Betulinic Acid 桦木酸
CAS 472-15-1 MFCD00009619
化学结构图
SMILES: C=C(C)[C@@H]1CC[C@]2(C(=O)O)CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]12
化学属性
| Mol. Formula | C30 H48 O3 |
|---|---|
| Mol. Weight | 456.7 |
| Melting Point | 295-298 |
| Density | 1.065 |
| Refractive index | 7.8 ° (C=0.9, Pyridine) |
| Appearance | Solid powder |
| Solubility | Soluble in DMSO, not in water |
别名和识别编码
| Chemical Name | Betulinic Acid |
|---|---|
| CAS Number | 472-15-1 |
| Synonym | (3?)-3-HydroxyLup-20(29)-en-28-oic Acid 01653 l 3-B-HYDROXY-LUPA-20(30)-ENE 28-OIC ACID 3-epi-betulinic acid 3?-Hydroxylup-20(29)-en-28-oic Acid 3B-HYDROXY-20(29)-LUPENE-28-OIC ACID 3BETA-HYDROXY-20(29)-LUPAENE-28-OIC ACID 3BETA-HYDROXY-20(29)-LUPENE-28-OIC ACID 3β-Hydroxy-20(29)-lupaene-28-oic Acid 3β-hydroxy-20(29)-lupaene-28-oic acid 545-47-1 ?-Betulinic Acid ALS357; ALS 357; ALS-357; Mairin. BETULICACID: LUP-20(29)-EN-28-OICACID, 3-HYDROXY-, (3B)-, BETULINIC ACID BETULINIC ACID WITH HPLC BETULINIC ACID hplc BETULINIC ACID, TECH., 90% Betulinic Acid {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { |
| MDL Number | MFCD00009619 |
| EC Number | 207-448-8 |
| Reaxys-RN | 2824245 |
| PubChem Substance ID | 64971 |
| Merck Number | 1190 |
| Beilstein Registry Number | 2824245 |
| Chemical Name Translation | 桦木酸 |
| LabNetwork Molecule ID | LN00188803 |
| 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 |
| Formula | C30H48O3 |
| 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)icosahydro-1H-cyclopenta[a]chrysene-3a-carboxylic acid |
| InChIKey | QGJZLNKBHJESQX-FZFNOLFKSA-N |
| Canonical SMILES | O=C([C@]1(CC[C@H]2C(C)=C)[C@@]2([H])[C@@]3([H])CC[C@]4([H])[C@@]5(C)CC[C@H](O)C(C)(C)[C@]5([H])CC[C@@]4(C)[C@]3(C)CC1)O |
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信息真实价格透明
资金保障
专业采购外包团队在线服务
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现货库存
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分类
- {SNA} Biochemicals and R
- {SNA} Anti-proliferative Agents, Asymmetric Synthesis, Chemical Synthesis, Chiral Building Blocks, Complex Molecules, 化学预防剂, 癌症研究,
- {SNA} Biochemicals and Reagents, Cell Biology, Isoprenoids,
- {SNA} Anti-proliferative Agents, Asymmetric Synthesis, Chemical Synthesis, Chemopreventive Agents, Chiral Building Blocks, Complex Molecules, 癌症研究, 细胞生物学
- {SNA} Isoprenoids, Phytochemicals by Chemical Classification, Prenols, Saponins, 生化试剂, 细胞生物学, 脂类, 营养研究
- {SNA} Anti-proliferative Ag
产品应用
- Betulinic acid is a pentacyclic lupane-type triterpene derivative of betulin (isolated from the bark of Betula alba, the common white birch) with antiinflammatory, anti-HIV and antineoplastic activities. Betulinic acid induces apoptosis through induction of changes in mitochondrial membrane potential, production of reactive oxygen species, and opening of mitochondrial permeability transition pores, resulting in the release of mitochondrial apogenic factors, activation of caspases, and DNA fragmentation. Although originally thought to exhibit specific cytotoxicity against melanoma cells, this agent has been found to be cytotoxic against non-melanoma tumor cell types including neuroectodermal.and brain tumor cells.
相关文献及参考
- [2]. Gao Y, et al. Betulinic acid induces apoptosis and ultrastructural changes in MDA-MB-231 breast cancer cells. Ultrastruct Pathol. 2018 Jan-Feb;42(1):49-54.
- [3]. Kalra J, et al. Betulinic acid alleviates dextran sulfate sodium-induced colitis and visceral pain in mice. Naunyn Schmiedebergs Arch Pharmacol. 2017 Dec 26.
- [4]. Hashimoto F, et al. Anti-AIDS agents--XXVII. Synthesis and anti-HIV activity of betulinic acid and dihydrobetulinic acid derivatives. Bioorg Med Chem. 1997 Dec;5(12):2133-43.
- [5]. Kasperczyk H, et al. Betulinic acid as new activator of NF-kappaB: molecular mechanisms and implications for cancer therapy. Oncogene. 2005 Oct 20;24(46):6945-56.
- Merck: 14,1190
- Merck: 14,1190 Beilstein: 10,III,1059
- Pisha, E. et al.: Nat. Med., 1, 1046 (1995); Fulda, S. et al.: Cancer Res., 57, 4956 (1997); Kashiwada, Y. et al.: J. Med. Chem., 39, 1016 (1996); Genet, C. et al.: J. Med. Chem., 53, 178 (2010);
- [1]. Chowd
安全信息
GHS Symbol
- R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
其他信息
- Sigma Aldrich:472-15-1(sigmaaldrich)
- 白桦脂酸价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2014/06/02 B2836 白桦脂酸 Betulinic Acid 100MG 895元
- 图谱信息:白桦脂酸(472-15-1)红外图谱(IR1)
- MOL 文件:472-15-1.mol
- TCI Shanghai:白桦脂酸 Betulinic Acid,>;97.0%(GC)(T)(472-15-1)
