Isoastragaloside ICAS# 84676-88-0 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 84676-88-0 | SDF | Download SDF |
| PubChem ID | 60148697 | Appearance | Powder |
| Formula | C45H72O16 | M.Wt | 869.1 |
| Type of Compound | Triterpenoids | Storage | Desiccate at -20°C |
| Synonyms | Isoastragaloside-I | ||
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| SMILES | CC(=O)OC1COC(C(C1O)OC(=O)C)OC2CCC34CC35CCC6(C(C(CC6(C5CC(C4C2(C)C)OC7C(C(C(C(O7)CO)O)O)O)C)O)C8(CCC(O8)C(C)(C)O)C)C | ||
| Standard InChIKey | HVPKALQHGQMJER-XOUPSZAESA-N | ||
| Standard InChI | InChI=1S/C45H72O16/c1-21(47)56-26-19-55-38(34(31(26)51)57-22(2)48)60-28-11-13-45-20-44(45)15-14-41(7)35(43(9)12-10-29(61-43)40(5,6)54)23(49)17-42(41,8)27(44)16-24(36(45)39(28,3)4)58-37-33(53)32(52)30(50)25(18-46)59-37/h23-38,46,49-54H,10-20H2,1-9H3/t23-,24-,25+,26+,27-,28-,29-,30+,31-,32-,33+,34+,35-,36-,37+,38-,41+,42-,43+,44-,45+/m0/s1 | ||
| 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 | Isoastragaloside I may be promising in modulating CCl4-induced lethality and most of its toxic effects. Astragaloside II and Isoastragaloside I are sufficient to ameliorate insulin resistance, they may provide the lead as a novel class of therapeutics for obesity-related diseases. |
| Structure Identification | J. Med. Sci., 2002,2(3):119-23.Phytochemical Investigation of Biologically Active Fractions of Astragalus spinosus Roots Grown in Egypt[Reference: WebLink]The research work was undertaken to asses activity directed isolation of plant extracts, column fractions and isolated glycosides of Astragalus spinosus roots (Fabaceae) in the treatment of induced hepatic, renal and cardiac toxicities. |
Isoastragaloside I Dilution Calculator
Isoastragaloside I Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 1.1506 mL | 5.7531 mL | 11.5062 mL | 23.0123 mL | 28.7654 mL |
| 5 mM | 0.2301 mL | 1.1506 mL | 2.3012 mL | 4.6025 mL | 5.7531 mL |
| 10 mM | 0.1151 mL | 0.5753 mL | 1.1506 mL | 2.3012 mL | 2.8765 mL |
| 50 mM | 0.023 mL | 0.1151 mL | 0.2301 mL | 0.4602 mL | 0.5753 mL |
| 100 mM | 0.0115 mL | 0.0575 mL | 0.1151 mL | 0.2301 mL | 0.2877 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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Isoastragaloside I is a natural compound from the medicinal herb Radix Astragali; possesses the activity of elevating adiponectin production. IC50 value: Target: Astragaloside II and isoastragaloside I selectively increased adiponectin secretion in primary adipocytes without any obvious effects on a panel of other adipokines. Furthermore, an additive effect on induction of adiponectin production was observed between these two compounds and rosiglitazone, a thiazolidinedione class of insulin-sensitizing drugs. Chronic administration of astragaloside II and isoastragaloside I in both dietary and genetic obese mice significantly elevated serum levels of total adiponectin and selectively increased the composition of its high molecular weight oligomeric complex.
References:
[1]. Xu A, et al. Selective elevation of adiponectin production by the natural compounds derived from a medicinal herb alleviates insulin resistance and glucose intolerance in obese mice. Endocrinology. 2009 Feb;150(2):625-33.
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Isoastragaloside I inhibits NF-kappaB activation and inflammatory responses in BV-2 microglial cells stimulated with lipopolysaccharide.[Pubmed:28902359]
Int J Mol Med. 2017 Oct;40(4):1270-1276.
The excessive activation of microglia in many neurodegenerative diseases is detrimental to neuronal survival. Isoastragaloside I (ISO I) is a natural saponin molecule found within the roots of Astragalus membranaceus, a famous traditional Chinese medicine. In the present study, the antiinflammatory effects and the mechanisms of action of ISO I on activated BV-2 cells stimulated with lipopolysaccharide (LPS) were investigated. ISO I dosedependently inhibited the excessive release of nitric oxide (NO) and tumor necrosis factor (TNF)-alpha in the LPS-stimulated BV-2 cells. Moreover, it decreased the production of inducible NO synthase (iNOS) and cyclooxygenase-2 (COX-2), and mitigated the gene expression of interleukin (IL)-1beta, TNF-alpha and iNOS induced by LPS. Further experiments revealed that ISO I decreased the phosphorylation levels of nuclear factor-kappaB (NF-kappaB), and suppressed its nuclear translocation and transactivation activity. In addition, it inhibited the activation of signaling pathway molecules, such as PI3K, Akt and mitogen-activated protein kinases (MAPKs). Taken together, our findings suggest that ISO I prevents LPS-induced microglial activation probably by inhibiting the activation of the NF-kappaB via PI3K/Akt and MAPK signaling pathways, indicating its therapeutic potential for neurological diseases relevant to neuroinflammation.
Anti-inflammatory cycloartane-type saponins of Astragalus membranaceus.[Pubmed:23529032]
Molecules. 2013 Mar 25;18(4):3725-32.
