Caulophyllogenin
(Synonyms: 儿茶酚) 目录号 : GC60675
Caulophyllogenin是一种从M.polimorpha中提取的三萜皂苷。Caulophyllogenin是PPARγ的部分激动剂，EC50值为12.6μM。Caulophyllogenin可用于研究2型糖尿病，肥胖症，代谢综合征和炎症。
Cas No.:52936-64-8
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Caulophyllogenin is a triterpene saponin extracted from M. polimorpha. Caulophyllogenin is a partial PPARγ agonist, with an EC50 of 12.6 μM. Caulophyllogenin can be used for the research of type-2 diabetes, obesity, metabolic syndrome and inflammation[1][2].
[1]. Montanari R, et, al. Screening of saponins and sapogenins from Medicago species as potential PPARγ agonists and X-ray structure of the complex PPARγ/caulophyllogenin. Sci Rep. 2016 Jun 10; 6:27658. [2]. Zhang Y, et, al. Studies on cytotoxic triterpene saponins from the leaves of Aralia elata. Food Chem. 2013 May 1;138(1):208-13.
| Cas No. | 52936-64-8 | SDF | |
| 别名 | 儿茶酚 | ||
| Canonical SMILES | C[C@@]1(CO)[C@@H](O)CC[C@]2(C)[C@@]3([H])CC=C4[C@]5([H])CC(C)(C)CC[C@@](C(O)=O)5[C@H](O)C[C@](C)4[C@@](C)3CC[C@@]12[H] | ||
| 分子式 | C30H48O5 | 分子量 | 488.7 |
| 溶解度 | 储存条件 | Store at -20°C | |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 2.0462 mL | 10.2312 mL | 20.4625 mL |
| 5 mM | 0.4092 mL | 2.0462 mL | 4.0925 mL |
| 10 mM | 0.2046 mL | 1.0231 mL | 2.0462 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Screening of saponins and sapogenins from Medicago species as potential PPARγ agonists and X-ray structure of the complex PPARγ/Caulophyllogenin
Sci Rep 2016 Jun 10;6:27658.PMID:27283034DOI:10.1038/srep27658.
A series of saponins and sapogenins from Medicago species were tested for their ability to bind and activate the nuclear receptor PPARγ by SPR experiments and transactivation assay, respectively. The SPR analysis proved to be a very powerful and fast technique for screening a large number of compounds for their affinity to PPARγ and selecting the better candidates for further studies. Based on the obtained results, the sapogenin Caulophyllogenin was proved to be a partial agonist towards PPARγ and the X-ray structure of its complex with PPARγ was also solved, in order to investigate the binding mode in the ligand binding domain of the nuclear receptor. This is the first known crystal structure of a sapogenin directly interacting with PPARγ. Another compound of the series, the echinocistic acid, showed antagonist activity towards PPARγ, a property that could be useful to inhibit the adipocyte differentiation which is a typical adverse effect of PPARγ agonists. This study confirms the interest on saponins and sapogenins as a valuable natural resource exploitable in the medical and food industry for ameliorating the metabolic syndrome.
Studies on cytotoxic triterpene saponins from the leaves of Aralia elata
Food Chem 2013 May 1;138(1):208-13.PMID:23265478DOI:10.1016/j.foodchem.2012.10.041.
Aralia elata has long been used as a tonic, anticancer and antidiabetic agent in China and Japan, and is widely consumed as food. Phytochemical investigation of the leaves of A. elata has led to the isolation of four new compounds, 3-O-[β-D-glucopyranosyl(1 → 3)-β-D-glucopyranosyl] echinocystic acid 28-O-β-D-glucopyranosyl ester (congmuyenoside I, 1), 3-O-[β-D-glucopyranosyl(1 → 2)-β-D-glucopyranosyl] hederagenin 28-O-β-D-glucopyranosyl ester (congmuyenoside II, 2), 3-O-{[β-D-glucopyranosyl(1 → 2)]-[β-D-glucopyranosyl(1 → 3)-β-D-glucopyranosyl(1 → 3)]-β-D-glucopyranosyl} echinocystic acid 28-O-β-D-glucopyranosyl ester (congmuyenoside III, 3) and 3-O-β-D-glucopyranosyl Caulophyllogenin 28-O-β-D-glucopyranosyl ester (congmuyenoside IV, 4), and eight known triterpene saponins (5-12). The structural determination was accomplished with spectroscopic analysis, in particularly (13)C NMR, 2D NMR and HR-ESI-MS techniques. In addition, compounds 5–10 were found for the first time in the genus Aralia. Compounds 1-12 were tested for their inhibition of the growth of HL60, A549 and DU145 cancer cells. In addition, compound 8 showed significant cytotoxic activities against HL60, A549 and DU145 cancer cells with IC(50) values of 15.62, 11.25 and 7.59 μM, respectively.
