白桦脂酸, GPBA 受体激动剂

抗癌剂。TGR5激动剂。
有货

库存信息

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库存信息

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货号 (SKU) 包装规格 是否现货 价格 数量
B101534-20mg
20mg 现货 Stock Image
B101534-100mg
100mg 现货 Stock Image

基本描述

英文别名 (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
规格或纯度 Moligand™, 分析标准品, ≥98%
英文名称 Betulinic acid
生化机理 白桦脂酸,五环三萜,通过P53-CD95独立机制直接激活线粒体凋亡途径,从而选择性地诱导肿瘤细胞凋亡。三萜具有各种生物活性。凋亡诱导剂,具有抗癌特性。还显示出抗HIV,抗疟疾和抗炎活性。TGR5激动剂(EC 50 = 1.04μM)。
应用 白桦脂酸(BETA)可用于研究其通过P53-CD95独立机制激活线粒体凋亡途径的功能和活性。白桦脂酸还是用来研究其潜在在内皮依赖性舒张方面的心血管作用机制。
储存温度 2-8°C储存
运输条件 冰袋运输
作用类型 激动剂
作用机制 GPBA 受体激动剂
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产品介绍

白桦脂酸(BETA)可用于研究其通过P53-CD95独立机制激活线粒体凋亡途径的功能和活性。白桦脂酸还是用来研究其潜在在内皮依赖性舒张方面的心血管作用机制。

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.

AI解读

关联靶点(人)

ALB Tchem 血清白蛋白(Serum albumin) (1 活性数据)
活性类型 活性值-log(M) 作用机制 期刊 参考文献(PubMed IDs)
GPBAR1 Tchem G蛋白偶联胆汁酸受体1(G-protein coupled bile acid receptor 1) (1 活性数据)
活性类型 活性值-log(M) 作用机制 期刊 参考文献(PubMed IDs)
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TOP2A Tclin DNA topoisomerase II alpha (6317 活性数据)
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ACHE Tclin Acetylcholinesterase (18204 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PPARG Tclin Peroxisome proliferator-activated receptor gamma (15191 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PTH1R Tclin Parathyroid hormone receptor (47172 活性数据)
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AKR1B1 Tclin Aldose reductase (1404 活性数据)
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GSK3B Tclin Glycogen synthase kinase-3 beta (11785 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
POLB Tchem DNA polymerase beta (23632 活性数据)
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CETP Tchem Cholesteryl ester transfer protein (2422 活性数据)
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ALB Tchem Serum albumin (2651 活性数据)
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AMY2A Tclin Pancreatic alpha-amylase (74 活性数据)
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PRKCE Tchem Protein kinase C epsilon (1520 活性数据)
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NR1H4 Tclin Bile acid receptor FXR (6228 活性数据)
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NR1H3 Tchem LXR-alpha (2891 活性数据)
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NFKB1 Tclin Nuclear factor NF-kappa-B p105 subunit (1459 活性数据)
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GLP1R Tclin Glucagon-like peptide 1 receptor (111429 活性数据)
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SI Tchem Sucrase-isomaltase (84 活性数据)
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NQO1 Tchem Quinone reductase 1 (1746 活性数据)
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ACHN (49357 活性数据)
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BGC-823 (3035 活性数据)
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BXPC-3 (2997 活性数据)
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Caco-2 (12174 活性数据)
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CAKI-1 (44928 活性数据)
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CCRF-CEM (65223 活性数据)
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CEM-DNR (114 活性数据)
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CEM-SS (2428 活性数据)
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CEM-VCR (4 活性数据)
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Daoy (570 活性数据)
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DLD-1 (17511 活性数据)
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DU-145 (51482 活性数据)
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ECV-304 (406 活性数据)
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HCT-8 (3484 活性数据)
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HL-60 (67320 活性数据)
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HT-29 (80576 活性数据)
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K562 (73714 活性数据)
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KM12 (47707 活性数据)
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M14 (47487 活性数据)
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MCF7 (126967 活性数据)
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MDA-MB-238 (12 活性数据)
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MOLT-4 (49676 活性数据)
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MRC5 (9203 活性数据)
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OVCAR-3 (48710 活性数据)
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OVCAR-4 (44535 活性数据)
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关联靶点(其它种属)

