulating the vesicle-mediated transport pathway. FITOTERAPIA, 172 (105756). [PMID:38007052] [10.1016/j.fitote.2023.105756] |
3. Xuan Chen, Shuting Lu, Fengrong Gong, Xiaoyu Sui, Tingting Liu, Ting Wang. (2022) Research on the synthesis of nanoparticles of betulinic acid and their targeting antitumor activity. JOURNAL OF BIOMEDICAL MATERIALS RESEARCH PART B-APPLIED BIOMATERIALS, 110 (8): (1789-1795). [PMID:35179806] [10.1002/jbm.b.35036] |
4. Shuai-nan Zhang, Ya-feng He, Xu-zhao Li, Wu-de Yang, Ying Zhou. (2021) Biolabel-led research pattern positions the effects and mechanisms of Sophorae Tonkinensis radix et rhizome on lung diseases: A novel strategy for computer-aided herbal medicine research based on omics and bioinformatics. COMPUTERS IN BIOLOGY AND MEDICINE, 136 (104769). [PMID:34426169] [10.1016/j.compbiomed.2021.104769] |
5. Dongli Li, Zhiyun Du, Chenyue Li, Yue Liu, Susan Goodin, Huarong Huang, Yan He, Yuan Zhang, Huaqian Wang, Xi Zheng, Kun Zhang. (2015) Potent inhibitory effect of terpenoids from Acanthopanax trifoliatus on growth of PC-3 prostate cancer cells in vitro and in vivo is associated with suppression of NF-κB and STAT3 signalling. Journal of Functional Foods, 15 (274). [PMID:] [10.1016/j.jff.2015.03.035] |
6. Qisi Lin, Ling Zhang, Dongzhi Yang, Zhao Chunjie. (2014) Contribution of Phenolics and Essential Oils to the Antioxidant and Antimicrobial Properties of Disporopsis pernyi (Hua) Diels. JOURNAL OF MEDICINAL FOOD, 17 (6): (714-722). [PMID:24797793] [10.1089/jmf.2013.2905] |
7. Yan Liu, Zhuofeng Ke, Kwok Yiu Wu, Shuwen Liu, Wen-Hua Chen, Shibo Jiang, Zhi-Hong Jiang. (2011) An Amphiphilic Conjugate Approach toward the Design and Synthesis of Betulinic Acid–Polyphenol Conjugates as Inhibitors of the HIV-1 gp41 Fusion Core Formation. ChemMedChem, 6 (9): (1654-1664). [PMID:21688394] [10.1002/cmdc.201100149] |