Triterpene saponins from Silene gallica collected in North-Eastern Algeria
Phytochemistry 2020 Apr;172:112274.PMID:31981958DOI:10.1016/j.phytochem.2020.112274.
Eleven previously undescribed triterpene saponins, named silenegallisaponin A-K (1-11), were isolated from the aerial parts of Silene gallica L. Their structures were elucidated by analysis of 1D and 2D-NMR spectroscopic data and mass spectrometry (HR-ESI-MS). The saponins comprised Caulophyllogenin, echinocystic acid, or quillaic acid substituted at C-3 by a β-d-glucuronic acid or β-d-galactopyranosyl-(1 → 3)-β-d-glucuronopyranoside and at C-28 by a β-d-fucopyranose substituted at C-2 by a β-d-glucose and at C-3 by a β-d-glucose or a β-d-quinovose.
The Identification of New Triterpenoids in Eucalyptus globulus Wood
Molecules 2021 Jun 8;26(12):3495.PMID:34201300DOI:10.3390/molecules26123495.
Eight polyhydroxy triterpenoid acids, hederagenin, (4α)-23-hydroxybetulinic acid, maslinic acid, corosolic acid, arjunolic acid, asiatic acid, Caulophyllogenin, and madecassic acid, with 2, 3, and 4 hydroxyl substituents, were identified and quantified in the dichloromethane extract of Eucalyptus globulus wood by comparing their GC-retention time and mass spectra with standards. Two other triterpenoid acids were tentatively identified by analyzing their mass spectra, as (2α)-2-hydroxybetulinic acid and (2α,4α)-2,23-dihydroxybetulinic acid, with 2 and 3 hydroxyl substituents. Two MS detectors were used, a quadrupole ion trap (QIT) and a quadrupole mass filter (QMF). The EI fragmentation pattern of the trimethylsilylated polyhydroxy structures of these triterpenoid acids is characterized by the sequential loss of the trimethylsilylated hydroxyl groups, most of them by the retro-Diels-Alder (rDA) opening of the C ring with a π-bond at C12-C13. The rDA C-ring opening produces ions at m/z 320 (or 318) and m/z 278 (or 277, 276, 366). Sequential losses of the hydroxyl groups produce ions with m/z from [M - 90] to [M - 90*y], where y is the number of hydroxyl substituents present (from 2 to 4). Moreover, specific cleavage in ring E was observed, passing from m/z 203 to m/z 133 and conducting other major fragments such as m/z 189.
Characterization of the triterpene saponins of the roots and rhizomes of blue cohosh (Caulophyllum thalictroides)
J Agric Food Chem 2001 Dec;49(12):5969-74.PMID:11743794DOI:10.1021/jf010814e.
Seven triterpene saponins were isolated from n-butanol fractions of blue cohosh (Caulophyllum thalictroides) roots and rhizomes. Their structures were established by spectral ((1)H NMR, (13)C NMR, 2D-NMR, and APCI-MS) techniques and chemical reactions as hederagenin 3-O-alpha-L-arabinopyranoside (1); Caulophyllogenin 3-O-alpha-L-arabinopyranoside (2); hederagenin 3-O-beta-D-glucopyranosyl-(1-->2)-alpha-L-arabinopyranoside (3); 3-O-alpha-L-arabinopyranosyl-hederagenin 28-O-alpha-L-rhamnopyranosyl-(1-->4)-beta-D-glucopyranosyl(1-->6)-beta-D-glucopyranoside (4); 3-O-alpha-L-arabinopyranosyl- Caulophyllogenin 28-O-alpha-L-rhamnopyranosyl-(1-->4)-beta-D-glucopyranosyl(1-->6)-beta-D-glucopyranoside (5); 3-O-beta-D-glucopyranosyl-(1-->2)-alpha-L-arabinopyranosyl- echinocystic acid 28-O-alpha-L-rhamnopyranosyl-(1-->4)-beta-D-glucopyranosyl(1-->6)-beta-D-glucopyranoside (6); 3-O-beta-D-glucopyranosyl-(1-->2)-alpha-L-arabinopyranosyl-hederagenin 28-O-alpha-L-rhamnopyranosyl-(1-->4)-beta-D-glucopyranosyl(1-->6)-beta-D-glucopyranoside (7). All seven compounds were identified in this species for the first time.