Alisol FCAS# 155521-45-2 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 155521-45-2 | SDF | Download SDF |
| PubChem ID | 101661882 | Appearance | Cryst. |
| Formula | C30H48O5 | M.Wt | 488.7 |
| Type of Compound | Triterpenoids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| SMILES | CC1CC(OC2C1=C3CC(C4C5(CCC(=O)C(C5CCC4(C3(C2)C)C)(C)C)C)O)C(C(C)(C)O)O | ||
| Standard InChIKey | YNKJSQIXVXWFBK-FBJXSBAISA-N | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | 1. Alisol F suppresses iNOS induction. 2. Alisol F and 25-Anhydroalisol F show anti-inflammatory activities and liver protection through the inhibition of MAPK, STAT3, and NF-κB activation in vitro and in vivo. 3. Alisol F exhibits inhibitory effects on lipopolysaccharide-induced NO production in RAW 264.7 macrophage cells. 4. Alisol F exhibits inhibitory activity in vitro on hepatitis B virus (HBV) surface antigen (HBsAg) secretion of the Hep G2.2.15 cell line with the IC (50) value of 0.6 microM, and on HBV e antigen (HBeAg) secretion with the IC (50) value of 8.5 microM. |
| Targets | NOS | NO | TNF-α | IL Receptor | COX | STAT | NF-kB | ERK | JNK | p38MAPK | HBV |
Alisol F Dilution Calculator
Alisol F Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.0462 mL | 10.2312 mL | 20.4625 mL | 40.9249 mL | 51.1561 mL |
| 5 mM | 0.4092 mL | 2.0462 mL | 4.0925 mL | 8.185 mL | 10.2312 mL |
| 10 mM | 0.2046 mL | 1.0231 mL | 2.0462 mL | 4.0925 mL | 5.1156 mL |
| 50 mM | 0.0409 mL | 0.2046 mL | 0.4092 mL | 0.8185 mL | 1.0231 mL |
| 100 mM | 0.0205 mL | 0.1023 mL | 0.2046 mL | 0.4092 mL | 0.5116 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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Alisol F is a natural product.
References:
[1]. Zhangyan Luo, et al. Simultaneous determination of four alisols in Rhizoma Alismatis by RP-HPLC. Zhongguo Zhong Yao Za Zhi 2010 Dec;35(24):3306-9.
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Anti-Inflammatory Activities and Liver Protection of Alisol F and 25-Anhydroalisol F through the Inhibition of MAPK, STAT3, and NF-kappaB Activation In Vitro and In Vivo.[Pubmed:28594379]
Molecules. 2017 Jun 8;22(6). pii: molecules22060951.
Alisol F and 25-anhydroAlisol F isolated from Alisma orientale, were proved to exhibit anti-inflammatory potential in our previous work. In the current study, the anti-inflammatory effects and action mechanisms of Alisol F and 25-anhydroAlisol F were investigated in vitro. Moreover, the pharmacological effects of Alisol F in lipopolysaccharide (LPS)/d-galactosamine (d-gal)-induced acute liver-injured mice were evaluated. The results demonstrated that Alisol F and 25-anhydroAlisol F could suppress LPS-induced production of nitric oxide (NO), interleukin-6 (IL-6), tumor necrosis factor alpha (TNF-alpha), and interleukin-1beta (IL-1beta), as well as inhibit the mRNA and protein levels of inducible nitric oxide (iNOS) and cyclooxygenase-2 (COX-2). In addition, we investigated the role of Alisol F and 25-anhydroAlisol F in mediating mitogen-activated protein kinases (MAPKs), signal transducers, and activators of transcription 3 (STAT3) and nuclear factor kappaB (NF-kappaB) pathways involved in the inflammation process of LPS-stimulated RAW 264.7 cells. The phosphorylation of ERK, JNK, p38, and STAT3, and the NF-kappaB signaling pathway, were obviously suppressed in Alisol F and 25-anhydroAlisol F treated cells. Results obtained from in vitro experiments suggested Alisol F obviously improved liver pathological injury by inhibiting the production of TNF-alpha, IL-1beta, and IL-6, and significantly decreasing the serum alanine aminotransferase (ALT) and aspartate aminotransferase (AST) levels in LPS/d-gal-induced mice. Furthermore, the reduction of phosphorylation of ERK and JNK, as well as suppression of the NF-kappaB signaling pathway, were also observed in liver tissues of the Alisol F-treated mice model. Alisol F and 25-anhydroAlisol F may serve as potential leads for development of anti-inflammatory agents for acute liver failure treatment.
Effects of sesquiterpenes and triterpenes from the rhizome of Alisma orientale on nitric oxide production in lipopolysaccharide-activated macrophages: absolute stereostructures of alismaketones-B 23-acetate and -C 23-acetate.[Pubmed:10560729]
Bioorg Med Chem Lett. 1999 Nov 1;9(21):3081-6.