A new cycloartane-type triterpene glycoside, agroastragaloside V (1) was isolated from the roots of Astragalus membranaceus. The structure was identified as 3-O-beta-(2'-O-acetyl)-D-xylopyranosyl-6-O-beta-D-glucopyranosyl-(24S)-3beta,6alp ha,24alpha,25-tetrahydroxy- 9,19-cyclolanostane, by means of spectroscopic methods, including HR-FAB/MS, 1D NMR (1H, 13C, DEPT), 2D NMR (gCOSY, gHSQC, gHMBC, NOESY), and IR spectroscopy. Four known cycloartane glycosides, namely, agroastragaloside I (2), agroastragaloside II (3), Isoastragaloside II (4) and astragaloside IV (5) were also isolated. All isolated compounds were tested for the ability to inhibit LPS-induced nitric oxide production in RAW264.7 macrophages.
Selective elevation of adiponectin production by the natural compounds derived from a medicinal herb alleviates insulin resistance and glucose intolerance in obese mice.[Pubmed:18927219]
Endocrinology. 2009 Feb;150(2):625-33.
Adiponectin is an adipocyte-derived insulin-sensitizing hormone with antidiabetic, antiinflammatory, and antiatherosclerotic properties. A decreased serum level of adiponectin in obesity has been identified as an independent risk factor for diabetes and cardiovascular complications, suggesting that pharmacological intervention aimed at elevating adiponectin production might hold promise for the treatment and/or prevention of these diseases. Here we report the identification of two structurally related natural compounds (astragaloside II and Isoastragaloside I) from the medicinal herb Radix Astragali that possess such an activity. Astragaloside II and Isoastragaloside I selectively increased adiponectin secretion in primary adipocytes without any obvious effects on a panel of other adipokines. Furthermore, an additive effect on induction of adiponectin production was observed between these two compounds and rosiglitazone, a thiazolidinedione class of insulin-sensitizing drugs. Chronic administration of astragaloside II and Isoastragaloside I in both dietary and genetic obese mice significantly elevated serum levels of total adiponectin and selectively increased the composition of its high molecular weight oligomeric complex. These changes were associated with an alleviation of hyperglycemia, glucose intolerance, and insulin resistance. By contrast, the beneficial effects of these two compounds on insulin sensitivity and glucose metabolism were diminished in adiponectin knockout mice. In conclusion, our results suggest that pharmacological elevation of circulating adiponectin alone is sufficient to ameliorate insulin resistance and diabetes and support the use of adiponectin as a biomarker for future drug discovery. The two natural compounds might provide the lead as a novel class of therapeutics for obesity-related diseases.
Screening and identification of permeable components in a combined prescription of Danggui Buxue decoction using a liposome equilibrium dialysis system followed by HPLC and LC-MS.[Pubmed:17069252]
J Sep Sci. 2006 Sep;29(14):2211-20.
A new method, i.e., liposome equilibrium dialysis followed by HPLC and LC-MS analysis, has been developed for the screening of permeable components in combined prescriptions of Danggui Buxue decoction (CPDBD). Multiple permeable components were simultaneously predicted by comparison of chromatograms of CPDBD extract before and after interaction with liposome membranes. A diode-array detector (DAD) and an evaporative light scattering detector (ELSD) were used, and the permeable compounds were identified by comparison with the available reference compounds and confirmed by on-line LC-MS. About fifteen compounds in a CPDBD extract were found to interact with liposome membranes. They were identified as calycosin-7-O-beta-D-glucoside (1), senkyunolide I or H (2), ononin (3), (6alphaR,11alphaR)-9,10-dimethoxypterocarpan-3-O-beta-D-glucoside (4), (3R)-2'-hydroxy-3',4'-dimethoxyisoflavan-7-O-beta-D-glucoside (5), calycosin (6), astragaloside IV (7), Isoastragaloside II (8), formononetin (9), (6alphaR, 11alphaR),-3-hydroxy-9,10-dimethoxypterocarpan (10), (3R)-7,2'-dihydroxy-3',4'-dimethoxyisoflavan (11), astragaloside I (12), Isoastragaloside I (13), E-ligustilide (14), and Z-ligustilide (15), respectively. Among all permeable components, 1, 3, 6, and 9 (flavonoids), 2, 14, and 15 (phthalides), and 7 (saponins) have been considered as major bioactive components in CPDBD. Therefore, this new method appears useful as a first step in the screening of bioactive components in natural products including Traditional Chinese Medicines (TCMs).
Cycloartane triterpene glycosides from the hairy root cultures of Astragalus membranaceus.[Pubmed:7765758]
Phytochemistry. 1994 Nov;37(5):1403-7.
Agroastragaloside II, a new astragaloside was isolated from the hairy root culture of Astragalus membranaceus. Its structure was established as 3-O-beta-(2'-O-acetyl)-D-xylopyranosyl-6-O-beta-D-glucopyranosyl-(24S)- 3 beta,6 alpha,16 beta,24,25-pentahydroxy-9,19-cyclolanostane on the basis of spectroscopic data. Three known astragalosides, astragaloside II, Isoastragaloside I and 3-O-beta-D-xylopyranosyl-cycloastragenol were also isolated.
Astragalosides from Egyptian Astragalus spinosus Vahl.[Pubmed:8101992]
Pharmazie. 1993 Jun;48(6):452-4.
Four cycloartane triterpene oligoglycosides were isolated from the n-butanol extract of the aerial parts of Astragalus spinosus Vahl. (Leguminosae). They were identified as astragaloside I (1), Isoastragaloside I (2), astragaloside IV (4) and cycloastragenol 6-O-glucoside (5) on the basis of comparing their m.p.'s, 1H NMR and 13C NMR spectra and chromatographic patterns with the data given in the literature. The results of AIDS antiviral and antitumor screening of the major component, astragaloside II (3), are dealt with.