pol Human immunodeficiency virus type 1 protease (9113 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
pol Human immunodeficiency virus type 1 reverse transcriptase (18245 活性数据)
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Coagulation factor III (5 活性数据)
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DPP4 Dipeptidyl peptidase IV (11 活性数据)
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Prkcb Protein kinase C beta (2 活性数据)
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Hdac6 Histone deacetylase 6 (222 活性数据)
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Ptpn1 Protein-tyrosine phosphatase 1B (270 活性数据)
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Cryz Quinone oxidoreductase (288 活性数据)
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Pseudomonas aeruginosa (123386 活性数据)
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Klebsiella pneumoniae (43867 活性数据)
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Staphylococcus aureus (210822 活性数据)
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Acinetobacter baumannii (41033 活性数据)
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Escherichia coli (133304 活性数据)
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Bacillus subtilis (32866 活性数据)
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Listeria monocytogenes (2626 活性数据)
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Mycobacterium tuberculosis (203094 活性数据)
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Trypanosoma brucei brucei (13300 活性数据)
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Plasmodium falciparum (966862 活性数据)
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Cryptococcus neoformans (21258 活性数据)
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Candida albicans (78123 活性数据)
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Leishmania donovani (89745 活性数据)
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Human alphaherpesvirus 2 (4932 活性数据)
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Human betaherpesvirus 5 (5122 活性数据)
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Caenorhabditis elegans (1055 活性数据)
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Haemonchus contortus (724 活性数据)
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Trichostrongylus colubriformis (210 活性数据)
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Artemia (698 活性数据)
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Human alphaherpesvirus 1 (11089 活性数据)
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Human immunodeficiency virus 1 (70413 活性数据)
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Rotavirus (147 活性数据)
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Semliki Forest virus (705 活性数据)
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Sindbis virus (1599 活性数据)
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Hepatitis C virus (23859 活性数据)
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Influenza A virus (11224 活性数据)
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Dengue virus (413 活性数据)
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B16 (5829 活性数据)
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CHO (4503 活性数据)
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LLC-PK1 (2135 活性数据)
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MDCK (10148 活性数据)
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P388 (20296 活性数据)
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P815 (244 活性数据)
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RAW (181 活性数据)
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RAW264.7 (28094 活性数据)
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Vero (26788 活性数据)
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C6 (2371 活性数据)
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BV-2 (3710 活性数据)
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Ehrlich (1318 活性数据)
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NIH3T3 (5395 活性数据)
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J774 (3120 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

作用机制

作用机制 Action Type target ID Target Name Target Type Target Organism Binding Site Name 参考文献

名称和识别符

EC号 207-448-8
分子类型 小分子
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
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
分子量 456.7

化学和物理性质

密度 1.065
比旋光度 7.8 ° (C=0.9, Pyridine)
熔点 295-298°C
分子量 456.700 g/mol
XLogP3 8.200
氢键供体数Hydrogen Bond Donor Count 2
氢键受体数Hydrogen Bond Acceptor Count 3
可旋转键计数Rotatable Bond Count 2
精确质量Exact Mass 456.36 Da
单同位素质量Monoisotopic Mass 456.36 Da
拓扑极表面积Topological Polar Surface Area 57.500 Ų
重原子数Heavy Atom Count 33
形式电荷Formal Charge 0
复杂度Complexity 861.000
同位素原子数Isotope Atom Count 0
定义的原子立体中心计数Defined Atom Stereocenter Count 10
未定义的原子立体中心计数Undefined Atom Stereocenter Count 0
定义的键立体中心计数Defined Bond Stereocenter Count 0
未定义的键立体中心计数Undefined Bond Stereocenter Count 0
所有立体化学键的总数The total count of all stereochemical bonds 0
共价键合单元计数Covalently-Bonded Unit Count 1

安全和危险性(GHS)

WGK Germany 3
Merck Index 1190
个人防护装备 Eyeshields,Gloves,type N95 (US),type P1 (EN143) respirator filter

技术规格说明书

Purity(Neutralization titration) (after drying) 97.5-102.5(%)
Specific Rotation [a]20/D(c=0.9 in Pyridine) 6-10(°)
Water by Karl Fischer 0-2(%)
Purity(HPLC) 98-100(%)
Appearance(B101534) White to Off-White Powder
Infrared spectrum Conforms to Structure
Solubility,1mg/ml in EtOH Clear and colorless

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找到4个结果

批号(Lot Number) 证书类型 日期 货号
E2411126 分析证书 24-05-20 B101534
E2411127 分析证书 24-05-20 B101534
K2324381 分析证书 23-11-20 B101534
C1626004 分析证书 23-08-01 B101534

此产品的引用文献

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).  [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,  (9): (1654-1664).  [PMID:21688394] [10.1002/cmdc.201100149]

参考文献

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).  [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,  (9): (1654-1664).  [PMID:21688394] [10.1002/cmdc.201100149]

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