26575-95-1
26575-95-1
Chemical Structure
Alisol B 23-acetate
Synonym(s): 23-Acetylalismol B; 23-O-Acetylalisol B; Alisol B monoacetate
- CAS No.: 26575-95-1
- Formula:C32H50O5
- Molecular Weight:514.74
IUPAC Name: (1S,3R)-1-((R)-3,3-dimethyloxiran-2-yl)-3-((5R,8S,9S,10S,11S,14R)-11-hydroxy-4,4,8,10,14-pentamethyl-3-oxo-2,3,4,5,6,7,8,9,10,11,12,14,15,16-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)butyl acetate
InChIKey: NLOAQXKIIGTTRE-JSWHPQHOSA-N
SMILES: C[C@]([C@@]1(C2=C([C@H](C)C[C@@H]([C@]3([H])C(C)(C)O3)OC(C)=O)CC1)C)(CC[C@@]4([H])C5(C)C)[C@]([C@H](C2)O)([H])[C@]4(CCC5=O)C
Biological Activity: Alisol B 23-acetate is an orally active prototerpane-type triterpenoid. Alisol B 23-acetate can be isolated from Alisma orientalis. Alisol B 23-acetate induces Apoptosis, promotes ROS generation, downregulates CDK4/6, MMP-2/9, upregulates cleaved PARP, activates FXR and inhibits Syk. Alisol B 23-acetate has anti-inflammatory and hepatoprotective activities. Alisol B 23-acetate protects the kidney from ischemia-reperfusion injury. Alisol B 23-acetate has anticancer activity against ovarian cancer, colon cancer, lung cancer, and gastric cancer. Alisol B 23-acetate can be used in the study of atherosclerosis and allergic asthma[1][2][3][4][5][6][7][8][9][10][11][12][13][14].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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Alisol B 23-acetate | 99.65% | Alisol B 23-acetate is an orally active prototerpane-type triterpenoid. Alisol B 23-acetate can be isolated from Alisma orientalis. Alisol B 23-acetate induces Apoptosis, promotes ROS generation, downregulates CDK4/6, MMP-2/9, upregulates cleaved PARP, activates FXR and inhibits Syk. Alisol B 23-acetate has anti-inflammatory and hepatoprotective activities. Alisol B 23-acetate protects the kidney from ischemia-reperfusion injury. Alisol B 23-acetate has anticancer activity against ovarian cancer, colon cancer, lung cancer, and gastric cancer. Alisol B 23-acetate can be used in the study of atherosclerosis and allergic asthma. | ||||||||||||||||||||
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Alisol B 23-acetate (Standard) | ≥98% | Alisol B 23-acetate (Standard) is the analytical standard of Alisol B 23-acetate (HY-N0805). This product is intended for research and analytical applications. Alisol B 23-acetate is an orally active prototerpane-type triterpenoid. Alisol B 23-acetate can be isolated from Alisma orientalis. Alisol B 23-acetate induces Apoptosis, promotes ROS generation, downregulates CDK4/6, MMP-2/9, upregulates cleaved PARP, activates FXR and inhibits Syk. Alisol B 23-acetate has anti-inflammatory and hepatoprotective activities. Alisol B 23-acetate protects the kidney from ischemia-reperfusion injury. Alisol B 23-acetate has anticancer activity against ovarian cancer, colon cancer, lung cancer, and gastric cancer. Alisol B 23-acetate can be used in the study of atherosclerosis and allergic asthma. | ||||||||||||||||||||
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Alisol B acetate | Alisol B acetate is a Triterpenoids product that can be isolated from the tubers of Alisma plantago-aquatica Linn.. | |||||||||||||||||||||
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Alisol A 23-acetate | Alisol A 23-acetate is a natural product that can be isolated from Rhizoma Alismatis. | |||||||||||||||||||||
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Alisol B | 99.57% | Alisol B is a triterpene with diverse biological activities. Alisol B binds human soluble epoxide hydrolase (sEH) with a Ki of 5.97 μM and reduces sEH activity. Alisol B inhibits RANKL-induced JNK phosphorylation, NFATc1 and c-Fos expression, osteoclast formation, mature osteoclast pit-forming and actin ring activity, and SERCA pump activity. Alisol B induces calcium mobilization, CaMKK-AMPK-mTOR pathway activation, autophagic flux, autophagosome formation, G1 phase cell cycle arrest, endoplasmic reticulum stress, unfolded protein responses, and cancer cell apoptosis. Alisol B can be used for the research of hypercalcemia, osteoporosis, rheumatoid arthritis, periodontitis, acute kidney injury, and breast cancer. | ||||||||||||||||||||
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Alisol A 24-acetate (Standard) | ≥98% | Alisol A 24-acetate (Standard) is the analytical standard of Alisol A 24-acetate. This product is intended for research and analytical applications. | ||||||||||||||||||||