The methanolic extract from a Chinese herbal medicine, the rhizome of Alisma orientale, was found to exhibit inhibitory activity of nitric oxide (NO) production in lipopolysaccharide (LPS)activated macrophages. Novel triterpenes, alismaketones-B 23-acetate and -C 23-acetate, were isolated from the active extract together with eight sesquiterpenes and eighteen protostane-type triterpenes. The absolute stereostructures of new triterpenes were characterized on the basis of chemical and physicochemical evidence, which included the chemical correlations with known triterpenes. The guaiane-type sesquiterpenes (alismol, orientalols A and C) and protostane- and seco-protostane-types triterpenes (alisols C monoacetate, E-23-acetate, F, H, I, L-23-acetate, and M-23-acetate, alismaketones-B 23-acetate and -C 23-acetate, alismalactone 23-acetate, and 3-methylalismalactone 23-acetate) inhibited LPS-induced NO production (IC50 = 8.4-68 microM). Other triterpenes (alisols A, A monoacetate, B, B monoacetate, E, G, K-23-acetate, and N-23-acetate and 11-deoxyalisol B) also showed the potent inhibitory activity, but they showed cytotoxic effects more than 30 microM (MTT assay). In addition, alismol and Alisol F were found to suppress iNOS induction.
[Chemical constituents of Alisma orientalis and their immunosuppressive function].[Pubmed:19639784]
Zhongguo Zhong Yao Za Zhi. 2009 Apr;34(8):994-8.
OBJECTIVE: To investigate the chemical constituents with immunosuppressive function from Alisma orientalis. METHOD: The chemical constituents were isolated and purified by kinds of column chromatography and its structures were elucidated by NMR spectra and physicochemical properties. Its immunocompentence of lymphocytes taken from spleen of mouse were examined by MTT assay. RESULT: Twelve compounds were isolated and identified as clovandiol (1), orientalol E (2), alismoxide (3), alismol (4), 4alpha, l0alpha-dihydroxy-5beta-H-guaj-6-en (5), alismorientols A (6), Alisol F (7), alisol A (8), 13beta,17beta-epoxy alisol A (9), alisol B 23-acetate (10), 1H-indole-3-carboxylic acid (11) and cuccinic acid (12). Compounds 9, 10 and alisol A 24-acetate showed immunosuppressive function. CONCLUSION: Compounds 1, 5, 11 and 12 were isolated firstly from this genus,and the NMR spectra data of 1 were corrected firstly, some protostan-type triterpenoids may be developed as new drug with immunosuppressive function.
Structures and biological activities of the triterpenoids and sesquiterpenoids from Alisma orientale.[Pubmed:27615692]
Phytochemistry. 2016 Nov;131:150-157.
Sixteen triterpenoids and nine sesquiterpenoids were isolated from the rhizome of Alisma orientale. Structures of 16-oxo-11-anhydroalisol A 24-acetate, 13beta,17beta-epoxy-24,25,26,27-tetranor-alisol A 23-oic acid, 1alphaH,5alphaH-guaia-6-ene-4beta,10beta-diol, and alisguaiaone were elucidated by comprehensive spectroscopic data analysis. The cytotoxic, antibacterial, antifungal, anti-inflammatory, and alpha-glucosidase inhibitory activities of isolated terpenoids were evaluated. Triterpenoids alisol A, alisol A 24-acetate, 25-O-ethylalisol A, 11-deoxyalisol A, alisol E 24-acetate, alisol G, alisol B 23-acetate and sesquiterpenoids 1alphaH,5alphaH-guaia-6-ene-4beta,10beta-diol, 10-hydroxy-7,10-epoxysalvialane exhibited cytotoxicities against the three tested human cancer cell lines with IC50 values ranging from 11.5 +/- 1.7 muM to 76.7 +/- 1.4 muM. Triterpenoids alisol A, 25-O-ethylalisol A, 11-deoxyalisol A, alisol E 24-acetate, alisol G, and 25-anhydroAlisol F showed antibacterial activities against the Gram-positive strains Bacillus subtilis and Staphylococcus aureus with MIC values of 12.5-100 mug/mL. Sesquiterpenoid 4beta,10beta-dihydroxy-1alphaH,5betaH-guaia-6-ene exhibited antibacterial activity against B. subtilis with an MIC value of 50 mug/mL, and 10-hydroxy-7,10-epoxysalvialane exhibited activity against S. aureus with an MIC value of 100 mug/mL. Compounds 16-oxo-11-anhydroalisol A 24-acetate, Alisol F, 25-anhydroAlisol F, and alisguaiaone exhibited inhibitory effects on lipopolysaccharide-induced NO production in RAW 264.7 macrophage cells. None of the compounds showed obvious inhibitory activity against alpha-glucosidase.
A new triterpene and anti-hepatitis B virus active compounds from Alisma orientalis.[Pubmed:16858666]
Planta Med. 2006 Aug;72(10):951-4.
A new triterpenoid named alisol O ( 1) was isolated from the rhizomes of Alisma orientalis, together with six known compounds: alisol A 24-acetate ( 2), 25-anhydroalisol A ( 3), 13 beta,17 beta-epoxyalisol A ( 4), alisol B 23-acetate ( 5), Alisol F ( 6), and Alisol F 24-acetate ( 7). Based on 1D and 2D-NMR data (HMQC, HMBC, COSY, ROESY), the structure of the new compound was deduced to be 11-dehydroxy-12-dehydroAlisol F-24-acetate ( 1). Compounds 2 - 7 exhibited inhibitory activity in vitro on hepatitis B virus (HBV) surface antigen (HBsAg) secretion of the Hep G2.2.15 cell line with IC (50) values of 2.3, 11.0, 15.4, 14.3, 0.6 and 7.7 microM, and on HBV e antigen (HBeAg) secretion with IC (50) values of 498.1, 17.6, 41.0, 19.9, 8.5 and 5.1 microM, respectively.