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Alisol A (Standard) | ≥98% | Alisol A (Standard) is the analytical standard of Alisol A (HY-N0853). This product is intended for research and analytical applications. Alisol A is an orally active tetracyclic triterpenoid compound of the prototerpane type. Alisol A can be extracted from the rhizome of Alisma orientale. Alisol A activates AMPK/ACC/SREBP-1c, SIRT1, PPARα, inhibits MMP-2/-9, decreases inflammatory cytokine expression (IL-1β, IL-6, IL-8). Alisol A has anti-tumor activity against breast cancer and colorectal cancer. Alisol A has anti-obesity and anti-atherosclerotic activities. Alisol A can be used in the research of hepatitis B, breast cancer, colorectal cancer, atherosclerosis, and obesity. | ||||||||||||||||||||
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Alisol C 23-acetate (Standard) | ≥98% | Alisol C 23-acetate (Standard) is the analytical standard of Alisol C 23-acetate. This product is intended for research and analytical applications. Alisol C 23-acetate is a natural product extracted from Alisma orientale, which can significantly reduce delayed-type hypersensitivity reactions. | ||||||||||||||||||||
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16β-Hydroperoxyalisol B 23-acetate | 16β-Hydroperoxyalisol B 23-acetate is a natural product that can be isolated from Alisma orientale. | |||||||||||||||||||||
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Alisol C | 99.61% | Alisol C is a triterpenoid that can be found in the tuber of Alisma orientale (Sam.) Juzep. | ||||||||||||||||||||
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25-O-Methylalisol A | 99.96% | 25-O-Methylalisol A is a protostane triterpenoids isolated from Alisma orientale. The dried rhizomes of the aquatic plant Alisma orientale known as Rhizoma Alismatis is a common traditional Chinese medicine used for diuretic, anti-inflammatory, and hypolipidemic purposes, as well as the treatment of diabetes. | ||||||||||||||||||||
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Alisol E 23-acetate | Alisol E 23-acetate is a Triterpenoids product that can be isolated from the tubers of Alisma plantago-aquatica Linn.. | |||||||||||||||||||||
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References
- [1]. Zhang LL, et al. Effects of alisol B 23-acetate on ovarian cancer cells: G1 phase cell cycle arrest, apoptosis, migration and invasion inhibition. Phytomedicine. 2016 Jul 15;23(8):800-9. [Content Brief]
- [2]. Wang C, et al. Reversal of P-glycoprotein-mediated multidrug resistance by Alisol B 23-acetate. Biochem Pharmacol. 2004 Sep 1;68(5):843-55. [Content Brief]
- [3]. Zhao Y, et al.Alisol B 23-acetate induces autophagic-dependent apoptosis in human colon cancer cells via ROS generation and JNK activation. Oncotarget. 2017 Jul 26;8(41):70239-70249. [Content Brief]
- [4]. Wang J, et al. Alisol B-23-acetate, a tetracyclic triterpenoid isolated from Alisma orientale, induces apoptosis in human lung cancer cells via the mitochondrial pathway. Biochem Biophys Res Commun. 2018 Nov 10;505(4):1015-1021. [Content Brief]
- [5]. Fu Y, et al. Alisol B 23-acetate adjusts bile acid metabolisim via hepatic FXR-BSEP signaling activation to alleviate atherosclerosis. Phytomedicine. 2022 Jul;101:154120. [Content Brief]
- [6]. Kwon MJ, et al. Apoptotic effects of alisol B 23‑acetate on gastric cancer cells. Mol Med Rep. 2021 Apr;23(4):248. [Content Brief]
- [7]. Shao C, et al. Alisol B 23-Acetate Inhibits IgE/Ag-Mediated Mast Cell Activation and Allergic Reaction. Int J Mol Sci. 2018 Dec 18;19(12):4092. [Content Brief]
- [8]. Sun Y, et al. Alisol B 23-acetate, a new promoter for cholesterol efflux from dendritic cells, alleviates dyslipidemia and inflammation in advanced atherosclerotic mice. Int Immunopharmacol. 2021 Oct;99:107956. [Content Brief]
- [9]. Wang B, et al. Alisol B 23-Acetate Ameliorates Lipopolysaccharide-Induced Cardiac Dysfunction by Suppressing Toll-Like Receptor 4 (TLR4)/NADPH Oxidase 2 (NOX2) Signaling Pathway. Med Sci Monit. 2019 Nov 10;25:8472-8481. [Content Brief]
- [10]. Meng Q, et al. Alisol B 23-acetate protects against non-alcoholic steatohepatitis in mice via farnesoid X receptor activation. Acta Pharmacol Sin. 2017 Jan;38(1):69-79. [Content Brief]
- [11]. Meng Q, et al. Alisol B 23-acetate promotes liver regeneration in mice after partial hepatectomy via activating farnesoid X receptor. Biochem Pharmacol. 2014 Nov 15;92(2):289-98. [Content Brief]
- [12]. Meng Q, et al. Protective effects of alisol B 23-acetate from edible botanical Rhizoma alismatis against carbon tetrachloride-induced hepatotoxicity in mice. Food Funct. 2015 Apr;6(4):1241-50. [Content Brief]
- [13]. Luan ZL, et al. A naturally occurring FXR agonist, alisol B 23-acetate, protects against renal ischemia-reperfusion injury. Am J Physiol Renal Physiol. 2021 Nov 1;321(5):F617-F628. [Content Brief]
- [14]. Nam KH, et al. Alisol B 23-Acetate Ameliorates Ovalbumin-Induced Allergic Asthma during Sensitization and Challenge Periods. Biomol Ther (Seoul). 2023 Nov 1;31(6):611-618. [Content Brief]
